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Production Volume (HPV) Challenge High Production Volume Information System (HPVIS) Submission 

Report

Submission Report

Submission Information

Submission ID : 

25427700 

Submission Name : Revised test plan and robust summaries 

for C4 

AR Number : 

Chemical Information 

CAS Number : 

170373-17-8 

Ninth Collective Index Name : 3-Thiophenamine, N-[(1S)-2-

methoxy-1-methylethyl]-2,4-dimethylSupporting Chemicals : (163515-14-8) dimethenamid 

Submitter Information

Submitter's Name : EXPONENT, INC. 

Address : 1800 Diagonal Road, Suite 500 

City : Alexandria 

State : VA 

ZIP/Postal Code: 22314 

Country: US 

Type of Submitter : Company 

Technical Point of Contact Information

Technical Point of Contact : Jane P. Staveley 

Title : Senior Managing Scientist 

Phone Number : 919-228-6480 

Fax Number : 

E-Mail Address : jstaveley@exponent.com 

Additional Technical Point of Contact Information

Technical Point of Contact : 

Title : 

Phone Number : 

Fax Number : 

E-Mail Address : 

Sponsor Information

Sponsor's Name : BASF Corp 

Address : 1609 Biddle Ave 

City : Wyandotte 

State : MI 

ZIP/Postal Code : 48192 

Country : US 

High Production Volume Information System (HPVIS) 

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Phone Number : 734-324-6212 

Fax Number : 

E-Mail Address : ralph.parod@basf.com 

Type of Sponsor : Company 

Technical Point of Contact Information

Technical Point of Contact : Ralph Parod 

Title : Senior Toxicologist 

Phone Number : 

Fax Number : 

E-Mail Address : 

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 Melting Point 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Melting Point

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

- 

dimethyl- CAS# 170373-17-8 

Sponsored Chemical 

Result Type: 

Test Substance Result 

Type: 

Estimated 

Results - Melting Point

Melting Indicator: 

Melting Point 

Value/Range 

(Temperature): 

circa 72.7 °C 

Results Remarks: MPBPVP (v1.43) Program Results: 

=============================== 

Experimental Database Structure Match: no data 

SMILES : s1cc(c(c1C)NC(COC)C)C 

CHEM : 

MOL FOR: C10 H17 N1 O1 S1 

MOL WT : 199.31 

------------------------ SUMMARY MPBVP v1.43 -------- 

------------ 

Boiling Point: 277.88 deg C (Adapted Stein and Brown 

Method) 

Melting Point: 120.86 deg C (Adapted Joback Method)

Melting Point: 48.59 deg C (Gold and Ogle Method) 

Mean Melt Pt : 84.73 deg C (Joback; Gold,Ogle 

Methods) 

Selected MP: 72.68 deg C (Weighted Value) 

Study/Method - Melting Point

Key Study Sponsor 

Indicator: 

Year Study Performed: 2011 

Method/Guideline 

Followed: 

Method/Guideline and 

Test Condition 

Remarks: 

The melting temperature was estimated by MPBPWIN 

v1.43 found in EPIWIN v4.00. 

Measured data for water solubility (472.5 mg/L) was

entered. For all other 

parameters, the default values in EPIWIN were used.

GLP: Not Applicable 

Study Reference: EPISuite v4.00, US Environmental Protection 

Agency,2000-2008 

Reliability/Data Quality - Melting Point

Reliability: 2 - Valid With Restrictions 

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Reliability Remarks: Scientifically acceptable method of calculation. 

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 Melting Point 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Melting Point

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

dimethenamid-P 

CAS No. 163515-14-8 

Batch No.: Lot RS-1289-111596 

Purity 99.4% 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Melting Point

Melting Indicator: 

Melting Point 

Value/Range 

(Temperature): 

<= -50 °C 

Results Remarks: Solidification point below -50 deg C. 

Study/Method - Melting Point

Key Study Sponsor 

Indicator: 

Year Study Performed: 1999 

Method/Guideline 

Followed: 

OECD 102 

Method/Guideline and 

Test Condition 

Remarks: 

The test was performed according to OECD Test 

Guideline 102 and EEC A1. 

The test substance was cooled in a Perkin Elmer Pyris 

1 Differential Scanning Calorimeter (DSC) from 20 to 

-50 deg C at 5 deg C/minute. During the run, the heat 

flow of the sample relative to a reference material

was measured. 

GLP: Yes 

Study Reference: Kroehl, T. 1999. Physical Properties of DimethenamidP (PAI). BASF Aktiengesellschaft, Ecology and 

Environmental Analytics, BASF RegDoc #99/10167. 

Reliability/Data Quality - Melting Point

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed to accepted melting point 

determination guidelines. 

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 Boiling Point 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Boiling Point

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

dimethenamid-P 

CAS No. 163515-14-8 

Batch No.: Lot RS-1289-111596 

Purity 99.4% 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Boiling Point

Boiling Indicator: 

Boiling Point 

Value/Range 

(Temperature): 

>= 280 °C 

Results Remarks: There is no boiling point detected until 280 deg C 

Study/Method - Boiling Point

Key Study Sponsor 

Indicator: 

Key 

Year Study Performed: 1999 

Method/Guideline 

Followed: 

OECD 103 

Method/Guideline and 

Test Condition 

Remarks: 

The test was performed according to OECD Guideline 

103 and EEC A2.1.4.5. 

The test was performed using a Mettler FP80/FP81HT 

apparatus. A sample of test substance was heated in a 

capillary inside a heated metal block. A light beam

was directed through the sample onto a photocell. The 

principle of this method is that, when the boiling 

point is reached, bubbles rising in the capillary 

give a decrease in the intensity of light received by 

the photocell. The photocell gives a stop signal to a 

digital indicator reading out the temperature 

measured by a resistance thermometer located in the

block. 

GLP: Yes 

Study Reference: Kroehl, T. 1999. Physical Properties of DimethenamidP (PAI). BASF Aktiengesellschaft, Ecology and 

Environmental Analytics, BASF RegDoc #99/10167. 

Reliability/Data Quality - Boiling Point

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed to accepted boiling temperature

determination guidelines. 

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 Boiling Point 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Boiling Point

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

3-Thiophenamine, N-[((1S)-2-methoxy-1-methylethyl)-

2,4-dimethylmethylethyl)]-2,4-dimethylCAS# 170373-17-8 

Sponsored Chemical 

Result Type: 

Test Substance Result 

Type: 

Estimated 

Results - Boiling Point

Boiling Indicator: 

Boiling Point 

Value/Range 

(Temperature): 

circa 277.8 °C 

Results Remarks: MPBPVP (v1.43) Program Results: 

=============================== 

Experimental Database Structure Match: no data 

SMILES : s1cc(c(c1C)NC(COC)C)C 

CHEM : 

MOL FOR: C10 H17 N1 O1 S1 

MOL WT : 199.31 

------------------------ SUMMARY MPBVP v1.43 -------- 

------------ 

Boiling Point: 277.88 deg C (Adapted Stein and Brown 

Method) 

Melting Point: 120.86 deg C (Adapted Joback Method)

Melting Point: 48.59 deg C (Gold and Ogle Method) 

Mean Melt Pt : 84.73 deg C (Joback; Gold,Ogle 

Methods) 

Selected MP: 72.68 deg C (Weighted Value) 

Study/Method - Boiling Point

Key Study Sponsor 

Indicator: 

Year Study Performed: 2011 

Method/Guideline 

Followed: 

Method/Guideline and 

Test Condition 

Remarks: 

The boiling temperature was estimated by MPBPWIN 

v1.43 found in EPIWIN v4.00. Measured data for water 

solubility (472.5 mg/L) was entered. For all other 

input parameters, the default values in EPIWIN were

used. 

GLP: Not Applicable 

Study Reference: EPISuite v4.00, US Environmental Protection Agency,

2000-2008 

Reliability/Data Quality - Boiling Point

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Reliability: 2 - Valid With Restrictions 

Reliability Remarks: Scientifically acceptable method of calculation. 

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 Boiling Point 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Boiling Point

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

The test substance in this study is a technical grade 

material of an active 

ingredient known as S-dimethenamid or SAN 1289 also

known as 

(S)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy1-methylethyl)acetamide 

- CAS No.: 163515-14-8 

- Purity: 94.6% (determined by HPLC) 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Boiling Point

Boiling Indicator: 

Boiling Point 

Value/Range 

(Temperature): 

= 122.6 °C @ Pressure: 0.093 hPa 

Results Remarks: 

Study/Method - Boiling Point

Key Study Sponsor 

Indicator: 

Year Study Performed: 1997 

Method/Guideline 

Followed: 

Other 

Method/Guideline and 

Test Condition 

Remarks: 

The boiling point was determined following US EPA 

Subdivision D, No.63-6, ASTM D1120, D850 & D86, and

OECD 103 dynamics method. 

The boiling point is defined as the temperature at 

which the vapor pressure 

of a liquid becomes equal to external pressure. To 

determine this, test substance (60 mL) was heated 

under vacuum and with stirring in a 100 mL 

round bottom flask, attached to a West type 

condenser. After a reflux rate 

of 1-2 drops per second was achieved and stabilized

for 5 minutes, three 

temperature and pressure readings were recorded over 

a period of five minutes, and the average 

determined. 

GLP: Yes 

Study Reference: Chen, H. 1997. Boiling Point of SAN 1289 H, 

Technical. SANDOZ Agro, Inc., Des Plaines, Illinois, 

unpublished. BASF RegDoc #97/5194. 

Reliability/Data Quality - Boiling Point

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Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed according to accepted boiling 

point determination guidelines. 

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 Boiling Point 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Boiling Point

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

Racemic C4, CAS# 87676-01-1, 3-Thiophenamine, N-(2-

methoxy-1-methylethyl)-2,4-dimethylSponsored Chemical 

Result Type: 

Test Substance Result 

Type: 

Estimated 

Results - Boiling Point

Boiling Indicator: 

Boiling Point 

Value/Range 

(Temperature): 

circa 260.3 °C @ Pressure: 1013 hPa 

Results Remarks: 

Study/Method - Boiling Point

Key Study Sponsor 

Indicator: 

Year Study Performed: 1989 

Method/Guideline 

Followed: 

Method/Guideline and 

Test Condition 

Remarks: 

The atmospheric pressure, 760 mmHg was entered into

the equation describing the vapor pressure at 

different temperatures: 

Ln(X)=16.2376-34211.99/(K - 94.8) 

This equation was developed in a vapor pressure study 

done over the temperature range 80.47 - 190.37 deg C. 

Since the highest temperature tested in the vapor 

pressure study was 190.37 deg C and the estimated 

boiling temperature was 260.3 deg C, the result was

extrapolated. 

GLP: No 

Study Reference: Wilson, LC, vapor pressure measurements, Report from 

Wiltec Res. Co. letter report,1989.03.09 

Reliability/Data Quality - Boiling Point

Reliability: 4 - Not Assignable 

Reliability Remarks: 1. The vapor pressure study which this calculated 

boiling temperature is based upon lacks 

methodological details. 

2. The estimate was derived through extrapolation 

outside of the tested temperature range. 

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 Vapor Pressure 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Vapor Pressure

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

Racemic C4, CAS# 87676-01-1, 3-Thiophenamine, N-(2-

methoxy-1-methylethyl)-2,4-dimethylSponsored Chemical 

Result Type: 

Test Substance Result 

Type: 

Estimated 

Results - Vapor Pressure

Vapor Pressure 

Value/Range 

(Pressure): 

circa 0.015 hPa @ Temperature: 25 °C 

Results Remarks: 

Study/Method - Vapor Pressure

Key Study Sponsor 

Indicator: 

Year Study Performed: 1989 

Method/Guideline 

Followed: 

Method/Guideline and 

Test Condition 

Remarks: 

In this study the vapor pressure was determined at 12 

temperatures over the range 80.5-190.4 deg C. The 

equation of the best-fit line was: 

lnP(mmHg) = 16.2376 - 4211.99/(Temp (K) - 94.8) 

Using this equation, the vapor pressure at 25 deg C

(298.15 K) was extrapolated (2.718 was used as the 

natural logarithm in the calculation). 

The extrapolated vapor pressure in mmHg was 

multiplied by 1.33 to obtain the vapor pressure in 

hPa. 

GLP: No 

Study Reference: Wilson, LC, vapor pressure measurements, Report from 

Wiltec Res. Co. letter 

report,1989.03.09 

Reliability/Data Quality - Vapor Pressure

Reliability: 4 - Not Assignable 

Reliability Remarks: 1. The extrapolated vapor pressure at 25 deg C is 

significantly outside of the tested temperature range 

and should be used cautiously. 

2. No methodology presented. 

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 Vapor Pressure 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Vapor Pressure

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

The test substance in this study was a reference 

(high purity) grade material of an isomeric active 

ingredient in a 

manufacturing-use product. 

This ingredient is known as S-dimethenamid or SAN 

1289 H also known as 

(S)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy1-methylethyl)acetamide 

- CAS No. 163515-14-8 

Lot No.: RS-1289-082495 

Purity: 98.6% (determined by HPLC and GC) 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Vapor Pressure

Vapor Pressure 

Value/Range 

(Pressure): 

= 2.51E-5 hPa @ Temperature: 25 °C 

Results Remarks: There was no flow-rate dependence of the results, 

indicating that the inert 

carrier gas was saturated with the test substance 

during the study. Thus, 

the final values of vapor pressure were determined by 

averaging all three 

values at all three flow rates. Mean extraction 

efficiencies ranged from 

91.5% to 103% for 4 spiked samples. 

The measured vapor pressure of SAN 1289H was: 

At 25 deg C: 

3.47 x 10^-5 hPa (+/- 1.29 x 10^-5) 

At 20 deg C: 

2.51 x 10^-5 hPa (+/- 0.39 x 10^-5) 

These values are essentially equivalent as shown by

the overlap of the 

ranges described by the standard deviations. 

The vapor pressures were reported in Pa (1 hPa = 100 

Pa) 

Study/Method - Vapor Pressure

Key Study Sponsor 

Indicator: 

Year Study Performed: 1996 

Method/Guideline 

Followed: 

Other 

Method/Guideline and 

Test Condition 

Remarks: 

The test was performed according to US EPA 

Subdivision D, No. 63-9, as 

well as EEC A.4 gas saturation method. The vapor 

pressure was measured at two temperatures by the gas 

saturation method. The procedure included measurement 

of the vapor pressure of a reference substance 

(dimethyl phthalate) and 

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determination of the efficiency of the extraction and 

analytical procedures used to recover trapped 

material. The trapping system consisted of two 

cryogenic traps in a series. Three nominal carrier 

gas flow rates were used and flow rates recorded 

frequently during the course of the study. Studies 

were done at 20 and 25 deg C. For each data point, 

the apparent flow rate, 

atmospheric pressure, ambient temperature, and 

temperature of the thermostated 

chamber were recorded. Analyses of the concentration 

of test substance were performed by HPLC. 

GLP: Yes 

Study Reference: Chen, H., Laster, W. 1996. Vapor pressure of SAN 1289 

H. SANDOZ Agro, Inc., Des 

Plaines, Illinois, unpublished. BASF RegDoc 

#96/5418. 

Reliability/Data Quality - Vapor Pressure

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed to accepted vapor pressure 

determination guidelines. 

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 Vapor Pressure 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Vapor Pressure

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylCAS# 170373-17-8 

Sponsored Chemical 

Result Type: 

Test Substance Result 

Type: 

Estimated 

Results - Vapor Pressure

Vapor Pressure 

Value/Range 

(Pressure): 

circa 0.00296 hPa @ Temperature: 25 °C 

Results Remarks: MPBPVP (v1.43) Program Results: 

=============================== 

Experimental Database Structure Match: no data 

SMILES : s1cc(c(c1C)NC(COC)C)C 

CHEM : 

MOL FOR: C10 H17 N1 O1 S1 

MOL WT : 199.31 

------------------------ SUMMARY MPBVP v1.43 -------- 

------------ 

Boiling Point: 277.88 deg C (Adapted Stein and Brown 

Method) 

Melting Point: 120.86 deg C (Adapted Joback Method)

Melting Point: 48.59 deg C (Gold and Ogle Method) 

Mean Melt Pt : 84.73 deg C (Joback; Gold,Ogle 

Methods) 

Selected MP: 72.68 deg C (Weighted Value) 

Vapor Pressure Estimations (25 deg C): 

(Using BP: 277.88 deg C (estimated)) 

(Using MP: 72.68 deg C (estimated)) 

VP: 0.00202 mm Hg (Antoine Method) 

: 0.27 Pa (Antoine Method) 

VP: 0.00222 mm Hg (Modified Grain Method) 

: 0.296 Pa (Modified Grain Method) 

VP: 0.00388 mm Hg (Mackay Method) 

: 0.517 Pa (Mackay Method) 

Selected VP: 0.00222 mm Hg (Modified Grain Method) 

: 0.296 Pa (Modified Grain Method) 

Subcooled liquid VP: 0.00627 mm Hg (25 deg C, ModGrain method) 

: 0.835 Pa (25 deg C, Mod-Grain method) 

Study/Method - Vapor Pressure

Key Study Sponsor 

Indicator: 

Year Study Performed: 2011 

Method/Guideline 

Followed: 

Method/Guideline and 

Test Condition 

Remarks: 

The vapor pressure was estimated by MPBPWIN v1.43 

found in EPIWIN v4.00. Measured data for water 

solubility (472.5 mg/L) was entered. For all other 

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input parameters, the default values in EPIWIN were

used. 

GLP: Not Applicable 

Study Reference: EPISuite v4.00, US Environmental Protection Agency,

2000-2008 

Reliability/Data Quality - Vapor Pressure

Reliability: 2 - Valid With Restrictions 

Reliability Remarks: Scientifically acceptable method of calculation. 

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 Partition Coefficient 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Partition Coefficient

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

- CAS No.: 163515-14-8 

- CAS Name: 

(S)-2-Chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy1-methylethyl)-acetamide 

- Common Name(s): dimethenamid-p (formerly Sdimethenamid) 

- BASF internal name: BAS 656 H (Formerly SAN 1289 H) 

- Batch No.: Lot No. RS-1289-111596 

- Purity: 99.73% (GC); 99.45% (HPLC) (Radiolabeled 

chemical purity of 96.0%) 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Partition Coefficient

Partition Coefficient 

Value/Range 

(Log Kow): 

= 1.89 @ Temperature: 24 °C 

Results Remarks: Temperature was consistently measured at 23.8 deg C. 

The mean Pow from each test condition was 83.6, 57.8 

and 91.3. The 

mean log Pow from each test condition was 1.93, 1.77, 

and 1.96. 

The mean Pow and mean log Pow are 77.6 (+/- 17.0) and 

1.89 (+/- 0.10) respectively. 

The overall recovery of dimethenamid-P was 100.14 +/-

1.55%. 

The effect of pH was not investigated since there is 

no dissociation in water. 

Study/Method - Partition Coefficient

Key Study Sponsor 

Indicator: 

Year Study Performed: 1998 

Method/Guideline 

Followed: 

OPPTS 830.7550 

Method/Guideline and 

Test Condition 

Remarks: 

The test was performed according to US EPA OPPTS 

830.7550, Partition 

Coefficient (n-Octanol/Water) Shake Flask Method, 

August, 1996, as well 

as OECD 107 and EEC A.8 shake flask method. The 

octanol-water partition coefficient was determined at 

24 deg C. under three different test conditions (2.5, 

5 and 10 mL of 14C dimethenamid P n-octanol dosing 

solution). Each test condition was duplicated. A 

saturated water solution (20 mL ) was used in each 

case. The amounts of test substance in the octanol 

and water phases was 

calculated using the 14C liquid scintillation 

counts. 

GLP: Yes 

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Study Reference: Lam, W.W. 1988. Determination of the n-Octanol/Water 

Partition Coefficient for 

Dimethenamid-p. BASF Corporation Agricultural 

Products Group, Research Triangle Park, NC, 

unpublished. BASF RegDoc #98/5071. 

Reliability/Data Quality - Partition Coefficient

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed according to accepted 

guidelines. 

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 Partition Coefficient 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Partition Coefficient

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylCAS# 170373-17-8 

Sponsored Chemical 

Result Type: 

Test Substance Result 

Type: 

Estimated 

Results - Partition Coefficient

Partition Coefficient 

Value/Range 

(Log Kow): 

circa 2.68 

Results Remarks: KOWWIN Program (v1.67) Results: 

=============================== 

Log Kow(version 1.67 estimate): 2.68 

SMILES : s1cc(c(c1C)NC(COC)C)C 

CHEM : 

MOL FOR: C10 H17 N1 O1 S1 

MOL WT : 199.31 

-------+-----+--------------------------------------- 

-----+---------+-------- 

TYPE | NUM | LOGKOW FRAGMENT 

DESCRIPTION | COEFF | VALUE 

-------+-----+--------------------------------------- 

-----+---------+-------- 

Frag | 4 | -CH3 [aliphatic 

carbon] | 0.5473 | 2.1892 

Frag | 1 | -CH2- [aliphatic 

carbon] | 0.4911 | 0.4911 

Frag | 1 | -CH [aliphatic 

carbon] | 0.3614 | 0.3614 

Frag | 1 | -O- [oxygen, aliphatic 

attach] |-1.2566 | -1.2566 

Frag | 4 | Aromatic 

Carbon | 0.2940 | 1.1760 

Frag | 1 | -N [aliphatic N, one aromatic 

attach] |-0.9170 | -0.9170 

Frag | 1 | Aromatic 

Sulfur | 0.4082 | 0.4082 

Const | | Equation 

Constant | | 0.2290 

-------+-----+--------------------------------------- 

-----+---------+-------- 

Log Kow = 2.6813 

Study/Method - Partition Coefficient

Key Study Sponsor 

Indicator: 

Year Study Performed: 2011 

Method/Guideline 

Followed: 

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Method/Guideline and 

Test Condition 

Remarks: 

The partition coefficient was estimated by KOWWIN 

v1.67 found in EPIWIN v4.00. Measured data for water 

solubility (472.5 mg/L) were entered. For all other

input parameters, the default values in EPIWIN were

used. 

GLP: Not Applicable 

Study Reference: EPISuite v4.00, US Environmental Protection Agency,

2000-2008 

Reliability/Data Quality - Partition Coefficient

Reliability: 2 - Valid With Restrictions 

Reliability Remarks: Scientifically acceptable method of calculation. 

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 Water Solubility 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Water Solubility

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

- Name: S-dimethenamid or SAN 1289 H 

- CAS# 163515-14-8 

- ID code: RS-1289-082495 

- Purity: 98.6% 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Water Solubility

Water Solubility 

Indicator: 

Water Solubility 

Value/Range 

(Solubility): 

= 1449 mg/L @ Temperature: 25 °C 

pH Value: Value/Lower Range: circa 5.9 Upper Range: 6.4 

pKa - Protein Kinase: 

pH Value at 

Saturation: 

Results Remarks: The calculated mean solubilities and standard 

deviations at each of three 

flow rates (0.4, 0.2, and 0.1 mL/minute) were 1455 +/ 

- 30 mg/L, 1450 +/- 7 

mg/L, and 1451 +/- 14 mg/L, respectively. 

The mean solubility in water was 1449 +/- 17 mg/L at 

25 deg C and pH 

value of 6.16 +/- 0.28 

There is no dissociation in water, therefore pH 

dependence on solubility is 

not applicable. 

Study/Method - Water Solubility

Key Study Sponsor 

Indicator: 

Year Study Performed: 1996 

Method/Guideline 

Followed: 

OECD 105 

Method/Guideline and 

Test Condition 

Remarks: 

The test was performed according to US EPA 

Subdivision D, No. 63-8, OECD 105, EEC A.6 column 

elution method. 

Solubility was determined by measuring the 

concentrations of test substance in clear saturated

aqueous 

solutions generated from contact with excess test 

substance. Excess test substance was loaded onto a 

support and added to a generator column. Deionized 

distilled water was then continuously recirculated 

through the column until equilibrium was established. 

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Aliquots were periodically withdrawn for analysis 

by HPLC. Equilibrium was established by obtaining 

reproducible concentrations over a period of three 

consecutive days. Concentrations of triplicate 

aliquots at each of three flow rates, all less than

0.5 

ml/minute, were used to calculate the reported 

solubility. 

GLP: Yes 

Study Reference: Laster, W. 1996. Solubility of SAN 1289 H in Water.

SANDOZ Agro, Inc., Des Plaines, Illinois, 

unpublished. 

BASF RegDoc #96/5411. 

Reliability/Data Quality - Water Solubility

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed to accepted guidelines. 

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 Water Solubility 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Water Solubility

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethyl; Also known as 2,4-dimethyl-N-(1-methyl2methoxy) ethyl-3-aminothiophene, or C4; Lot 

8336B01C4 and Purity of 98.44%. 

Sponsored Chemical 

Result Type: 

Measured 

Test Substance Result 

Type: 

Measured 

Results - Water Solubility

Water Solubility 

Indicator: 

Water Solubility 

Value/Range 

(Solubility): 

= 472.51 mg/L @ Temperature: 22 °C 

pH Value: Value/Lower Range: = 10.06 

pKa - Protein Kinase: 

pH Value at 

Saturation: 

Results Remarks: The preliminary water solubility result was 475.07 

mg/L or 0.0476% at 22°C. 

The water solubility determined in the Flask Method

was based upon an average of three measurements: 

24 hr: 493.40 mg/L 

36 hr: 448.97 mg/L 

48 hr: 475.17 mg/L 

density of H2O at 22oC = 0.9978 g/mL 

Average Conc. (mg/L) = 472.51 

Average Conc. (%) = 0.0474 

The 24 hr sample prep pH = 10.06 

Study/Method - Water Solubility

Key Study Sponsor 

Indicator: 

Key 

Year Study Performed: 2009 

Method/Guideline 

Followed: 

OECD 105 

Method/Guideline and 

Test Condition 

Remarks: 

The water solubility for 2,4-dimethyl-N-(1-methyl2methoxy) ethyl 3-aminothiophene (C4) was determined 

using OECD Guideline for the Testing of Chemicals 

#105 using the Flask Method. A series of three 

measurements of C4 were taken. 

The test was conducted by accurately weighing 100 mg 

of C4 into each of three 100 mL volumetric flasks 

that were diluted to volume with deionized 

water. Each flask was placed on a magnetic 

stir. After 24 hours stirring, one flask was 

filtered for separating the undissolved C4, the 

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filtrate was extracted into dichloromethane, 

concentrated to 1 mL, diluted, and assayed using GCFID 

analytical method ATM-3017. The other two flasks 

were treated similarly and tested at intervals of 36 

and 48 hours. All measurements were made at ambient

temperature. The water solubility was calculated 

with average response factor of C4 of known 

concentrations using an external standard 

calculation. If the concentrations measured in at 

least the last two flasks do not differ by more than 

15%, the test is satisfactory. 

GLP: No 

Study Reference: Rachamalla, LR. 2009. Determination of water 

solubility of 2,4-dimethyl-N-(1-methyl-2methoxy) 

ethyl-3-aminothiophene (C4) by OECD guideline for the 

testing 

of chemicals #105 flask method. BASF DOC ID 

2008/7019372. BASF Corporation, 14385 West Port 

Arthur Road, Beaumont, TX 77705. 

Reliability/Data Quality - Water Solubility

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: Study was performed according to an accepted test 

guideline. 

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 Photodegradation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Photodegradation

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylCAS# 170373-17-8 

Sponsored Chemical 

Result Type: 

Test Substance Result 

Type: 

Estimated 

Results - Photodegradation

Photodegradation 

Result Description: 

Indirect Photolysis 

Photodegradation 

Value/Range: 

Half Life: = 1.057 Hours 

Rate Constant: = .0000000001213895 cm3/(molecule*sec) 

Photo Medium: Air 

Temperature: 

Sensitizer: Hydroxy Radicals 

Sensitizer 

Concentration and 

Units: 

1500000 molecules/cm3 

Light Source: 

Light Source 

Spectrum: 

UV/VIS Absorption 

Spectrum: 

Quantum Yield: 

Breakdown Products 

Description: 

Results Remarks: AOP Program (v1.92) Results: 

=========================== 

SMILES : s1cc(c(c1C)NC(COC)C)C 

CHEM : 

MOL FOR: C10 H17 N1 O1 S1 

MOL WT : 199.31 

------------------- SUMMARY (AOP v1.92): HYDROXYL 

RADICALS (25 deg C) -------- 

Hydrogen Abstraction = 71.4237 E-12 

cm3/molecule-sec 

Reaction with N, S and -OH = 0.0000 E-12 

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cm3/molecule-sec 

Addition to Triple Bonds = 0.0000 E-12 

cm3/molecule-sec 

Addition to Olefinic Bonds = 0.0000 E-12 

cm3/molecule-sec 

**Addition to Aromatic Rings = 49.9658 E-12 

cm3/molecule-sec 

Addition to Fused Rings = 0.0000 E-12 

cm3/molecule-sec 

OVERALL OH Rate Constant = 121.3895 E-12 cm3/molecule 

-sec 

HALF-LIFE = 0.088 Days (12-hr day; 1.5E6 OH/cm3) 

HALF-LIFE = 1.057 Hrs 

........................ ** Designates Estimation(s) 

Using ASSUMED Value(s) 

------------------- SUMMARY (AOP v1.91): OZONE 

REACTION (25 deg C) ----------- 

****** NO OZONE REACTION ESTIMATION ****** 

(ONLY Olefins and Acetylenes are Estimated) 

Experimental Database: NO Structure Matches 

Fraction sorbed to airborne particulates (phi): 

0.000208 (Junge-Pankow, Mackay avg) 

0.00401 (Koa method) 

Note: the sorbed fraction may be resistant to 

atmospheric oxidation 

Study/Method - Photodegradation

Key Study Sponsor 

Indicator: 

Year Study Performed: 2011 

Method/Guideline 

Followed: 

Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

Photodegradation was estimated by AOPWIN v1.92 found 

in EPIWIN v4.00. Measured data for water solubility

(472.5 mg/L) were entered. For all other input 

parameters, the default values in EPIWIN were used.

Method/Guideline and 

Test Condition 

Remarks: 

GLP: Not Applicable 

Study Reference: EPISuite v4.00, US Environmental Protection Agency,

2000-2008 

Reliability/Data Quality - Photodegradation

Reliability: 2 - Valid With Restrictions 

Reliability Remarks: Scientifically acceptable method of calculation. 

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 Photodegradation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Photodegradation

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

dimethenamid, CAS No. 163515-14-8 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Estimated 

Results - Photodegradation

Photodegradation 

Result Description: 

Indirect Photolysis 

Photodegradation 

Value/Range: 

Half Life: = 2.452 Hours 

Rate Constant: = .0000000000052336 cm3/(molecule*sec) 

Photo Medium: Air 

Temperature: 

Sensitizer: Hydroxy Radicals 

Sensitizer 

Concentration and 

Units: 

1500000 molecules/cm3 

Light Source: 

Light Source 

Spectrum: 

UV/VIS Absorption 

Spectrum: 

Quantum Yield: 

Breakdown Products 

Description: 

Results Remarks: AOP Program (v1.92) Results: 

=========================== 

SMILES : s1c(c(N(C(C)COC)C(=O)CCL)c(c1)C)C 

CHEM : 

MOL FOR: C12 H18 CL1 N1 O2 S1 

MOL WT : 275.80 

------------------- SUMMARY (AOP v1.92): HYDROXYL 

RADICALS (25 deg C) -------- 

Hydrogen Abstraction = 36.3819 E-12 

cm3/molecule-sec 

Reaction with N, S and -OH = 0.0000 E-12 

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cm3/molecule-sec 

Addition to Triple Bonds = 0.0000 E-12 

cm3/molecule-sec 

Addition to Olefinic Bonds = 0.0000 E-12 

cm3/molecule-sec 

**Addition to Aromatic Rings = 15.9541 E-12 

cm3/molecule-sec 

Addition to Fused Rings = 0.0000 E-12 

cm3/molecule-sec 

OVERALL OH Rate Constant = 52.3360 E-12 cm3/molecule 

-sec 

HALF-LIFE = 0.204 Days (12-hr day; 1.5E6 OH/cm3) 

HALF-LIFE = 2.452 Hrs 

........................ ** Designates Estimation(s) 

Using ASSUMED Value(s) 

------------------- SUMMARY (AOP v1.91): OZONE 

REACTION (25 deg C) ----------- 

****** NO OZONE REACTION ESTIMATION ****** 

(ONLY Olefins and Acetylenes are Estimated) 

Experimental Database: NO Structure Matches 

Fraction sorbed to airborne particulates (phi): 

0.0641 (Junge-Pankow, Mackay avg) 

0.000455 (Koa method) 

Note: the sorbed fraction may be resistant to 

atmospheric oxidation 

Study/Method - Photodegradation

Key Study Sponsor 

Indicator: 

Year Study Performed: 2011 

Method/Guideline 

Followed: 

Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

Photodegradation was estimated by AOPWIN v1.92 found 

in EPIWIN 

v4.00. Experimentally determined water solubility, 

vapor pressure, 

partition coefficient, and boiling temperature were

manually entered, all

other parameters were the default values found in 

EPIWIN. 

Method/Guideline and 

Test Condition 

Remarks: 

GLP: 

Study Reference: EPISuite v4.00, US Environmental Protection Agency,

2000-2008. 

Reliability/Data Quality - Photodegradation

Reliability: 2 - Valid With Restrictions 

Reliability Remarks: Scientifically acceptable method of calculation. 

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 Photodegradation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Photodegradation

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

[14C]-S-dimethenamid was obtained by isolation of the 

individual 

enantiomers from 14C-SAN 582 H 

- CAS No.: 163515-14-8 

- Purity: [14C]-S-Dimethenamid, enantiomeric purity: 

Z 98%, specific 

activity: 50.56 mCi/mmol 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Photodegradation

Photodegradation 

Result Description: 

Photodegradation 

Value/Range: 

Half Life: 

Rate Constant: 

Photo Medium: Water 

Temperature: 

Sensitizer: 

Sensitizer 

Concentration and 

Units: 

Light Source: Xenon Lamp 

Light Source 

Spectrum: 

>= 290 nm 

UV/VIS Absorption 

Spectrum: 

Quantum Yield: 

Breakdown Products 

Description: 

Results Remarks: In the irradiated samples, the material balance 

ranged from 99.6 to 103% TAR (total applied 

radioactivity) in the dimethenamid study and 98 to 

102% in the dimethenamid-P study. For the dark 

control samples, the material balance of 

radioactivity averaged 102% TAR for dimethenamid-P 

and 99.8% TAR for the racemic compound. 

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Dimethenamid and dimethenamid-P were gradually 

photodegraded following the first order kinetics with 

rates of 0.042/day and 0.051/day respectively. The 

half-lives, under continuous irradiation, were 16.4

days for dimethenamid and 13.7 days for dimethenamidP. No degradation was observed in the dark controls

throughout the study periods. The material balance 

ranged from 98 to 102% of the applied 14C material.

DT50 = 14-16 days 

Since the simulated sunlight in each study was 1.47

and 1.88 times greater, respectively, than the spring 

noon sunlight at 40 deg N latitude, these half-lives 

represent: 

Dimethenamid: 1.47 x 16.4 = 24.1 days 

Dimethenamid-P: 1.88 x 13.7 = 25.7 days 

Study/Method - Photodegradation

Key Study Sponsor 

Indicator: 

Year Study Performed: 1997 

Method/Guideline 

Followed: 

Other 

Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

TEST SYSTEM 

Two separate studies were conducted to determine the 

photolysis of the racemic dimethenamid (Sabat, 1992) 

and dimethenamid-P (Guirguis, 1997) in aqueous 

solutions. In both studies, photolysis of 

radiolabeled test substance in aqueous solutions (100 

mg/L) was determined in pH 7 buffer under a xenon 

lamp with wavelengths < 290 nm filtered out, 

approximating the spectrum of natural sunlight. 

Irradiation was continuous at 8.55 x 10^2 W/m^2 (or

3.1 x 10^6 W-hour/m^2) in the dimethenamid study and 

1.1 x 10^3 W/m^2 (or 4.0 x 10^6 W-hour/m^2) in the 

dimethenamid-P study (1.47 and 1.88 times the spring 

noon sunlight at 40 deg N latitude, respectively). 

Samples were collected at 0, 1, 5, 11, 15 and 19 days 

after treatment for the dimethenamid study and 0, 2, 

5, 8, 12 and 16 days after treatment for the 

dimethenamid-P study. 

Dark controls were analyzed at each interval in the

dimethenamid-P study, but only at the final period in 

the dimethenamid study. Each irradiated and dark 

control sample was partitioned with ethyl acetate and 

the ethyl acetate layer was analyzed by TLC. 

Method/Guideline and 

Test Condition 

Remarks: 

Other aqueous systems photodegradation studies 

available: 

Sen, P.K. 1994. SAN 582 H: Quantum Yield 

Determination. SANDOZ Agro, 

Inc., Des Plaines, Illinois 60018, unpublished. BASF 

RegDoc #94/10636. 

In a GLP study performed according to US EPA, 

Subdivision N, 161-2, dimethenamid was found to have 

a DT50 of 5.97 in spring at 40 deg N latitude when it 

was photolyzed with monochromatic light at wavelength 

of 313 nm. 

Scharf, J. 1999. Photolytical Halflife of 

dimethenamid in the top layer of aqueous systems. 

BASF AG, Ecology and Environmental Analytics, 

Limburgerhof, Germany, unpublished. BASF RegDoc 

#99/10073. 

A non-GLP study performed according to Council 

Directive 94/37/EC (July 22, 1994) calculated DT50 

estimates for dimethenamid in the range of 0.2 -5.9

days in aqueous systems. These values were determined 

using the quantum yield and a program (Quantum.301)

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which used algorithms for the direct 

phototransformation of chemicals in water. 

GLP: Yes 

Study Reference: Guirguis, A.S. 1997. S-dimethenamid: Photodegradation 

study in an aqueous solution. SANDOZ Agro, Inc., Des 

Plaines, Illinois, unpublished. BASF RegDoc #97/5195 

Sabat, M. 1992. SAN 582 H: Photodegradation Study in 

Aqueous Solution. SANDOZ Agro,Inc., Des Plaines, 

Illinois, unpublished. BASF RegDoc #92/12388. 

Reliability/Data Quality - Photodegradation

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed according to accepted direct 

photodegradation determination guidelines. 

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 Stability in Water 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Stability In Water

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

dimethenamid-P and dimethenamid 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Stability In Water

Stability in Water 

Result Description: 

Stability in Water 

Value/Range: 

circa 31 Days @ 25 °C 

pH Value: Value or Lower Range: = 5 Upper Range: 9 

Hydrolysis Indicator: No 

Preliminary Test: 

Effect : Half-Life @ pH Value 

 

 

 

 

 

Breakdown Products 

Description: 

Results Remarks: Both dimethenamid and dimethenamid-P were 

hydrolytically stable in pH 5.0, 7.0 and 9.0 buffer

solutions at 25 deg C (+/- 1 deg C) for a period of

31 days. 

Study/Method - Stability In Water

Key Study Sponsor 

Indicator: 

Year Study Performed: 1997 

Method/Guideline 

Followed: 

Other 

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Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

The test was performed according to US EPA 

Subdivision N, No. 161-1 (fulfills EEC C.7). 

In separate studies, buffer solutions at pH 5, 7 and 

9 were fortified with 

14C-dimethenamid or 14C-dimethenamid P to a 

concentration of 100 mg/kg and incubated at 25 +/- 1 

deg C for 30 or 31 days. Samples were collected at 

day 0, 1, 7, 14, 21 and 30 or 31. Each sample was 

partitioned with ethyl acetate or ethyl ether, and 

the organic layer characterized by TLC. 

Method/Guideline and 

Test Condition 

Remarks: 

abiotic 

GLP: Yes 

Study Reference: Guirguis, A.S., 1997. Hydrolysis of s-dimethenamid.

SANDOZ Agro, Inc., Des Plaines, IL, unpublished. BASF 

Reg. Doc. #97/5184 

Reliability/Data Quality - Stability In Water

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed according to accepted 

guidelines. 

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 Transport Between Environmental Compartments 

Fugacity/Dist 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-

dimethylTest Substance - Transport Between Environmental Compartments 

Fugacity/Dist

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

dimethenamid 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance 

Result Type: 

Estimated 

Results - Transport Between Environmental Compartments

Fugacity/Dist

Fugacity/Distribution 

Result Description: 

Multimedia (Fugacity) Modeling 

Test Results: Level III Fugacity Model (Full-Output): 

======================================= 

Chem Name : 

Molecular Wt: 275.8 

Henry's LC : 8.2e-008 atm-m3/mole (Henry database) 

Vapor Press : 1.89e-005 mm Hg (user-entered) 

Log Kow : 1.89 (user-entered) 

Soil Koc : 141 (KOCWIN MCI method) 

Mass Amount Half-Life Emissions 

(percent) (hr) (kg/hr) 

Air 0.125 4.91 1000 

Water 18.9 1.44e+003 1000 

Soil 80.8 2.88e+003 1000 

Sediment 0.173 1.3e+004 0 

Fugacity Reaction Advection 

Reaction Advection 

(atm) (kg/hr) (kg/hr) (percent) 

(percent) 

Air 4.76e-012 796 

56.3 26.5 1.88 

Water 1.27e-012 412 856 

13.7 28.5 

Soil 1.64e-011 880 0 

29.3 0 

Sediment 1.33e-012 0.419 0.157 

0.014 0.00523 

Persistence Time: 1.51e+003 hr 

Reaction Time: 2.17e+003 hr 

Advection Time: 4.96e+003 hr 

Percent Reacted: 69.6 

Percent Advected: 30.4 

Half-Lives (hr), (based upon Biowin (Ultimate) and 

Aopwin): 

Air: 4.906 

Water: 1440 

Soil: 2880 

Sediment: 1.296e+004 

Biowin estimate: 2.204 (months ) 

Advection Times (hr): 

Air: 100 

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Water: 1000 

Sediment: 5e+004 

Transport Table:

Emissions 

(kg/h)

Halflife 

(hr)

Mass 

Distribution 

(percent)

Loss by 

Reaction 

(percent)

Loss by 

Advection 

(percent)

Air 1000 4.91 0.125 26.5 1.88

Water 1000 1440 18.9 13.7 28.5

Soil 1000 2880 80.8 29.3 0

Sediment 13000 0.173 0.014 0.00523

Temperature: 

Level of Multi-media 

Model: 

III 

Model Input (Water 

Solubility): 

1449 mg/L 

Model Input (Vapor 

Pressure): 

.0000189 mm Hg 

Model Input (log 

Kow): 

1.89 

Model Input (Melting

Point): 

Henry's Law 

Constant: 

Model Concentration 

-- Air: 

Model Concentration 

-- Water: 

Model Concentration 

-- Soil: 

Model Concentration 

-- Sediment: 

Results Remarks: 

Study/Method - Transport Between Environmental Compartments 

Fugacity/Dist

Key Study Sponsor 

Indicator: 

Year Study 

Performed: 

2011 

Method/Guideline 

Followed: 

Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

The fugacity was determined using EQC Level III model 

as found in EPIWIN v4.00. Degradation in air, water, 

soil and sediment was determined from the BIOWIN 

(ultimate) and the AOPWIN program. Direct photolysis 

was not considered in this model. Experimentally 

determined values for the boiling temperature, vapor 

pressure, the octanol-water partition coefficient, and 

water solubility were manually entered. All other input 

parameters used were the default values found in 

EPIWIN. 

Method/Guideline 

and 

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Test Condition

Remarks: 

GLP: Not Applicable 

Study Reference: EPISuite v4.00, US Environmental Protection Agency,

2000-2008. 

Reliability/Data Quality - Transport Between Environmental 

Compartments Fugacity/Dist

Reliability: 2 - Valid With Restrictions 

Reliability Remarks: Scientifically acceptable method of calculation. 

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 Transport Between Environmental Compartments 

Fugacity/Dist 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-

dimethylTest Substance - Transport Between Environmental Compartments 

Fugacity/Dist

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-

dimethylCAS# 170373-17-8 

Sponsored Chemical 

Result Type: 

Test Substance Result 

Type: 

Estimated 

Results - Transport Between Environmental Compartments

Fugacity/Dist

Fugacity/Distribution 

Result Description: 

Multimedia (Fugacity) Modeling 

Test Results: Level III Fugacity Model (Full-Output): 

======================================= 

Chem Name : 

Molecular Wt: 199.31 

Henry's LC : 5.71e-008 atm-m3/mole (Henrywin program) 

Vapor Press : 0.00222 mm Hg (Mpbpwin program) 

Liquid VP : 0.00658 mm Hg (super-cooled) 

Melting Pt : 72.7 deg C (Mpbpwin program) 

Log Kow : 2.68 (Kowwin program) 

Soil Koc : 158 (KOCWIN MCI method) 

Mass Amount Half-Life Emissions 

(percent) (hr) (kg/hr) 

Air 0.0853 2.11 1000 

Water 21.1 900 1000 

Soil 78.6 1.8e+003 1000 

Sediment 0.202 8.1e+003 0 

Fugacity Reaction Advection 

Reaction Advection 

(atm) (kg/hr) (kg/hr) (percent) 

(percent) 

Air 3.25e-012 870 

26.5 29 0.885 

Water 9.4e-013 505 656 

16.8 21.9 

Soil 9.53e-012 942 0 

31.4 0 

Sediment 9.43e-013 0.539 0.126 

0.018 0.0042 

Persistence Time: 1.04e+003 hr 

Reaction Time: 1.34e+003 hr 

Advection Time: 4.55e+003 hr 

Percent Reacted: 77.2 

Percent Advected: 22.8 

Half-Lives (hr), (based upon Biowin (Ultimate) and 

Aopwin): 

Air: 2.115 

Water: 900 

Soil: 1800 

Sediment: 8100 

Biowin estimate: 2.465 (weeks-months) 

Advection Times (hr): 

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Air: 100 

Water: 1000 

Sediment: 5e+004 

Transport Table:

Emissions 

(kg/h)

Half

-life 

(hr)

Mass 

Distribution 

(percent)

Loss by 

Reaction 

(percent)

Loss by 

Advection 

(percent)

Air 1000 2.11 0.085336 29 0.885

Water 1000 900 21.1 16.8 21.9

Soil 1000 1800 78.6 31.4 0

Sediment 8100 0.202 0.018 0.0042

Temperature: 

Level of Multi-media 

Model: 

III 

Model Input (Water 

Solubility): 

472.5 mg/L 

Model Input (Vapor 

Pressure): 

Model Input (log 

Kow): 

Model Input (Melting 

Point): 

Henry's Law 

Constant: 

Model Concentration -

- Air: 

Model Concentration -

- Water: 

Model Concentration -

- Soil: 

Model Concentration -

- Sediment: 

Results Remarks: 

Study/Method - Transport Between Environmental Compartments 

Fugacity/Dist

Key Study Sponsor 

Indicator: 

Year Study 

Performed: 

2011 

Method/Guideline 

Followed: 

Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

Fugacity was determined using EQC Level III model as 

found in EPIWIN v4.00. Equal emission to air, water, 

and soil were assumed. Measured data for water 

solubility was entered. All other input parameters 

used in the calculation weret the default values found 

in EPIWIN. 

Method/Guideline 

and 

Test Condition 

Remarks: 

GLP: Not Applicable 

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Study Reference: EPISuite v4.00, US Environmental Protection Agency,

2000-2008 

Reliability/Data Quality - Transport Between Environmental 

Compartments Fugacity/Dist

Reliability: 2 - Valid With Restrictions 

Reliability Remarks: Scientifically acceptable method of calculation. 

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 Biodegradation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Biodegradation

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

dimethenamid, radiolabled, CAS No. 163515-14-8 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Biodegradation

Biodegradability 

Indicator: 

Effect : Concentration 

Value 

Time 

in 

Days 

Biodegradation 

Value 

Biodegradation 

Value 

Range 

 

 

 

 

 

Half Life: 

Rate Constant: 

Temperature: 

Incubation Condition: Aerobic 

Inoculum Type: 

Inoculum

Concentration: 

Inoculum Remarks: 

Pre-Exposure 

Indicator: 

Pre-Exposure 

Remarks: 

Theoretical Carbon 

DiOxide: 

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Theoretical Oxygen 

Demand: 

Chemical Oxygen 

Demand: 

Control Substance 

Remarks: 

Breakdown Products 

Description: 

Results Remarks: Recovery of radioactivity in the river and pond 

systems varied between 97 and 102% TAR. In both 

systems, the proportion of radioactivity in the water 

decreased below 32% TAR and 105 days after treatment, 

whereas radioactivity in the sediment increased to 

above 67% TAR at 105 days. Similar results were 

observed in the non-sterile samples and the sterile

controls. In addition, the amount of bound residues

increased to approximately 52% TAR in both systems.

Volatile radioactivity (14CO2) accounted for 2.7% TAR 

at 105 days. 

Degradation of dimethenamid followed first-order 

kinetics and DT50 values 

were calculated by the method of Timme and Frehse. 

For the water phase, DT50 values were 20 and 28 days 

for the river and pond systems, respectively. The 

DT50 values for the whole system were 23 days (river) 

and 33 days (pond). 

Study/Method - Biodegradation

Key Study Sponsor 

Indicator: 

Year Study Performed: 1994 

Method/Guideline 

Followed: 

Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

Water and sediment were taken from two different 

systems, the Rhine River and a pond. The properties

of the sediment and water were determined at the 

beginning and end of the study. The study was done in 

glass metabolism flasks containing 200 g sediment and 

530 mL water to which 256 ug radiolabeled 

dimethenamid was added. The system was continuously

ventilated, and the effluent air passed through a 

trapping system for CO2 and organic compounds. The 

samples were incubated at 20 deg C in the dark and 

the water gently stirred from the top without 

disturbing the sediment. 

Two flasks of each system were taken for analysis at 

day 0, 0.25, 1, 2, 7, 

14, 28, 56, and 105. Sterile samples were collected

and analyzed only at day 105. At each sampling, the

water layer was removed and partitioned with ethyl 

acetate. The sediment was extracted with 

acetonitrile/water. The bound residues were 

characterized to determine the proportions of fulvic 

and humic acids, and fulvin. Extractable residues 

were characterized by TLC and HPLC. 

Method/Guideline and 

Test Condition 

Remarks: 

GLP: Yes 

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Study Reference: Wyss-Benz, M., Vokel, W., 1994. [3-14C-thienyl] 

dimethenamid degradation and 

metabolism in aerobic aquatic systems, RCC, Research 

and Consulting Company AG, 

Switzerland, unpublished, BASF RegDoc.#94/10641. 

Reliability/Data Quality - Biodegradation

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study conducted according to acceptable 

guideline 

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 Biodegradation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Biodegradation

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethyl-; Reg. No. 364802 (Process intermediate of 

BAS 656-PH, DMTA-P); Batch ID: B1112B01C4, CAS No: 

170373-17-8; Purity 97.4 corr. area %. 

Sponsored Chemical 

Result Type: 

Measured 

Test Substance Result 

Type: 

Measured 

Results - Biodegradation

Biodegradability 

Indicator: 

No Degradation Observed 

Effect : Concentration 

Value 

Time 

in 

Days 

Biodegradation 

Value 

Biodegradation 

Value 

Range 

 28 = 1.8 % 

Degradation 

 

 

 

 

 

Half Life: 

Rate Constant: 

Temperature: 22 °C 

Incubation Condition: Aerobic 

Inoculum Type: Activated Sludge 

Inoculum 

Concentration: 

4 mg/L 

Inoculum Remarks: Municipal activated sludge from the wastewater 

treatment plan of Mannheim, Germany was collected 

from the aeration tank of the plant. A suitable 

aliquot of the suspension was sieved by a finely 

woven mesh with a mesh size of about 1 mm. To reduce 

the content of inorganic carbon in the blank control, 

the activated sludge was aerated with carbon dioxide 

free air for about 48 hours at 22 +/- 2 deg C. At 

the day of exposure the aeration was stopped and the 

sludge was allowed to settle. The supernatant was 

discarded and the residue of the sludge suspension 

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was filled up with tap water. The sludge of the 

suspension was adjusted to a concentration of 800 

mg/L of dry weight. Aliquots of 0.5 mL were added to 

the test vessels to obtain a sludge concentration of 

4 mg/L dry substance in the test assays. 

Pre-Exposure 

Indicator: 

Pre-Exposure 

Remarks: 

Theoretical Carbon 

DiOxide: 

Theoretical Oxygen 

Demand: 

Chemical Oxygen 

Demand: 

Control Substance 

Remarks: 

Aniline was the control substance 

Breakdown Products 

Description: 

Results Remarks: The extent of biodegradation is expressed as a 

percentage of formed Total Inorganic Carbon (TIC) of 

the Total Organic Carbon (TOC) based on the amount of 

the test compound added initially. 

The biodegradation degree (% TIC/TOC): 1.8% +/- 1% 

after an exposure period of 28 days (mean value of 

five test assays, limit of confidence 95%). 

Reg. No. 364802 (Process-intermediate of BAS 656-PH, 

DMTA-P) was, in this test, poorly biodegradable. 

Assessment in accordance to criteria of the OECD Test 

Guideline: The test substance was not readily 

biodegradable under the conditions of this test. 

Degradation degree of the reference substance was >

60% TIC/TOC after 14 days. It was 75% (mean value).

Degradation degree in the inhibtion control was > 25% 

TIC/TOC after 28 days. It was 45% (mean value). 

Study/Method - Biodegradation

Key Study Sponsor 

Indicator: 

Key 

Year Study Performed: 2009 

Method/Guideline 

Followed: 

OECD 310 

Deviations from 

Method/Guideline: 

No 

Method/Guideline 

Description: 

OECD 310, Ready Biodegradability - CO2 in sealed 

vessels (Headspace Test). 

The CO2-headspace test is an aquatic batch test 

method to determine the aerobic biodegradability of a 

test substance in closed bottles by analysis of the

evolved carbon dioxide (CO2). 

The test compound, as the sole source of carbon and

energy, is added to mineral salts medium inoculated

with a mixed population of micro organisms and 

incubated in sealed vessels with a headspace of 

air. Biodegradation (mineralization to carbon 

dioxide) is determined by measuring the net increase 

in Total Inorganic Carbon (TIC) levels over time 

compared with blanks without test compound. The test 

generally runs for 28 days. The extent of 

biodegradation is expressed as a percentage of formed 

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TIC of the total organic carbon (TOC) based on the 

amount of the test compound added initially. 

Method/Guideline and 

Test Condition 

Remarks: 

The test guideline recommends a test concentration of 

the test substance of 2-40 mg/L Total Organic Carbon 

(TOC). Generally a test concentration of 20 mg/L TOC 

is used. The selected test concentration of 20 mg/L

TOC corresponds to approximately 33 mg/L test 

substance. It is anticipated that the selected test

concentration causes no toxic effects to the 

microorganisms. The selected test concentration was

tested in an additional inhibition control test assay 

and no toxic effects to the microorganisms were 

observed. 

The CO2-Headspace test was performed in 160 mL 

incubation bottles filled up to a volume of 100 

mL. The oxygen available in the headspace of the 

bottles is used for the aerobic mineralization 

processes. The amount of oxygen allows the complete

biodegradation. The aqueous phase, a mineral medium

with municipal inoculum, contains the test compound, 

directly added by a suitable syringe. The bottles 

were closed with butyl rubber septa gas tight and 

shaken by an orbital shaker with a speed of about 150 

r/min and incubated at a temperature of 22 +/- 2 deg 

C. 

The pH value of the mineral medium was checked and 

adjusted to the required range of 7.4 +/- 0.2. 

The following test assays were prepared: 23 blank 

control assays; 25 test substance assays; 23 

inhibition control test assays; 11 reference 

substance assays; 5 assays for abiotic control. 

At each sampling day (days 4, 7, 14, 19, 22, 26, and 

28), 3 bottles of each test assays were sacrificed.

(At the end of the exposure, 5 bottles for the test

substance treatment were assayed). 1 mL 7M sodium 

hydroxide solution was injected with a syringe 

through the septum in each test bottle. The bottles

were shaken for about one hour. The CO2 in the 

headspace, evolved by biologial processes, is 

dissolved in the alkaline solution. The bottles were 

opened and the amount of Total Inorganic Carbon (TIC) 

was determined with a carbon analyzer. The measured

TIC-values were compared with the added amount of TOC 

and expressed as biodegradation degree and plotted by 

a biodegradation curve. 

GLP: Yes 

Study Reference: Schwarz, H. 2009. Report Reg. No. 364802 (Process 

intermediate 

of BAS 656-PH, DMTA-P), Determination of 

the Biodegradability in the CO2-Headspace Test. BASF 

DocID 2009/1050251. Experimental Toxicology and 

Ecology BASF SE 67056 Ludwigshafen, Germany; Project 

No. 27G0934/083656. 

Reliability/Data Quality - Biodegradation

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: Well-documented study conducted according to accepted 

guidelines and under GLP. 

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 Biodegradation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Biodegradation

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

- Name: 14C-dimethenamid-P and 14C-dimethenamid 

- CAS No.: 163515-14-8 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Measured 

Results - Biodegradation

Biodegradability 

Indicator: 

Effect : Concentration 

Value 

Time 

in 

Days 

Biodegradation 

Value 

Biodegradation 

Value 

Range 

 

 

 

 

 

Half Life: 

Rate Constant: 

Temperature: 

Incubation Condition: Aerobic 

Inoculum Type: Soil 

Inoculum

Concentration: 

Inoculum Remarks: 

Pre-Exposure 

Indicator: 

Pre-Exposure 

Remarks: 

Theoretical Carbon 

DiOxide: 

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Theoretical Oxygen 

Demand: 

Chemical Oxygen 

Demand: 

Control Substance 

Remarks: 

Breakdown Products 

Description: 

Results Remarks: In the study by Wendt (1997), half-life (as 

determined by the % recovery of 

radioactivity) was approx. 6.7 days (as interpolated 

graphically by the 

reviewer) for dimethenamid-P and 7 days for 

dimethenamid. The material 

balance for the dimethenamid-P incubations ranged 

from 92.9 to 101.5% 

TAR (total applied radioactivity), and that for 

dimethenamid ranged from 

93.8 to 101.7% TAR. The degradation of both 

dimethenamid and 

dimethenamid-P coincided with the formation of up to 

seven polar 

metabolites, none of which exceeded 9% TAR. After the 

182 day 

incubation period, 14CO2 accounted for 28-29% TAR for 

both treatments. 

Up to 9% TAR was associated with fulvic acid. The 

humic acid fraction 

contained up to 25% of the TAR, and 10% TAR was not

extractable at the 

end of the study. 

In the study by Kruger and Bade (1990), the half-life 

(as determined by the % recovery of radioactivity) 

was approx. 35 days (as determined by the reviewer). 

The material balance ranged from 82.1 to 108.3% TAR

and averaged 92.1% TAR. Volatile breakdown products

were mainly in the form of 14CO2 (17.7% TAR at day 

365). The mineralization of CO2 increased with time

showing that dimethenamid is completely degraded in

soil. 

Study/Method - Biodegradation

Key Study Sponsor 

Indicator: 

Year Study Performed: 

Method/Guideline 

Followed: 

Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

An aerobic soil metabolism study (Wendt, 1997) was 

performed according 

to US EPA Subdivision N, 162-1. The aerobic soil 

metabolism of 14C-dimethenamid-P and 14C-dimethenamid 

were compared in Elliot clay loam soil from the U.S.. 

Fresh moist soil was screened through a 2 mm sieve 

prior to test substance application. The 

concentrations of both test substances were 1.595 

mg/kg moist soil (1.994 mg/kg dry soil). 

Incubation conditions were: aerobic by continuous 

flow of air, temperature 

maintained at 23 +/- 1 deg C, and soil moisture at 

75% of field capacity. 

Volatiles were trapped by continuously washing the 

effluent gas with 1 N 

NaOH and ethylene glycol. Soil was extracted with 

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methanol, then methanol: 0.1N HCl. The extracts were 

pooled, concentrated, and characterized by TLC and 

HPLC. Bound residues were characterized by extraction 

with 0.1N NaOH to separate the fulvic acid, humic 

acid, and humin fractions. 

Soil characteristics: 

- Soil designation: Elliot Clay Loam 

- Textural class (USDA): Clay loam 

- Origin: Champaign County, IL (USA) 

- Particle size distribution 

0.063 - 2 mm 24% 

0.002 - 0.063 mm 44% 

<0.002 mm 32% 

- Organic C% 2.4 

- CEC (meg/100 g; cation exchange capacity) 15.6 

- PH (CaCl2) 6.4 

- FC (g H2O/100 g dry soil; field capacity, 

determined at 0.33 bar) 

33.37 

Another aerobic soil metabolism study was performed

by Kruger and Bade(1990). This study was also 

conducted according to US EPA Subdivision N: 162-1.

Methods were similar to the study by Wendt (1997), 

except in this case Kenyon loam soil was used and the 

aliquots of treated soil were incubated for intervals 

up to one year. 

Method/Guideline and 

Test Condition 

Remarks: 

A ready biodegradability test was not performed with 

dimethenamid since it 

was assumed to be not readily biodegradable. This 

assumption is supported by the results of BIOWIN 

v.410 (EPIWIN v3.20) which predict that ready 

biodegradation will not occur, that the time frame 

for primary biodegradation is days to weeks, and the 

time frame for ultimate biodegradation is months. 

GLP: Yes 

Study Reference: Kruger, J.P., Bade, T.R., 1990. Aerobic soil 

metabolism of SAN 582H, SANDOZ Agro Inc.,Des Plaines,

IL, unpublished, BASF RegDoc.#90/11105 

Wendt, D.R. 1997. Comparative aerobic soil metabolism 

of SAN 1289 H and SAN 582 H. Sandoz Agro, Inc., Des

Plaines, Illinois 60018, unpublished. BASF RegDoc 

#97/5257. 

Reliability/Data Quality - Biodegradation

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed according to acceptable 

guidelines. 

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 Biodegradation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Biodegradation

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

dimethenamid, CAS No. 163515-14-8 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Test Substance Result 

Type: 

Estimated 

Results - Biodegradation

Biodegradability 

Indicator: 

Effect : Concentration 

Value 

Time 

in 

Days 

Biodegradation 

Value 

Biodegradation 

Value 

Range 

 

 

 

 

 

Half Life: 

Rate Constant: 

Temperature: 

Incubation Condition: Aerobic 

Inoculum Type: 

Inoculum

Concentration: 

Inoculum Remarks: 

Pre-Exposure 

Indicator: 

Pre-Exposure 

Remarks: 

Theoretical Carbon 

DiOxide: 

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Theoretical Oxygen 

Demand: 

Chemical Oxygen 

Demand: 

Control Substance 

Remarks: 

Breakdown Products 

Description: 

Results Remarks: Linear and Non-Linear models in BIOWIN v4.10 predict 

that dimethenamid 

does not biodegrade fast. The primary degradation 

timeframe is predicted 

to be days to weeks and the ultimate biodegradation

timeframe is predicted 

to be months. 

Study/Method - Biodegradation

Key Study Sponsor 

Indicator: 

Year Study Performed: 

Method/Guideline 

Followed: 

Deviations from 

Method/Guideline: 

Method/Guideline 

Description: 

Biodegradation was estimated by BIOWIN v4.10 found in 

EPIWIN v4.00. 

Experimentally determined water solubility, vapor 

pressure, partition 

coefficient, and boiling temperature were manually 

entered. All other input 

parameters were the default values found in EPIWIN.

Method/Guideline and 

Test Condition 

Remarks: 

GLP: Not Applicable 

Study Reference: EPISuite v4.00, US Environmental Protection Agency,

2000-2008. 

Reliability/Data Quality - Biodegradation

Reliability: 2 - Valid With Restrictions 

Reliability Remarks: Scientifically acceptable method of calculation. 

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 Acute Toxicity to Aquatic Vertebrates 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Acute Toxicity To Aquatic Vertebrates

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Identity: dimethenamid-P technical (SAN 1289 H) 

Lot: #6663-50-1 

Purity: 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Test Substance 

Result Type: 

Measured 

Method - Acute Toxicity To Aquatic Vertebrates

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

EPA OPP 72-1 

Other 

Method/Guideline: 

Deviations from

Method/Guideline: 

Species: Oncorhynchus mykiss 

GLP: Yes 

Analytical 

Monitoring: 

Yes 

Test Type: Flow-through 

Test Vessel: 

Water Media Type: Freshwater 

Test 

Concentrations: 

Measured 

Nominal and 

Measured 

Concentrations: 

Test concentrations: Control, Solvent Control, 1.4, 2.3, 3.7, 6.5 and 11 mg 

ai/L (measured as total dimethenamid) 

The concentration control analysis yielded mean measured concentrations 

between 103 and 110% of nominal concentrations; hence, results confirm nominal 

values. 

Exposure Period: 96 Hours 

Vehicle Used: 

Vehicle Name: 

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Vehicle Amount 

and Units: 

Alkalinity: 

Dissolved Oxygen: 8.8-9.6 mg/L 

pH Value: Value/Lower Range: = 8.2 Upper Range: 8.3 

Test Temperature 

and Units: 

Value/Lower Range: 11 Upper Range: 13 °C 

Photo 

(Light/Dark): 

16/8 

Salinity: 

TOC: 

Water Hardness: 124 mg/L 

Method/Guideline 

Test Conditions 

Remarks: 

The study was performed according to US EPA Subdivision E, Guideline 72-1. 

Test Species 

Species: Oncorchynchus mykiss, rainbow trout 

Age: ca. 4 months old 

Body weight: ca. 1.9 g 

Body length: ca. 5.1 cm 

Test design 

Type: continuous flow-through 

Duration: 96 hours 

Fish per test concentration: 20 (instantaneous loading 1.3 g fish/L water) 

Test concentrations: Control, Solvent Control, 1.4, 2.3, 3.7, 6.5 and 11 mg 

ai/L (measured as total dimethenamid) 

Analytics: GC with electron capture detection 

Statistics: binomial method 

Limit Test: No 

Test Results - Acute Toxicity To Aquatic Vertebrates

NOEC Exposure 

Duration: 

 96 Hours 

NOEC: = 3.7 mg/L 

LOEC Exposure 

Duration: 

LOEC: 

NOELR Exposure 

Duration: 

NOELR: 

LOELR Exposure 

Duration: 

LOELR: 

LC/EC Mean Value : Exposure 

Duration 

Exposure 

Units 

LC/EC % Value 

Description 

Mean 

Value 

or 

Lower 

Upper 

Mean 

Value

Units Effect 

Observed 

Basis for 

Concentration 

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Mean 

Value 

96 Hours LC 50 % = 6.3 mg/L 

 

Results Remarks: Analytical Measurements 

The concentration control analysis yielded mean measured concentrations 

between 103 and 110% of nominal concentrations; hence, results confirm nominal 

values. 

Biological Results 

The TS caused no mortality or other signs of toxicity in the rainbow trout up 

to 3.7 mg ai/L during the test. After 96 h of exposure, mortality in the 6.5 

and 11 mg ai/L was 55 and 100%, respectively. 

Reliability/Data Quality - Acute Toxicity To Aquatic Vertebrates

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to an accepted test guideline for fish acute 

toxicity testing. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity To Aquatic Vertebrates

Reference: Graves, W., Swigert, J., 1996. SAN 1289 H Technical: A 96-hour flow-through acute 

toxicity test with rainbow trout (Oncorchynchus mykiss). Wildlife International, 

Ltd., 

Easton, Maryland, USA, unpublished. BASF RegDoc #96/5417. 

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 Acute Toxicity to Aquatic Vertebrates 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Acute Toxicity To Aquatic Vertebrates

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Identity: dimethenamid-P technical (SAN 1289 H) 

Lot: #6663-50-1 

Purity: 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Test Substance 

Result Type: 

Measured 

Method - Acute Toxicity To Aquatic Vertebrates

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

EPA OPP 72-1 

Other 

Method/Guideline: 

Deviations from

Method/Guideline: 

Species: Lepomis macrochirus 

GLP: Yes 

Analytical 

Monitoring: 

Yes 

Test Type: Flow-through 

Test Vessel: 

Water Media Type: Freshwater 

Test 

Concentrations: 

Measured 

Nominal and 

Measured 

Concentrations: 

Concentrations: Control, Solvent Control, 2.4, 4.1, 7.5, 12 and 20 mg ai/L 

(measured) 

The concentration control analysis yielded mean measured concentrations 

between 95 and 104% of nominal concentrations; hence, results confirm 

nominal values. 

Exposure Period: 96 Hours 

Vehicle Used: 

Vehicle Name: 

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Vehicle Amount 

and Units: 

Alkalinity: 

Dissolved Oxygen: 7.6-8.3 mg/L 

pH Value: Value/Lower Range: = 8.2 Upper Range: 8.4 

Test Temperature 

and Units: 

Value/Lower Range: 22 Upper Range: 22.5 °C 

Photo 

(Light/Dark): 

16/8 

Salinity: 

TOC: 

Water Hardness: 136 mg/L 

Method/Guideline 

Test Conditions 

Remarks: 

The study was performed according to US EPA Subdivision E, Guideline 72-1. 

Test Species 

Species: Lepomis macrochirus, bluegill sunfish 

Body length: ca. 2.3 cm 

Body weight: ca. 0.29 g 

Test design 

Type: continuous flow-through 

Duration: 96 hours 

Fish per test concentration: 20 (instantaneous loading 1.9 g fish/L water) 

Concentrations: Control, Solvent Control, 2.4, 4.1, 7.5, 12 and 20 mg ai/L 

(measured) 

Analytics: GC with electron capture detection 

Statistics: binomial method 

Limit Test: No 

Test Results - Acute Toxicity To Aquatic Vertebrates

NOEC Exposure 

Duration: 

 96 Hours 

NOEC: = 4.1 mg/L 

LOEC Exposure 

Duration: 

LOEC: 

NOELR Exposure 

Duration: 

NOELR: 

LOELR Exposure 

Duration: 

LOELR: 

LC/EC Mean Value : Exposure 

Duration 

Exposure 

Units 

LC/EC % Value 

Description 

Mean 

Value 

or 

Lower 

Mean 

Value 

Upper 

Mean 

Value 

Units Effect 

Observed 

Basis for 

Concentration 

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96 Hours LC 50 % = 10 mg/L 

 

Results Remarks: Analytical Measurements 

The concentration control analysis yielded mean measured concentrations 

between 95 and 104% of nominal concentrations; hence, results confirm 

nominal values. 

Biological Results 

The TS caused mortality to the fish only at concentrations of 12 mg ai/L 

and higher. Symptoms such as lethargy and discoloration were observed 

at 7.5 mg ai/L (72 and 96 h), 12 mg ai/L (24 h and later) and 20 mg ai/L (24 h 

until death). 

Reliability/Data Quality - Acute Toxicity To Aquatic Vertebrates

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to an accepted test guideline for fish acute 

toxicity testing. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity To Aquatic Vertebrates

Reference: Graves, W., Swigert, J., 1996. SAN 1289 H Technical: A 96-hour flow-through acute 

toxicity test with the bluegill (Lepomis macrochirus). Wildlife International, 

Ltd., Easton, Maryland, USA, unpublished. BASF RegDoc #96/5414. 

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 Acute Toxicity to Aquatic Vertebrates 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Acute Toxicity To Aquatic Vertebrates

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Sponsored 

Chemical Result 

Type: 

Test Substance 

Result Type: 

Estimated 

Method - Acute Toxicity To Aquatic Vertebrates

Year Study 

Performed: 

2011 

Method/Guideline 

Followed: 

Other 

Method/Guideline: 

Deviations from

Method/Guideline: 

Species: 

GLP: Not Applicable 

Analytical 

Monitoring: 

Test Type: 

Test Vessel: 

Water Media Type: 

Test 

Concentrations: 

Nominal and 

Measured 

Concentrations: 

Exposure Period: 

Vehicle Used: 

Vehicle Name: 

Vehicle Amount 

and Units: 

Alkalinity: 

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Dissolved Oxygen: 

pH Value: 

Test Temperature 

and Units: 

Photo 

(Light/Dark): 

Salinity: 

TOC: 

Water Hardness: 

Method/Guideline 

Test Conditions 

Remarks: 

The acute toxicity to fish was estimated using ECOSAR v1.00 in EPIWIN v4.00. 

Measured data for water solubility entered. For all other input parameters, the default 

values in EPIWIN were used. 

Limit Test: 

Test Results - Acute Toxicity To Aquatic Vertebrates

NOEC Exposure 

Duration: 

NOEC: 

LOEC Exposure 

Duration: 

LOEC: 

NOELR Exposure 

Duration: 

NOELR: 

LOELR Exposure 

Duration: 

LOELR: 

LC/EC Mean Value : Exposure 

Duration 

Exposure 

Units 

LC/EC % Value 

Description 

Mean 

Value 

or 

Lower 

Mean 

Value 

Upper 

Mean 

Value 

Units Effect 

Observed 

Basis for 

Concentration 

96 Hours LC 50 % circa 12 mg/L 

 

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Results Remarks: ECOSAR Program (v1.00) Results: 

============================== 

SMILES : s1cc(c(c1C)NC(COC)C)C 

CHEM : 

CAS Num: 

ChemID1: 

ChemID2: 

ChemID3: 

MOL FOR: C10 H17 N1 O1 S1 

MOL WT : 199.31 

Log Kow: 2.68 (KowWin estimate) 

Melt Pt: 

Wat Sol: 472.5 mg/L (measured) 

ECOSAR v1.00 Class(es) Found 

------------------------------ 

Thiophenes 

Predicted 

ECOSAR Class Organism Duration End Pt mg/L (ppm) 

=========================== ================== ======== ====== ========== 

Thiophenes : Fish 96-hr LC50 12.032 

Thiophenes : Daphnid 48-hr LC50 8.677 

Thiophenes : Green Algae 96-hr EC50 16.779 

Thiophenes : Fish ChV 0.725 ! 

Thiophenes : Daphnid ChV 0.825 ! 

Thiophenes : Green Algae ChV 12.151 

=========================== ================== ======== ====== ========== 

Neutral Organic SAR : Fish 96-hr LC50 40.712 

(Baseline Toxicity) : Daphnid 48-hr LC50 25.509 

: Green Algae 96-hr EC50 14.544 

: Fish ChV 3.807 

: Daphnid ChV 2.658 

: Green Algae ChV 5.961 

Note: * = asterisk designates: Chemical may not be soluble 

enough to measure this predicted effect. 

Note: ! = exclamation designates: The toxicity value was determined from 

a predicted SAR using established acute-to-chronic ratios and ECOSAR 

regression techniques which are documented in the supporting Technical 

Reference Manual. When possible, this toxicity value should be 

considered in a weight of evidence approach. 

Thiophenes: 

---------- 

For Fish and Daphnid Acute Toxicity Values: If the log Kow of the chemical 

is greater than 5.0, or if the compound is solid and the LC50 exceeds the 

water solubility by 10X, no effects at saturation are predicted for these 

endpoints. 

For Green Algae Acute Toxicity Values: If the log Kow of the chemical is 

greater than 6.4, or if the compound is solid and the EC50 exceeds the water 

solubility by 10X, no effects at saturation are predicted for these endpoints. 

For All Chronic Toxicity Values: If the log Kow of the chemical is greater 

than 8.0, or if the compound is solid and the ChV exceeds the water solubility 

by 10X, no effects at saturation are predicted for these endpoints. 

ECOSAR v1.00 SAR Limitations: 

---------------------------- 

Maximum LogKow: 5.0 (LC50) 

Maximum LogKow: 6.4 (EC50) 

Maximum LogKow: 8.0 (ChV) 

Maximum Mol Wt: 1000 

Baseline Toxicity SAR Limitations: 

--------------------------------- 

Maximum LogKow: 5.0 (Fish 96-hr LC50; Daphnid LC50)

Maximum LogKow: 6.4 (Green Algae EC50) 

Maximum LogKow: 8.0 (ChV) 

Maximum Mol Wt: 1000 

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Reliability/Data Quality - Acute Toxicity To Aquatic Vertebrates

Reliability: 2 - Valid With Restrictions 

Reliability 

Remarks: 

Scientifically acceptable method of calculation 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity To Aquatic Vertebrates

Reference: EPI Suite v4.00, U.S. Environmental Protection Agency, 2000 - 2008. 

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 Acute Toxicity to Aquatic Invertebrates 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Acute Toxicity To Aquatic Invertebrates

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Identity: dimethenamid-P technical (SAN 1289 H) 

Lot: #6663-50-1 

Purity: 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Test Substance 

Result Type: 

Measured 

Method - Acute Toxicity To Aquatic Invertebrates

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

EPA OPP 72-2 

Other 

Method/Guideline: 

Deviations from

Method/Guideline: 

Species/In Vitro 

System: 

Daphnia magna 

GLP: Yes 

Analytical 

Monitoring: 

Yes 

Test Type: Flow-through 

Test Vessel: 

Water Media Type: Freshwater 

Test 

Concentrations: 

Measured 

Nominal and 

Measured 

Concentrations: 

Concentrations: Control, Solvent control (dimethylformamide, DMF), 3.4, 5.2, 9.0, 

14 and 26 mg ai/L (measured) 

The measured test concentrations ranged from 104-118% of nominal at test 

initiation and from 81-108% at the end of the test.

Exposure Period: 48 Hours 

Vehicle Used: Yes 

Vehicle Name: Other 

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Other Vehicle 

Name: 

dimethylformamide 

Vehicle Amount 

and Units: 

Alkalinity: 184 mg/L CaCO3 

Dissolved Oxygen: 8.1-9.3 mg/L 

pH Value: Value/Lower Range: = 8.1 Upper Range: 8.3 

Test Temperature 

and Units: 

Value/Lower Range: 19.8 Upper Range: 20 °C 

Photo 

(Light/Dark): 

16/8 

Salinity: 

TOC: 

Water Hardness: 136 mg/L 

Method/Guideline 

Test Conditions 

Remarks: 

The study was performed according to US EPA FIFRA Subdivision E,Guideline 72-2. 

Test Species 

Species: Daphnia magna, water flea 

Age: less than 24 h at test initiation 

Housing: parent daphnids are housed individually 

Culture conditions in accordance with test conditions 

Test design: 

Type: flow-through 

Number of replicates: 2 

Number of daphnids per replicate: 10 

Concentrations: Control, Solvent control (dimethylformamide, DMF), 3.4, 

5.2, 9.0, 14 and 26 mg ai/L (measured) 

Examinations: assessment of immobility (and other effects) after 24 and 48 h 

Analytics: analytical verification of TS concentrations was conducted in each 

replicate 

of each concentration at test initiation and termination using gas 

chromatography with 

Nitrogen-Phosphorus Detection (NPD) 

Statistics: standard procedures, probit analysis 

Limit Test: No 

Test Results - Acute Toxicity To Aquatic Invertebrates

NOEC Exposure 

Duration: 

 48 Hours 

NOEC: = 3.4 mg/L 

LOEC Exposure 

Duration: 

LOEC: 

NOELR Exposure 

Duration: 

NOELR: 

LOELR Exposure 

Duration: 

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LOELR: 

LC/EC Mean Value : Exposure 

Duration 

Exposure 

Units 

LC/EC % Value 

Description 

Mean 

Value 

or 

Lower 

Mean 

Value 

Upper 

Mean 

Value 

Units Effect 

Observed 

Basis for 

Concentration 

48 Hours EC 0 % = 5.4 mg/L 

48 Hours EC 50 % = 12 mg/L 

 

Results Remarks: Analytical measurements 

The measured test concentrations ranged from 104-118% of nominal at test 

initiation and from 81-108% at the end of the test. The following results are 

based on mean measured concentrations. 

Biological results 

Mortality/immobility was observed at test concentrations greater than or 

equal to 9.0 mg ai/L. After 48 h 90% of the daphnids at 14 mg ai/L and 100% of 

the daphnids at 25 mg ai/L were immobile or dead. At test termination, one 

daphnid at 5.2 mg ai/L appeared lethargic and one daphnid in the 9.0 mg ai/L 

group was immobile and one was lethargic. 

The 48 h EC50 was calculated using probit analysis.

Conclusion: 

In a 48 h flow-through acute toxicity study with Daphnia magna the EC50 of 

dimethenamid -P was 12 mg ai/L, the no mortality/immobility concentration (EC0) 

was 5.4 mg ai/L, and the NOEC was 3.4 mg ai/L. Results are based on mean 

measured concentrations. 

Reliability/Data Quality - Acute Toxicity To Aquatic Invertebrates

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to an accepted test guideline for aquatic 

invertebrate toxicity testing. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity To Aquatic Invertebrates

Reference: Graves, W., Smith, G., 1996. SAN 1289 H Technical: A 48-hour flow-through acute 

toxicity test with the cladoceran (Daphnia magna). Wildlife International, Ltd., 

Easton, Maryland, USA, unpublished, unpublished. BASF RegDoc #96/5415. 

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 Acute Toxicity to Aquatic Invertebrates 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Acute Toxicity To Aquatic Invertebrates

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Sponsored 

Chemical Result 

Type: 

Test Substance 

Result Type: 

Estimated 

Method - Acute Toxicity To Aquatic Invertebrates

Year Study 

Performed: 

2011 

Method/Guideline 

Followed: 

Other 

Method/Guideline: 

Deviations from

Method/Guideline: 

Species/In Vitro 

System: 

GLP: Not Applicable 

Analytical 

Monitoring: 

Test Type: 

Test Vessel: 

Water Media Type: 

Test 

Concentrations: 

Nominal and 

Measured 

Concentrations: 

Exposure Period: 

Vehicle Used: 

Vehicle Name: 

Vehicle Amount 

and Units: 

Alkalinity: 

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Dissolved Oxygen: 

pH Value: 

Test Temperature 

and Units: 

Photo 

(Light/Dark): 

Salinity: 

TOC: 

Water Hardness: 

Method/Guideline 

Test Conditions 

Remarks: 

The acute toxicity to daphnids was estimatedn using ECOSAR v1.00 in EPIWIN v4.00. 

Measured value for water solubility entered. For all other input parameters, the 

default values in EPIWIN were used. 

Limit Test: 

Test Results - Acute Toxicity To Aquatic Invertebrates

NOEC Exposure 

Duration: 

NOEC: 

LOEC Exposure 

Duration: 

LOEC: 

NOELR Exposure 

Duration: 

NOELR: 

LOELR Exposure 

Duration: 

LOELR: 

LC/EC Mean Value : Exposure 

Duration 

Exposure 

Units 

LC/EC % Value 

Description 

Mean 

Value 

or 

Lower 

Mean 

Value 

Upper 

Mean 

Value 

Units Effect 

Observed 

Basis for 

Concentration 

48 Hours LC 50 % circa 8.7 mg/L 

 

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Results Remarks: ECOSAR Program (v1.00) Results: 

============================== 

SMILES : s1cc(c(c1C)NC(COC)C)C 

CHEM : 

CAS Num: 

ChemID1: 

ChemID2: 

ChemID3: 

MOL FOR: C10 H17 N1 O1 S1 

MOL WT : 199.31 

Log Kow: 2.68 (KowWin estimate) 

Melt Pt: 

Wat Sol: 472.5 mg/L (measured) 

ECOSAR v1.00 Class(es) Found 

------------------------------ 

Thiophenes 

Predicted 

ECOSAR Class Organism Duration End Pt mg/L (ppm) 

=========================== ================== ======== ====== ========== 

Thiophenes : Fish 96-hr LC50 12.032 

Thiophenes : Daphnid 48-hr LC50 8.677 

Thiophenes : Green Algae 96-hr EC50 16.779 

Thiophenes : Fish ChV 0.725 ! 

Thiophenes : Daphnid ChV 0.825 ! 

Thiophenes : Green Algae ChV 12.151 

=========================== ================== ======== ====== ========== 

Neutral Organic SAR : Fish 96-hr LC50 40.712 

(Baseline Toxicity) : Daphnid 48-hr LC50 25.509 

: Green Algae 96-hr EC50 14.544 

: Fish ChV 3.807 

: Daphnid ChV 2.658 

: Green Algae ChV 5.961 

Note: * = asterisk designates: Chemical may not be soluble 

enough to measure this predicted effect. 

Note: ! = exclamation designates: The toxicity value was determined from 

a predicted SAR using established acute-to-chronic ratios and ECOSAR 

regression techniques which are documented in the supporting Technical 

Reference Manual. When possible, this toxicity value should be 

considered in a weight of evidence approach. 

Thiophenes: 

---------- 

For Fish and Daphnid Acute Toxicity Values: If the log Kow of the chemical 

is greater than 5.0, or if the compound is solid and the LC50 exceeds the 

water solubility by 10X, no effects at saturation are predicted for these 

endpoints. 

For Green Algae Acute Toxicity Values: If the log Kow of the chemical is 

greater than 6.4, or if the compound is solid and the EC50 exceeds the water 

solubility by 10X, no effects at saturation are predicted for these endpoints. 

For All Chronic Toxicity Values: If the log Kow of the chemical is greater 

than 8.0, or if the compound is solid and the ChV exceeds the water solubility 

by 10X, no effects at saturation are predicted for these endpoints. 

ECOSAR v1.00 SAR Limitations: 

---------------------------- 

Maximum LogKow: 5.0 (LC50) 

Maximum LogKow: 6.4 (EC50) 

Maximum LogKow: 8.0 (ChV) 

Maximum Mol Wt: 1000 

Baseline Toxicity SAR Limitations: 

--------------------------------- 

Maximum LogKow: 5.0 (Fish 96-hr LC50; Daphnid LC50)

Maximum LogKow: 6.4 (Green Algae EC50) 

Maximum LogKow: 8.0 (ChV) 

Maximum Mol Wt: 1000 

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Reliability/Data Quality - Acute Toxicity To Aquatic Invertebrates

Reliability: 2 - Valid With Restrictions 

Reliability 

Remarks: 

Scientifically acceptable method of calculation. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity To Aquatic Invertebrates

Reference: EPI Suite v4.00, U.S. Environmental Protection Agency, 2000 - 2008. 

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 Acute Toxicity to Aquatic Plants 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Acute Toxicity To Aquatic Plants

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Identity: SAN 1289 H technical (dimethenamid-P technical) 

Lot: #6663-50-1 

Purity: 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Test Substance 

Result Type: 

Measured 

Method - Acute Toxicity To Aquatic Plants

Year Study 

Performed: 

1997 

Method/Guideline 

Followed: 

Other 

Other 

Method/Guideline: 

EPA OPP 122-2 and 123-2 

Deviations from 

Method/Guideline: 

Species: Other 

Other Species: Lemna gibba (duckweed) 

GLP: Yes 

Analytical 

Monitoring: 

Yes 

Test Type: Static 

Test Vessel: 

Water Media Type: 

Test 

Concentrations: 

Measured 

Nominal and 

Measured 

Concentrations: 

Nominal concentrations: control, 0.0010, 0.0030, 0.0089, 0.027 and 0.081 mg/L 

Measured concentrations: 0.0012, 0.0032, 0.0073, 0.026 and 0.074 mg/L 

Exposure Period: 14 Days 

Vehicle Used: 

Vehicle Name: 

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Vehicle Amount 

and Units: 

Alkalinity: 

Dissolved Oxygen: 

pH Value: Value/Lower Range: = 4.9 Upper Range: 5.6 

Test Temperature 

and Units: 

Value/Lower Range: 23 Upper Range: 25 °C 

Photo 

(Light/Dark): 

continuous light(ca. 4500-5400 lux) 

Salinity: 

TOC: 

Water Hardness: 

Method/Guideline 

Test Conditions 

Remarks: 

The test was performed according to US EPA FIFRA Subdivision E, Guideline 122-2 

and 123-2. 

Test species 

Species: Lemna gibba G3 

Source: University of California at Los Angeles, Los Angeles, CA, USA 

Cultures: maintained in-house at approx. 25 deg C and 4500-5500 lux; transferred 

6 

days prior to test initiation 

Test design 

Type: static renewal 

Duration: 14 days 

Renewals: days 3, 6, 9 and 12 

Nominal concentrations: control, 0.0010, 0.0030, 0.0089, 0.027 and 0.081 mg/L 

Measured concentrations: 0.0012, 0.0032, 0.0073, 0.026 and 0.074 mg/L 

Nutrient Solution: Hoagland's medium 

Temperature: 24 +/- 1 deg C 

pH of fresh solutions: 4.9-5.3 

pH of old solutions: 5.0-5.6 

Light: continuous (ca. 4500-5400 lux) 

Test vessels: 270 mL crystallizing dishes filled with 100 mL nutrient 

solution 

Analytics: measured concentrations were determined in fresh solutions from day 0 

in samples from bulk treatment solutions and in samples from aged media from day 

3. Measurement was conducted using GC with nitrogen-phosphorus detection (GCNPD).Frond counts were made on days 3, 6, 9, 12 and 14. At test termination (day 

14),the dry weight of fronds in each test vessel was determined. 

Statistics: William's Test, Shapiro-Wilks' Test, Bartlett's Test; linear 

regression and standard procedures 

Limit Test: No 

Test Results - Acute Toxicity To Aquatic Plants

NOEC Exposure 

Duration: 

NOEC: 

LOEC Exposure 

Duration: 

LOEC: 

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NOELR Exposure 

Duration: 

NOELR: 

LOELR Exposure 

Duration: 

LOELR: 

Effect : Exposure 

Duration 

Exposure 

Units 

Type % Value 

Description 

Mean 

Value 

or 

Lower 

Mean 

Value 

Upper 

Mean 

Value 

Units Basis 

for 

Effect 

Basis for 

Concentration 

14 Days EC 50 % = 0.0089 mg/L Other 

 

Results Remarks: Analytical measurements 

The measured test concentrations ranged from 82-120% of nominal test 

concentrations. Measured concentrations at test solution renewal (days 3, 6, 9 

and 12) decreased significantly and ranged from 15-36% of nominal 

concentrations. The biological results are based on initial measured 

concentrations. 

Biological results 

At test termination, the control averaged 841 fronds per replicate. Frond 

production in the treatment levels (0.0012, 0.0032, 0.0073, 0.026 and 0.074 

mg/L) averaged 799, 907, 772, 86 and 35 fronds per replicate, respectively. A 

significant reduction in frond density was observed in the 0.026 and 0.074 mg/L 

treatment levels when compared to the control. Based on frond density, the 14- 

day EC50 was 0.016 mg/L (95% confidence limits 0.0055 - 0.048 mg/L). 

At test termination, frond biomass averaged 0.2224 g in the control and 

0.1984, 0.1833, 0.1592, 0.0229 and 0.0149 in the treatment levels (0.0012, 

0.0032, 0.0073, 0.026 and 0.074 mg/L), respectively. The biomass in all 

treatment levels except the lowest was significantly reduced relative to the 

control. Based upon biomass, the 14-day EC50 was 0.0089 mg/L (95% confidence 

limits 0.0025 - 0.032 mg/L). 

Conclusion: 

In a 14-day static renewal test with Lemna gibba, dimethenamid-P caused 

significant reductions in frond production at concentrations greater than or 

equal to 0.026 mg/L. The EC50 was calculated to be 0.016 mg/L and the EC25 was 

0.0082 mg/L, based on initial measured concentrations. 

Reliability/Data Quality - Acute Toxicity To Aquatic Plants

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to an accepted test guideline for aquatic 

plant toxicity testing. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity To Aquatic Plants

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Reference: Hoberg, J, 1997b. SAN 1289 H Technical: Toxicity to duckweed, Lemna gibba. 

Springborn Laboratoties, Inc., Wareham, Massachusetts, USA, unpublished. BASF 

RegDoc #97/10742. 

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 Acute Toxicity to Aquatic Plants 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Acute Toxicity To Aquatic Plants

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Identity: dimethenamid-P technical (SAN 1289 H) 

Lot: #6663-50-1 

Purity: 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Test Substance 

Result Type: 

Measured 

Method - Acute Toxicity To Aquatic Plants

Year Study 

Performed: 

1997 

Method/Guideline 

Followed: 

Other 

Other 

Method/Guideline: 

EPA OPP 122-2 and 123-2 

Deviations from 

Method/Guideline: 

Species: Selenastrum capricornutum 

GLP: Yes 

Analytical 

Monitoring: 

Yes 

Test Type: Static 

Test Vessel: 

Water Media Type: 

Test 

Concentrations: 

Measured 

Nominal and 

Measured 

Concentrations: 

Nominal concentrations: Control, 0.0016, 0.0030, 0.0063, 0.013, 0.025 and 0.050 mg 

ai/L 

Measured concentrations (mean values between test initiation and test 

termination):Control, 0.0013, 0.0021, 0.0054, 0.0096, 0.021 and 0.044 mg 

ai/L 

Exposure Period: 5 Days 

Vehicle Used: 

Vehicle Name: 

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Vehicle Amount 

and Units: 

Alkalinity: 

Dissolved Oxygen: 

pH Value: Value/Lower Range: = 7.3 Upper Range: 7.6 

Test Temperature 

and Units: 

Value/Lower Range: 25 °C 

Photo 

(Light/Dark): 

continuous white fluorescent lamps 

Salinity: 

TOC: 

Water Hardness: 

Method/Guideline 

Test Conditions 

Remarks: 

The test was performed according to US EPA FIFRA Subdivision E, Guideline 122-2 and 

123-2. 

Test species 

Species: Pseudokirchneriella subcapitata strain 1648 (syn. Selenastrum 

capricornutum; syn. Ankistrodesmus bibraianus) 

Source: obtained from University of Texas at Austin, Austin, TX, USA 

Cultures maintained in-house 

Initial cell densities 3 x 10^3 cells/mL 

Test design 

Type: static system 

Duration: 5 days 

Six concentrations tested, each with 3 replicates plus a control with 3 replicates 

Assessments of growth: daily 

Nominal concentrations: Control, 0.0016, 0.0030, 0.0063, 0.013, 0.025 and 

0.050 mg ai/L 

Measured concentrations (mean values between test initiation and test 

termination): Control, 0.0013, 0.0021, 0.0054, 0.0096, 0.021 and 0.044 mg ai/L 

Analytics: analytical verification of TS concentrations was conducted in 

each concentration at test initiation and termination using GC 

Statistics: standard procedures, William's Test, Shapiro-Wilks' Test, Bartlett's 

Test 

Algal Assay Procedure (AAP) medium according to ASTM 

Temperature: 25 deg C 

pH at test initiation: 7.3-7.6 

Light: continuous white fluorescent lamps (ca. 4000-4500 lux) 

Test vessels: replicate, glass, sterile, 250 mL Erlenmeyer flasks 

Shaking: continuous at 100 rpm 

Limit Test: No 

Test Results - Acute Toxicity To Aquatic Plants

NOEC Exposure 

Duration: 

NOEC: 

LOEC Exposure 

Duration: 

LOEC: 

NOELR Exposure 

Duration: 

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NOELR: 

LOELR Exposure 

Duration: 

LOELR: 

Effect : Exposure 

Duration 

Exposure 

Units 

Type % Value 

Description 

Mean 

Value 

or 

Lower 

Mean 

Value 

Upper 

Mean 

Value 

Units Basis 

for 

Effect 

Basis for 

Concentration 

5 Days EC 50 % = 0.017 mg/L Cell 

Number 

 

 

Results Remarks: Mean measured test concentrations during the course of the test ranged from 72- 

88% of nominal test concentrations. Biological results are based on mean measured 

concentrations. 

Biological Results 

At test termination, cells exposed to the 0.0013, 0.0021, 0.0054, 0.0096 

and 0.021 mg/L treatment levels and the control did not exhibit 

morphological changes. However, bloated cells were observed at the highest 

treatment level tested, 0.044 mg/L. 

A significant reduction in cell density occurred in the 0.0054, 0.0096, 0.021, 

and 0.044 mg/L treatment levels. At the lowest two test concentrations 

(0.0013 and 0.021 mg/L) growth was more or less identical to the control. 

Conc., mg/L Inhibition, % 

0.0013 25 

0.0021 2.3 

0.0054 18 

0.0096 31 

0.021 73 

0.044 99 

After an 8-day recovery period at a concentration of 0.0030 mg/L, cells 

from the 0.044 mg/L exhibited signs of recovery. This indicates that 

dimethenamid-P has an algistatic, rather than algicidal, effect at a mean 

measured concentration of 0.044 mg/L. 

EC50 (5-day) = 0.017 mg/L (based on cell density) 

EC25 (5-day) = 0.011 mg/L 

Conclusion: In a 5-day algae test with S.capricornutum the EC50 of dimethenamid-P 

was found to be 0.017 mg ai/L, the EC25 was 0.011 mg ai/L (measured). The growth of 

cells after transfer to fresh medium (dilution to 0.0030 mg ai/L) indicated that 

dimethenamid-P has an algistatic, rather than algicidal, effect at a mean measured 

concentration of 0.044 mg ai/L. 

Remarks: In similar studies, also conducted under US EPA FIFRA Subdivision J, 

Guidelines 122-2 and 123-2, the toxicity to blue-green algae (Anabaena flosaquae)and the freshwater diatom (Navicula pelliculosa) was determined. For A.flosaquae, the 5-day EC50 was 0.38 mg a.i./L and the 5-day EC25 was 0.11 mg a.i./L 

(based on mean measured concentrations). For N. pelliculosa, the 5-day EC50 was 

0.34 mg a.i./L and the 5-day EC25 was 0.12 mg a.i./L (based on mean measured 

concentrations). 

Reliability/Data Quality - Acute Toxicity To Aquatic Plants

Reliability: 1 - Valid Without Restrictions 

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Reliability 

Remarks: 

GLP study performed according to an accepted test guideline for algal 

toxicity testing. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity To Aquatic Plants

Reference: Hoberg, J., 1997a. SAN 1289 H Technical: Toxicity to the freshwater green alga, 

Selenastrum capricornutum. Springborn Laboratories, Inc., Wareham, Massachusetts, 

USA, unpublished. BASF RegDoc #97/5170. 

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 Acute Toxicity to Aquatic Plants 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Acute Toxicity To Aquatic Plants

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethyl-; 

Reg. No. 364802 Process-intermediate of BAS 656-PH, DMTA-P); Batch ID: 

B1112B01C4; CAS# 170373-17-8; Purity 98.3 coor. area-%. 

Sponsored 

Chemical Result 

Type: 

Measured 

Test Substance 

Result Type: 

Measured 

Method - Acute Toxicity To Aquatic Plants

Year Study 

Performed: 

2010 

Method/Guideline 

Followed: 

OECD 201 

Other 

Method/Guideline: 

Deviations from

Method/Guideline: 

No 

Species: Pseudokirchnerella subcapitata 

GLP: No 

Analytical 

Monitoring: 

Yes 

Test Type: Static 

Test Vessel: Open 

Water Media Type: 

Test 

Concentrations: 

Both 

Nominal and 

Measured 

Concentrations: 

Nominal Concentrations of: 0 (control), 10, 22, 46, 100, 220 mg/L 

Mean measured concentrations of: 0, 9.0, 20.3, 45.1, 98.2, and 209.5 mg/L 

Exposure Period: 72 Hours 

Vehicle Used: No 

Vehicle Name: 

Vehicle Amount 

and Units: 

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Alkalinity: 

Dissolved Oxygen: 

pH Value: Value/Lower Range: = 7.9 Upper Range: 8.5 

Test Temperature 

and Units: 

Value/Lower Range: 22.9 Upper Range: 23.3 °C 

Photo 

(Light/Dark): 

continuous light 

Salinity: 

TOC: 

Water Hardness: 

Method/Guideline 

Test Conditions 

Remarks: 

The study was conducted according to the following test guidelines: (1) 

Commission Regulation (EC) No 440/2008, Part C.3 and (2) OECD 201 (March 2006). The 

exposure period was 72 hours. 

Algae used in the test were from a stock algal culture which is maintained 

continuously at the test facility. The algae are obtained at regular intervals 

from SAG (collection of algal cultures at University of Gottingen, Germany) and are 

kept in liquid culture. The test species/strain is Pseudokirchneriella 

subcapitata KORSHIKOV (SAG 61.81). 

The test medium was prepared per OECD Guideline 201. The pH of the medium was 

8.1. 

The results of preliminary tests were used to establish the test concentrations for 

the test. Test medium was prepared according to OECD Guideline 201. The pH value of 

the test medium was 8.1. Three replicates for each test substance concentration were 

prepared; 6 replicates for the control; 1 additional replicate per test group for 

initial concentration control analysis only; and 1 additional uninoculated (without 

algae) replicate per test group for background fluorescence correction and to 

determine the influence of the test design on test substance stability. 

The test substance is a mixture that is partially soluble in water. Therefore, 

the test solutions were prepared following general guidance provided in OECD 23 in 

order to achieve a water accommodate fraction (WAF) of the test substance. Each test 

solution was prepared separately (differential loading) by directly adding test 

substance to test medium. The beakers were covered and the test solutions were 

stirred gently on a magnetic stir plate for approximately 1 day at 20 +/- 2 deg C. 

All test solutions were visibly clear and no undissolved test substance was 

observed. 

The algal inoculum was from a 4-day old stock culture in exponential growth. An 

initial cell density of 5,000 cells/mL was attained by adding the inoculum 

culture (50,000 cells/mL) to each test solution at a ratio of 1:100. 

Test vessels were Erlenmeyer flasks (nominal volume 250 mL) plugged with gas 

permeable silicone sponge caps, test volume of 100 mL, initial cell density 

0.5x10^4 cells/mL, test temperature 22.9-23.3 deg C, shaking rate was continuous at 

approximately 85 rpm and route of exposure was static exposure via the test medium. 

Universal white light, average 5277 lux (+/- 15%) at a wavelength of 400 - 700 nm 

was provided continously. Test vessels were rearranged daily to minimize the 

potential effect of slight variations in illumination. 

An analytical method by determination of total organic carbon for the 

measurement of test substance in test water was developed by BASF and used to 

verify the nominal test concentrations. 

Sampling was performed at the start of the exposure (0 h) from the inoculated 

replicate 7 of each concentration and the control. At the end of the exposure 

(72 h) samples of the inoculated replicates of the test concentrations and 

control group were taken. The replicates were combined before sampling. Since 

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algal cells would interfere with the TOC determination, the samples were 

centrifuged for about 15 minutes at about 4500 rpm to remove the algae. 

Additionally, samples were collected from the uninoculated replicate 0 of each 

test concentration and the control at the end of the exposure. 

Fluorescence was measured in each replicate (except replicate 7) at 0, 24, 48, 

and 72 h. At the end of the exposure period, the correlation between 

fluorescence and cell density was evaluated using direct microscoping counting. The 

yield and growth rate over the exposure period was calculated for each replicate 

flask of each test group and percent inhibition of the mean yield and growth rate 

determined by comparison to the control. ECx values were calculated via 

interpolation from the concentration-response relationship. SAS statistical software 

was used for the statistical evaluation of the data. The Dunnett's test (one-sided) 

was carried out at a 95% confidence level for determination of the LOEC. 

Algal morphology was examined microscopically on the inoculum culture and on a 

pooled sample from each test concentration at test termination. 

Limit Test: No 

Test Results - Acute Toxicity To Aquatic Plants

NOEC Exposure 

Duration: 

 72 Hours 

NOEC: = 10 mg/L Nominal 

LOEC Exposure 

Duration: 

 72 Hours 

LOEC: = 22 mg/L Nominal 

NOELR Exposure 

Duration: 

NOELR: 

LOELR Exposure 

Duration: 

LOELR: 

Effect : Exposure 

Duration 

Exposure 

Units 

Type % Value 

Description 

Mean 

Value 

or 

Lower 

Mean 

Value 

Upper 

Mean 

Value 

Units Basis 

for 

Effect 

Basis for 

Concentration 

72 Hours EC 10 % = 22 mg/L Biomass Nominal 

72 Hours EC 50 % = 58.9 mg/L Biomass Nominal 

72 Hours EC 10 % = 46.5 mg/L Growth 

Rate 

Nominal 

72 Hours EC 50 % = 97 mg/L Growth 

Rate 

Nominal 

 

Results Remarks: The following observations were recorded after 72 hours for each of the nominal test 

groups: 

0 mg/L = no remarkable observations 

10 mg/L = no remarkable observations 

22 mg/L = no remarkable observations 

46 mg/L = no remarkable observations 

100 mg/L = low cell density 

220 mg/L = no algal cells were observed 

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The limit of quantification of the analytical method (TOC) was 0.2 - 4.8 mg/L. 

The recovery efficiency was 103 - 105%. Measured concentrations ranged from 91.0 to 

102.7% of nominal at 0 hours. At 72 hours, measured concentrations in the inoculated 

replicates ranged from 89.0 to 93.9% of nominal, and in the 

uninoculated replicates ranged from 88.0 to 101.3% of nominal. 

Since the analytically determined concentrations of the test substance in the 

test solutions were within +/- 20% of the nominal concentrations, the effect 

concentrations can be expressed relative to the nominal concentration for the 

evaluation of the test substance. 

Based upon yield (cell density at test termination minus cell density at test 

initiation), percent inhibition was -14.1, 10.0, 30.5, 91.8, and 99.8 in the 10, 22, 

46, 100 and 220 mg/L test concentrations, respectively. 

Based upon growth rate, percent inhibition was -0.416, 2.16, 9.46, 51.6, and 

95.9% in the 10, 22, 46, 100 and 220 mg/L test concentrations, respectively. 

Toxicity response variables for algal yield based on nominal concentrations are the 

following: 

EC10 = 22.0 mg/L 

EC50 = 58.9 mg/L 

EC90 = 97.7 mg/L 

NOEC = 10 mg/L 

LOEC = 22 mg/L 

(Note: the table of test results lists these values as based upon biomass) 

Toxicity response variables for algal growth rate based on nominal 

concentrations are the following: 

EC10 = 46.5 mg/L 

EC50 = 97.0 mg/L 

EC90 = 198 mg/L 

NOEC = 22 mg/L 

LOEC = 46 mg/L 

The test conformed to all validity criteria in OECD 201. The validity criteria 

were met as follows: 

The cell multiplication factor in the untreated control was 142-fold after 72 

hours (counted cell density: 71x10^4 cells/mL). 

The mean coefficient of variation for section-by-section growth rates for each 

test day in the control cultures was 4.18%. 

The coefficient of variation of average specific growth rates during the whole 

test period in replicate control cultures was 2.89%. 

The test is valid according to the guidelines. No deviations from test 

guidelines or other incidents occurred during the course of the reported test 

which may have influenced the results. 

Reliability/Data Quality - Acute Toxicity To Aquatic Plants

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

Well-documented study conducted according to acceptable methods and under GLP. 

Key Study Sponsor 

Indicator: 

Key 

Reference - Acute Toxicity To Aquatic Plants

Reference: Salinas, E. 2011. Report: Reg. No. 364802 (Process-intermediate of BAS 656-PH, 

DMTA -P) growth inhibition study in unicellular green algae Pseudokirchneriella 

subcapitata KORSHIKOV. BASF DocID 2010/1079231. Experimental Toxicology and 

Ecology BASF SE 67056 Ludwigshafen, Germany, Project No: 60E0934/083697. 

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 Acute Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-

dimethylTest Substance - Acute Toxicity

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

The test substance (TS) was T01184 (SAN 582-Stufe C-4 "Via 

Keto-Enol"). This test substance was the racemic C4, CAS 

No. 87676-07-1, 3-thiophenamine,N-(2-methoxy-1-methylethyl)

-2,4-dimethylSponsored 

Chemical Result 

Type: 

Measured 

Method - Acute Toxicity

Route of 

Administration: 

Oral 

Type of Exposure: Gavage 

Species: Rat 

Mammalian Strain: Wistar 

Gender: Male 

Number of Animals 

per Dose: 

3 

Dose: 519 and 2077 mg/kg (actual dose of undiluted TS) 

Year Study 

Performed: 

1988 

Method/Guideline 

Followed: 

OECD 401 

GLP: No Data 

Method/Guideline 

and 

Test Condition 

Remarks: 

The test was performed according to OECD 401 from February 

1987. 

TEST ANIMALS: 

- Species: rat 

- Strain: Wistar, Charles River WIGA, BRD 

- Sex: male 

- Age: 5-6 weeks 

- Body weight: 190-220 g 

- Feed: Kliba Nr.24-343-4 

TEST ADMINISTRATION: 

- Preliminary test: none 

- Route of exposure: oral gavage 

- Exposure volume: 10 mL/kg 

- Doses: 519 and 2077 mg/kg (actual dose of undiluted TS) 

- Number of animals per sex per dose: 3 

- Vehicle: PAGA (1mL/100g) 

EXAMINATIONS: 

- Animals were observed for mortality and clinical signs 

during a 14 day observation period 

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The identity of the vehicle solvent (PAGA) is unclear. 

Test Results - Acute Toxicity

Concentration 

(LC/LD) : LC/LD % Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

LD 50 % = 1038 mg/kg

-bw 

 

Number of Deaths 

( Male ): 

Number of Deaths 

( Female ): 

Number of Deaths 

( Total ): 

Results Remarks: MORTALITY: 

- The acute oral LD50 was 1038 mg/kg bw 

- At 519 mg/kg bw: no treatment-related deaths 

- At 2077 mg/kg bw: 3/3 animals died (latency of death 26- 

38 hours postexposure) 

CLINICAL SIGNS: 

2077 mg/kg: 

- Weak: 3/3 between 13-58 minutes, 3/3 from 1-24 h 

- Atonic: 3/3 between 13-58 minutes, 3/3 from 1-24 h 

- Palsied: 3/3 at 24 hours, 0/3 from 1-24 h 

- Salivation: 3/3 between 13-58 minutes, 0/3 from 1-24 h 

- Prone position: 1/3 at 24 hours 

- Decreased motor activity: 1/3 at 3 and 4 hours, 3/3 at 24 

hours 

- Dizzy: 3/3 at 24 h 

- Ataxia: 1/3 at 13-58 minutes, 1/3 at 3 h, 2/3 at 4 h, 3/3 

at 24 h 

- Lacrimation: 1/3 at 24 h 

- Ruffled hair: 2/3 at 4 h, 3/3 at 24 h 

- Dozy: 3/3 at 24 h 

- Slowed breathing: 3/3 between 13-58 minutes, 2/3 at 1, 3, 

and 4 h, 3/3 at 24 h 

- Strained breathing: 3/3 between 13-58 minutes, 1/3 at 1 

h, 2/3 at 2, 3, and 4 h, 3/3 at 24 h 

- Reddened penis, paws, and ears (strong blood flow): 3/3 

at 3, 4 h 

- Swelling: 1/3 at 24 h 

- Diarrhea: 2/3 at 1 h, 3/3 at 2, 3, and 4 h 

INTERNAL EXAMINATIONS: 

- Grossly enlarged stomach in 2/3 deaths (stretched with 

fluid and feed) 

- Stomach lining: reddened (2/3 animals) 

- Colon contents were very hard 

519 mg/kg: 

- Weak: 1/3 within 13-58 minutes, 3/3 at 1 h thereafter 

- Atonic: 1/3 within 13-58 minutes, 3/3 at 1, 2, 3, 4, 24, 

and 48 h(disappeared at 72 h) 

- Palsied: No data 

- Salivation: 3/3 at 13-58 minutes, 1, 2, and 3 h 

(disappeared at 4 h) 

- Prone position: No data 

- Decreased motor activity: 2/3 at 2, 3, 4, and 24 hours 

(disappearance at 48) 

- Dizzy: 1/3 at 2, 3, and 4 h (disappeared at 24 h)

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- Ataxia: 1/3 at 13-58 minutes, 1/3 at 3 h, 2/3 at 4 h, 3/3 

at 24 h 

- Lacrimation: No data 

- Ruffled hair: 1/3 at 3 h, 2/3 at 4 h, 3/3 at 24 h, 1/3 at 

48 h, 0/3 at 72 h 

- Dozy: 2/3 at 1, 2, 3, and 4 h (disappeared at 24 h) 

- Slowed breathing: 2/3 at 2, 3, and 4 h, 3/3 at 24 h, 1/3 

at 48 h, 0/3 at 72 h 

- Strained breathing: 2/3 at 2, 3, and 4 h, 3/3 at 24 h, 

1/3 at 48 h, 0/3 at 72h 

-Reddened ears: 2/3 at 4 h 

- Reddened paws: 1/3 at 4 h 

- Swelling: none 

- Diarrhea: No data 

Conclusion: 

Reliability/Data Quality - Acute Toxicity

Reliability: 2 - Valid With Restrictions 

Reliability 

Remarks: 

This study was performed in accordance with OECD 401 (Feb. 

1987) with acceptable deviations. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity

Reference: Hamburger, F. 1988. T01184 (SAN 582H-Stufe 4 C-4 "Via KetoEnol") Acute Oral LD50 Toxicity Study in Male Rats. Sandoz, 

Ltd. Agro Division Department of Toxicology, Basel,

Switzerland. Study No.: 6949/88. 17 Nov 1988. 

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 Acute Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-

dimethylTest Substance - Acute Toxicity

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Method - Acute Toxicity

Route of 

Administration: 

Inhalation 

Type of Exposure: Aerosol 

Species: Rat 

Mammalian Strain: Sprague-Dawley 

Gender: Both M/F 

Number of Animals 

per Dose: 

10 

Concentration: The average measured concentration was 2.2 mg/L. 

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

EPA OPP 81-3 

GLP: Yes 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to U.S. EPA FIFRA, 

Subdivision F, Paragraph 81-3. 

Five male and five female rats were exposed nose-only to 

the undiluted TS 

as a liquid aerosol for four hours. The target atmosphere 

concentration was > 2.0 mg/L. Actual chamber 

concentrations were determined every hour during the 

exposure using a gas chromatographic method. Particle size 

was also determined every hour following treatment. The 

animals were observed for 14 days after the exposure. Body 

weights were determined prior to the beginning of the test 

and on days 7 and 14 after exposure. All animals were 

sacrificed at day 15 and a gross necropsy was performed. 

Test Results - Acute Toxicity

Concentration 

(LC/LD) : LC/LD % Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

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LC 50 % > 2.2 mg/L 

 

Number of Deaths 

( Male ): 

Number of Deaths 

( Female ): 

Number of Deaths 

( Total ): 

0 

Results Remarks: The average measured concentration was 2.2 mg/L. The mass 

median 

aerodynamic diameter (MMAD) was determined to be 3.4 um 

with a 

geometric standard deviation (GSD) of 2.0 um. 

Approximately 4% of the 

aerosol was less than or equal to 1.0 um, approximately 

59% less than or 

equal to 4.0 um and approximately 94% was less than or 

equal to 10.0 um. 

All animals survived through the observation period. 

Labored breathing was noted in the last two hours of the 

exposure for two of the ten animals. Signs exhibited upon 

removal from the chamber and during the first two hours 

after exposure included secretory (lacrimation, 

chromodacryorrhea, red and clear nasal discharge and dried 

red facial material) and respiratory (labored breathing 

and moist rales) responses. Similar signs were observed 

after day two. Body weights increased normally and no 

abnormalities were noted at necropsy. 

Conclusion: The 4-hour inhalation LC50 for dimethenamid-P in male and 

female Sprague-Dawley rats was determined to be greater 

than 2.2 mg/L. 

Reliability/Data Quality - Acute Toxicity

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to accepted acute inhalation 

toxicity testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity

Reference: Hoffman, G. 1996. An acute (4-hour) inhalation toxicity of 

SAN 1289 H technical in the rat via nose-only exposure. 

Huntington Life Sciences, East Millstone, New Jersey, USA, 

unpublished. BASF RegDoc #96/5397. 

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 Acute Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-

dimethylTest Substance - Acute Toxicity

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Method - Acute Toxicity

Route of 

Administration: 

Oral 

Type of Exposure: 

Species: Rat 

Mammalian Strain: Sprague-Dawley 

Gender: Both M/F 

Number of Animals 

per Dose: 

10 

Dose: 350, 400 and 500 mg/kg bw. 

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

EPA OPP 81-1 

GLP: Yes 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was conducted according to U.S. EPA FIFRA, 

Subdivision F, Paragraph 81-1. 

Groups of ten rats (5/sex/dose) were given undiluted oral 

doses of the TS 

in a single oral dose at 350, 400 or 500 mg/kg bw. The 

dosing volumes were 0.29, 0.34 or 0.42 mL/kg for low, 

medium, and high doses. The animals were observed for 14 

days after the exposure. Body weights were determined 

pretest, on the day of dosing, and weekly thereafter. All 

animals received a gross necropsy at study termination. 

Test Results - Acute Toxicity

Concentration 

(LC/LD) : LC/LD % Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

LD 50 % = 466 mg/kg

-bw 

 

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Number of Deaths 

( Male ): 

Number of Deaths 

( Female ): 

Number of Deaths 

( Total ): 

Results Remarks: One male rat died in the 400 mg/kg bw dosage group. All 500 

mg/kg bw males died. Two females in the 500 mg/kg bw dosage 

group died. 

Male LD50: 429 mg/kg bw 

Female LD50: 531 mg/kg bw 

Combined LD50: 466 mg/kg bw 

Clinical observations observed in all animals on the day of 

dosing consisted of lacrimation and excessive salivation. 

All high-dose animals exhibited decreased activity. Signs 

seen on the day after dosing included: yellow ano-genital 

staining, black and/or brown staining on the snout, oral 

area, buccal area and/or extremities, lethargy, decreased 

food consumption, and decreased fecal volume or no stool. 

All surviving animals were free of clinical signs by day 5 

after dosing. Overall, the animals gained body weight as 

expected for their age. Treatment-related effects on gross 

pathology were observed only in animals which died and 

consisted of red thymic region, fluid in thoracic cavity, 

red lungs, black mucosa or brown fluid in the stomach and 

red testes. 

Conclusion: The oral LD50 values for dimethenamid-P in Sprague-Dawley 

rats were determined to be 429 mg/kg bw for males, 531 

mg/kg bw in females and 466 mg/kg bw for the combined 

sexes. 

Reliability/Data Quality - Acute Toxicity

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to accepted acute oral 

toxicity testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity

Reference: Blaszcak, D. 1996. Acute oral toxicity with SAN 1289 H 

technical in rats. Huntington Life Sciences, East 

Millstone, New Jersey, USA, unpublished. BASF RegDoc 

#96/11087. 

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 Acute Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-

dimethylTest Substance - Acute Toxicity

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1% 

Sponsored 

Chemical Result 

Type: 

Measured 

Method - Acute Toxicity

Route of 

Administration: 

Dermal 

Type of Exposure: Occlusive 

Species: Rabbit 

Mammalian Strain: New Zealand White 

Gender: Both M/F 

Number of Animals 

per Dose: 

10 

Dose: 2000 mg/kg bw 

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

EPA OPP 81-2 

GLP: Yes 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to U.S. EPA FIFRA, 

Subdivision F, Paragraph 81-2. 

Undiluted TS was applied to the clipped epidermis (dorsal 

trunk surface) of 

ten rabbits (5/sex) at 2000 mg/kg bw. The site was covered 

with gauze and impervious plastic during the 24 h exposure. 

Following the exposure, the wrappings were removed and the 

test site was wiped free of excess material with 0.9% 

saline. The exposure surface was approx. 12 x 14 cm which 

is at least 10% of the body area. The animals were observed 

for 14 days after dosing. Body weights were determined on 

the day before testing, on the day of dosing and on days 8 

and 15 after dosing. A gross necropsy was performed on all 

animals. 

Test Results - Acute Toxicity

Concentration 

(LC/LD) : LC/LD % Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

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LD 50 % > 2000 mg/kg

-bw 

 

Number of Deaths 

( Male ): 

Number of Deaths 

( Female ): 

Number of Deaths 

( Total ): 

0 

Results Remarks: No mortality or clinical observations. Four of the ten 

animals exhibited slight body weight loss by day 8, but 

gained weight 

thereafter. The remaining six animals exhibited body weight 

gains or no weight change during the study. There were no 

internal findings at necropsy. Three of the ten animals 

exhibited a red subcutaneous discoloration/foci at the dose 

site. 

Conclusion: The dermal LD50 for dimethenamid-P in rabbits was 

determined to be greater than 2000 mg/kg bw for males and 

females. 

Reliability/Data Quality - Acute Toxicity

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to accepted acute dermal 

toxicity testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity

Reference: Blaszcak, D. 1996. Acute dermal toxicity with SAN 1289 H 

technical in rabbits. Huntington Life Sciences, East 

Millstone, New Jersey, USA, unpublished. BASF RegDoc 

#96/5395. 

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 Acute Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-

dimethylTest Substance - Acute Toxicity

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

The test substance (TS) was T01184 (SAN 582-Stufe C-4 "Via 

Keto-Enol"), 98.7% a.i. This test substance was the 

racemic C4, CAS No. 87676-07-1, 3-thiophenamine,N-(2-

methoxy-1-methylethyl)-2,4-dimethylSponsored 

Chemical Result 

Type: 

Measured 

Method - Acute Toxicity

Route of 

Administration: 

Dermal 

Type of Exposure: Semi-Occlusive 

Species: Rat 

Mammalian Strain: Wistar 

Gender: Both M/F 

Number of Animals 

per Dose: 

10 

Dose: 4153 mg/kg bw 

Year Study 

Performed: 

1988 

Method/Guideline 

Followed: 

OECD 402 

GLP: Yes 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to OECD Test Guideline 

402 from February 1987 and EPA Guideline 81/2 and conducted 

under Good Laboratory Practices. 

TEST ANIMALS: 

- Species: rat 

- Strain: Wistar:Crl:(W1)BR, a Han/Wistar rat 

- Age: 8-14 weeks old 

- Male body weight: 295-320 g 

- Female body weight: 225-240 g 

- Feed: KLIBA N0. 24-343-4, provided ad libitum before and 

after dosing 

- Water: provided ad libitum 

- Identified with cage card 

- Housed individually in Macrolon cages with sterilized 

wood chips 

- All animals were healthy at the beginning of the test 

ENVIRONMENTAL CONDITIONS: 

- Photoperiod: 12 hours light:dark 

- Temperature: 23 +/- 2 deg C 

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- Relative air humidity: 30-70% 

- Air changes: 15 air changes/hour 

TEST METHODS: 

DOSING: 

- The animals were acclimated for a period of 7 days prior 

to dosing 

- The animals' backs were clipped free of hair and the TS 

was evenly applied to a skin area of 16 cm^2 (corresponding 

to approximately 10% of the body surface) 

- The dose was 4153 mg/kg bw 

- The test site was covered with 8-layer porous gauze 

- The duration of the exposure was 24 h 

- At the end of the 24 hour exposure, the dressings were 

removed, excess compound wiped off and the skin was gently 

washed with water 

OBSERVATIONS: 

- On the day of application animals were observed for 

mortality during the first 4 hours, and hourly for up to 7 

hours 

- Daily observations of mortality were performed for the 

following 13 days 

-The nature, severity, approximate time of onset and 

duration of symptoms 

were observed at the onset of the test and after 1, 2, 3, 4 

and 24 hour postapplication and also daily for the 

remaining 13 days 

- Bodyweights were recorded on days 1, 2, 3, 8 and 15 

NECROSPY: 

- All surviving animals were euthanized with CO2, 

necropsied, and examined for gross abnormalities 

- No data on whether a control site was also employed 

- The test site was shaved on the day of dosing, not 24 h 

prior 

Test Results - Acute Toxicity

Concentration 

(LC/LD) : LC/LD % Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

LD 50 % > 4153 mg/kg

-bw 

 

Number of Deaths 

( Male ): 

0 

Number of Deaths 

( Female ): 

0 

Number of Deaths 

( Total ): 

0 

Results Remarks: - No mortality or dose-related signs of toxicity were 

observed 

- After a slight weight loss during the first days 

postapplication, 

all animals gained weight during the 14 day 

observation period 

- Necrospy revealed no treatment-related gross 

abnormalities 

- No irritation of the treated skin area was observed 

- The acute dermal toxicity is > 4153 mg/kg bw 

Conclusion: 

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Reliability/Data Quality - Acute Toxicity

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to an accepted test guideline 

with acceptable deviations. 

Key Study Sponsor 

Indicator: 

Reference - Acute Toxicity

Reference: Hamburger, F. 1988. T01184 (SAN 582-Stufe C-4 "Via KetoEnol") Acute dermal toxicity study in male and female rats. 

Sandoz, Ltd. Agro Division Department of Toxicology, Basel, 

Switzerland. Study No.: 6963/88. 15 Dec 1988. 

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 Repeated-Dose Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Repeated-Dose Toxicity

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-

2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

- The test substance (TS) was T01184 (SAN 582-Stufe C-4 "Via KetoEnol") 

- Purity: 95.3% 

- Assigned study no.: 11167 

- Storage: at room temperature 

- Physical characteristics: dark brown liquid 

Sponsored 

Chemical Result 

Type: 

Measured 

Method - Repeated-Dose Toxicity

Route of 

Administration: 

Oral 

Type of Exposure: In Food 

Species: Rat 

Mammalian Strain: Other 

Other Strain: 

Gender: Both M/F 

Number of Animals 

per Dose: 

16 

Dose: 350, 750 and 1000 ppm. 

Year Study 

Performed: 

1994 

Method/Guideline 

Followed: 

GLP: Yes 

Exposure Period: 4 Weeks 

Frequency of 

Treatment: 

continuous (ad libitum) 

Post-Exposure 

Period: 

Method/Guideline 

and 

Test Condition 

Remarks: 

This study was conducted as a pilot study to determine acceptable 

doses in a subsequent neurotoxicity test. 

TEST ANIMALS: 

- Species: rat 

- Strain: Charles River:CD VAF/Plus 

- Age: 5 weeks 

- Feed: Ground diet (Certified Rodent Chow #5002), provided ad 

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libitum 

- Water: available ad libitum 

- Housing: individually in stainless steel wire-mesh cages 

- Each rat was identified by cage, group, sex and numbered 

metallic ear tag 

ENVIRONMENTAL CONDITIONS: 

- Photoperiod: 12 hour light/dark 

- Temperature: 71 +/- 1 deg F 

- Relative humidity: 50 +/- 8.4% 

TEST METHODS 

TEST SUBSTANCE ANALYSIS: 

- Homogeneity: Prior to the initiation of the study, ten 

stratified test article:diet mixture samples were collected from 

diets as they were 

dispensed from the blender (sample 1 from the bottom of the test 

diet and 

sample 10 from the top) 

- Stability: A composite sample was collected from each diet 

mixture.

Samples were dispensed into glass containers and stored under 

normal 

laboratory conditions for 3, 5, and 10 days. Samples were analyzed 

in 

duplicate. Additional stability analysis was performed on a sample 

which 

was frozen and removed from the freezer after 7 days, then stored 

at room 

temperature for an additional 3 days. 

PRESTEST: 

- The rats were observed daily during a 10 day acclimation period 

for any 

clinical signs of disease and all rats were given a detailed 

physical examination 

- For the first 3 days of the acclimation period, animals were 

housed 3 per 

cage to acclimate to automatic watering system 

- After this time, animals were individually housed

- The animals were randomly assigned to one of three dose groups 

DOSING: 

- The original doses were 1000, 2500, and 4000 ppm; however, diet 

consumption markedly decreased during the first 4 days of the 

study. These initial doses were selected based on data from 

previous studies. This initial dose was given for the first 4 days 

of the study and then replaced with basal diet on study day 8, 

doses were changed to: 0(control), 350, 750 and 1000 ppm. 

- Number of animals per sex per group: 16 

- Duration of exposure: 4 weeks 

OBSERVATIONS: 

- Mortality: at least twice daily throughout the study 

- Clinical signs: the rats were observed for signs of overt 

toxicity at the 

times of the morbidity/mortality checks; detailed observations of 

appearance and condition, behavior and activity, excretory 

functions, respiration, orifices, eyes and palpable masses were 

made at least once weekly

- Body weights: determined pretest and at least once weekly 

throughout the dosing period 

- Feed consumption: individual feed consumption was measured at 

least 3 times weekly and calculated on a weekly basis 

STATISTICS: 

- Body weights and food consumption values were analyzed using 

ANOVA and Bartlett's test for homogeneity of variance 

- Treatment groups were compared to the control group, by sex, 

using the 

appropriate t-statistic (for equal or unequal variance) as 

described by Steel 

and Torrie 

- Dunnett's multiple comparison tables or pairwise comparisons 

with a Bonferroni correction were used to determine the 

significance of differences 

Test Results - Repeated-Dose Toxicity

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Concentration 

(LOAEL/ LOAEC/ 

NOAEL/ NOAEC) :

LOAEL/ 

LOAEC/ 

NOAEL/ 

NOAEC 

Population Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

 

Results Remarks: MORTALITY: 

- All animals survived the exposure 

RECURRING OBSERVATIONS: 

- During the first four days of the study all animals had 

decreased defecation (at the original higher doses)

- Following the reduction in dosage levels, incidences of 

decreased defecation were reduced 

CLINICAL SIGNS: 

- Decreased defecation was observed throughout the study 

particularly in the 750 and 1000 ppm groups 

- Seven males and 10 females in the 750 ppm group and 13 males and 

8 females in the 1000 ppm group were cold to the touch one or more 

weeks during the study 

- Ptosis was observed in both the male and female groups 

BODY WEIGHTS: 

- Body weights increased throughout the study, except on days 9 

and 10, when the treated male groups showed slightly decreased 

weights 

- Male animals resumed weight gain beginning on day 11 

- Treated females showed weight decreases on study day 9 

- The 750 and 1000 ppm females had decreased body weight gains 

through day 13 

- Weight decreases through this period can be attributed to the 

animals' return and acclimation to treated diets 

- All treated groups had statistically significant weight 

decreases of 20% or 

more when compared to the control groups 

FOOD AND COMPOUND CONSUMPTION: 

- Comparable to the control group 

- Average food consumption (mg/kg/day): 

Males 

350: 28.262 

750: 56.654 

1000: 70.528 

Females 

350: 30.468 

750: 61.324 

1000: 73.595 

TEST SUBSTANCE ANALYSES: 

- Homogeneity: All diet mixtures were shown to be homogenous and 

accurately prepared. 

- Stability: Analytical results suggest that the TS was stable in 

the feed 

under the 7 days frozen/3 days at room temperature regimen at the 

350 to 1000 ppm levels. No significant loss of article was 

observed at the 2500 and 4000 ppm levels after 5 days of room 

temperature storage. 

Conclusion: Based on the results of this study, 1000 ppm is recommended as the 

highest dose for a subchronic neurotoxicity study in rats. 

Reliability/Data Quality - Repeated-Dose Toxicity

Reliability: 2 - Valid With Restrictions 

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Reliability 

Remarks: 

No pathological examinations were performed which reduce the value 

of the findings. This study was performed as a dose finding study 

for subsequent neurotoxicity studies. 

Key Study Sponsor 

Indicator: 

Reference - Repeated-Dose Toxicity

Reference: Schaefer, G.J. 1994. 4 Week Oral Toxicity Study in Rats - Pilot. 

International Research and Development Corporation, Mattawan, MI. 

Study No.: 658-006. January 27, 1994. BASF RegDoc# 94/11935. 

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 Repeated-Dose Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Repeated-Dose Toxicity

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

The test substance (TS) was SAN 582 H C-4 Intermediate. The test 

substance was the racemic C4, CAS No. 876-76-07-1, 3-

thiophenamine,N-(2-methoxy-1-methylethyl)-2,4-dimethylSponsored 

Chemical Result 

Type: 

Measured 

Method - Repeated-Dose Toxicity

Route of 

Administration: 

Oral 

Type of Exposure: In Food 

Species: Rat 

Mammalian Strain: Other 

Other Strain: 

Gender: Both M/F 

Number of Animals 

per Dose: 

32 

Dose: 100, 300, 1000 ppm(Males: ca. 6.2, 18.2, 57.7 mg/kg bw/day; 

Females: ca. 7.4, 20.7, 66.0 mg/kg bw/day) 

Year Study 

Performed: 

1994 

Method/Guideline 

Followed: 

GLP: Yes 

Exposure Period: 13 Weeks 

Frequency of 

Treatment: 

continuous (ad libitum) 

Post-Exposure 

Period: 

Method/Guideline 

and 

Test Condition 

Remarks: 

TEST SUBSTANCE ANALYSES: 

- Test samples of treated diet were assessed for homogeneity and 

stability 

- Positive control preparations were tested to verify stability in 

the diet for up to one week 

- Periodic analyses of each test diet prepared were collected for 

each of the first 4 weeks and monthly for the remainder of the 

study and were analyzed in duplicate for test article concentration 

EXPERIMENTAL DESIGN 

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Test Animals & Environmental Conditions: 

- The animals were housed individually for the entirety of the 

study (except day 1 of acclimation in which they were housed 3 per 

cage) 

- Age at randomization: 41 days 

- Body weight at randomization: males 138-162 g; females 116-134 g 

- The acclimation period was a minimum of 7 days 

- During acclimation, the animals were observed for any clinical 

signs of disease 

- The animals were provided with basal laboratory diet of Certified 

Rodent Chow #5002 (replaced 3 times/study week) and tap water ad 

libitum 

- Temperature: 70-73 deg F (71 +/- 0.9 deg F) 

- Humidity: 46-70% (57 +/- 8.4%) 

- Photoperiod: fluorescent lighting provided 12 hours per day 

Exposure: 

- The animals were randomly assigned to the positive control, 

vehicle control, and the three concentration groups

- The positive control was 16 mg/kg/day acrylamide 

- Animals were randomly selected for neurobehavioral examination 

and 

neuropathology, which were conducted over a 4-5 day period; the 

animals 

were divided into approx. equal squads of male and female rats from 

each 

group 

- For each dose and controls 16 males and 16 females were exposed 

to the TS 

- Exposure concentrations: 100, 300, 1000 ppm (selected on the 

basis of 

available data from IRDC Study Number 658-006, "4-Week Oral 

Toxicity Study in Rats-Pilot") 

- The positive control was administered by intragastric intubation 

(5 times/week for 13 weeks) 

IN-LIFE EXAMINATIONS 

Mortality: 

- At least twice daily throughout the study 

Clinical Signs: 

- Twice daily for signs of overt toxicity at the times of the 

moribundity/mortality checks

- Detailed examinations were conducted once each week beginning 

with treatment, particular attention was given to detect behavioral 

and/or 

neurological abnormalities 

Weekly Body Weights: 

- Recorded weekly from randomization until euthanasia for all 

animals 

Food & Compound Consumption: 

- Recorded weekly from randomization until euthanasia for all 

animals 

- Compound consumption was calculated on the corresponding food 

consumption weeks 

Functional Observational Battery (FOB): 

- Performed on six animals selected for neuropathology and five 

additional 

animals randomly selected from the toxicity animals for each sex in 

each 

group were evaluated using FOB 

- FOB testing was performed approx. 7 days prior to dosing, and 

during 

study weeks 4, 8 and 13 

- Home Cage Measurements: posture, involuntary motor movements, 

palebral closure, measurements during handling, ease of removal and 

handling reactivity, lacrimation and salivation, palebral closure, 

piloerection, 

exophthalmus 

- Open Field Measurements: rearing, urination and defecation, 

involuntary 

motor movements, gait and gait score, mobility score, arousal, 

vocalizations, respiration, stereotype and bizarre behaviors 

- Sensorimotor Measurements: approach response, touch response, 

click 

response, tail-pinch response, pupil response, air-righting reflex, 

thermal response, hind foot splay, grip strength, 

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- Physiological Measurements: body weight and rectal body 

temperature 

Motor Activity Evaluations: 

- The activity and emotionality of each rat were assessed in a 

Digiscan 

Activity Monitor 

- Animals were monitored for 6 consecutive 5-minute intervals, 

allowing for 

examination of exploratory and acclimation activity levels 

Ophthalmoscopic Examinations: 

- Conducted on each animal by a veterinary ophthalmologist once 

during 

the pretest and at study termination (90 days); rats with 

ophthalmoscopic 

pathology were removed from the randomization population 

Disposition of Animals: 

- Animals selected for neuropathological examinations were 

anesthetized 

by i.p. injection of sodium phenobarbital at study termination, 

perfused, and 

selected neural tissues were preserved in phosphate buffered 

fixative 

- Following week 13, animals not selected for neuropathological 

examination were euthanized by CO2 asphyxiation and necropsied; 

each 

rat was examined for external abnormalities, including palpable 

masses,

and the thoracic and abdominal cavities and organs were examined 

for grossly evident morphological changes 

- Tissues were saved in buffer for histopathological examination 

Clinical Pathology: 

- Conducted on 11/sex/group at pretest and surviving animals at 

study 

termination 

- Hematological, biochemical, and urological parameters were 

assessed 

Anatomic Pathology - Neuropathology animals: 

Macroscopic 

- Six animals per sex were selected from the 11 animals per sex 

designated as behavior test animals and were selected for 

examination 

Microscopic 

- Both sciatic nerves were collected and fixed for microscopic 

examination 

Anatomic Pathology - Toxicity Test Animals: 

Macroscopic 

- Complete postmortem examination performed in all toxicity test 

animals 

- All survivors were sacrificed by CO2 asphyxiation and examined 

for external abnormalities including palpable masses 

- Any internal masses were recorded 

- Representative samples of organs were collected and preserved 

Organ Weights 

- Absolute organ weights from all surviving toxicity test animals 

were recorded along with postmortem body weights and appropriate 

weight ratios (relative to body and brain weight) calculated 

Microscopic 

- A full complement of organs and tissues were examined 

microscopically

for the vehicle control and high-dose groups euthanized at study 

termination and on all toxicity test animals from all groups 

euthanized 

during the course of the study 

- In addition, the following tissues were examined microscopically 

for all 

toxicity test animals in the low and mid dose groups: liver, kidney 

(2), and 

lung (2) 

- The observed lesions were graded as trace, mild, moderate, or 

severe 

STATISTICAL ANALYSES: 

- All statistical analyses compared the treatment groups with the 

vehicle 

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control with levels of significance at p = 0.05 and p = 0.01 

Test Results - Repeated-Dose Toxicity

Concentration 

(LOAEL/ LOAEC/ 

NOAEL/ NOAEC) :

LOAEL/ 

LOAEC/ 

NOAEL/ 

NOAEC 

Population Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

NOAEL Male circa 18.2 mg/kg 

bw/day 

NOAEL Female circa 20.7 mg/kg 

bw/day 

 

Results Remarks: PREPARED TEST AND CONTROL ARTICLE ANALYSES 

Prepared diet homogeneity: 

- The 100 and 300 ppm formulations prepared on June 30, 1993 were 

shown to be homogenous and accurately prepared, the calculated mean 

concentrations found at 100 and 300 ppm levels were 93 to 100% of 

the respective target concentrations 

- The 1000 ppm dietary mixture prepared on June 30, 1993 was not 

unequivocally shown to be homogenous 

Prepared diet stability: 

- The TS was stable under selected storage conditions 

Periodic Analyses of Prepared Diets: 

- Dosage formulations prepared for study weeks 1-4, 8 and 12 

contained 

85% to 106% of the target concentrations 

IN-LIFE EXAMINATIONS 

Mortality: 

- One male in the 300 ppm group was euthanized on day 37 which had 

an 

abscess in the mouth (likely cause of morbidity) 

- One female in the 300 ppm group was euthanized on day 8, a 

reported 

right-protruding eye with severe acute panophthalmitis was the 

likely cause 

of morbidity 

- One female in the 1000 ppm group was euthanized on day 10 with 

the cause of morbidity unknown 

- There were no treatment-related gross or microscopic 

abnormalities in these rats 

- It was concluded that the cause of morbidity in these three rats 

was not 

treatment-related 

Clinical Signs: 

- No treatment-related findings 

Weekly Body Weights: 

- Statistically significant (p<=0.01) reductions in mean body 

weight (week 

1-13) and inhibitions in body weight gain (weeks 0-13) were noted 

for males and females in the 1000 ppm group when compared with the 

vehicle control; these effects were determined to be 

treatmentrelated 

- Positive control animals showed body weight reductions and 

inhibited body weight gain during the study 

- Non-treatment-related but statistically significant body weight 

reductions 

were noted sporadically for females in the 100 (p<=0.05) and 300 

(p<=0.01) ppm groups 

- Non-treatment-related but statistically significant weight gain 

inhibitions 

were noted sporadically for females in the 100 (p<=0.05) and 300 

(p<=0.05 during weeks 1-2, p <0.01 for all other significant 

periods) ppm groups 

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Food & Compound Consumption: 

- Treatment-related, statistically (p<=0.01 and p<=0.05 in males; 

p<=0.01 

in females) and/or biologically significant reductions in food 

consumption 

were noted during study weeks 1-13 for males and females in the 300 

and 1000 ppm groups when compared with that of males and females in 

the vehicle control group 

- Similar reductions were noted in the positive control group males 

- Statistically-significant (p<=0.01 and p<=0.05) but non-treatment 

-related 

reductions (considered to be a function of normal biological 

variability due 

to their sporadic nature and the lack of a similar effect in the 

100 ppm males) in food consumption were observed in 100 ppm females 

when compared with the vehicle control group 

Note: Compound consumption in mg/kg bw/day was estimated by the 

study authors by calculating the mean of the weekly (weeks 1-13) 

mean compound consumption values for males and females. 

FUNCTIONAL OBSERVATIONAL BATTERY (FOB) 

Home cage measurements: 

- No statistically significant or biologically relevant findings 

Measurements during handling: 

- No statistically significant or biologically relevant findings 

Open field measurements: 

- No statistically significant or biologically relevant findings 

- Sporadic bizarre behaviors were noted 

Sensorimotor measurements: 

- A statistically significant reduction in hind foot splay for 1000 

ppm females 

compared to control at week 4; this difference was considered to be 

a function of normal biological variability 

- The hind foot splay values for the positive control groups were 

increased 

at all FOB testing intervals when compared with the vehicle control 

group 

Grip strength: 

- No statistically or biologically relevant findings 

Physiological measurements: 

- No statistically or biologically relevant changes in body 

temperature 

MOTOR ACTIVITY EVALUATIONS 

- No pertinent findings resulting from evaluation of motor activity 

data which 

were determined to have biological significance 

OPHTHALMOSCOPIC EXAMINATIONS 

- No treatment-related ophthalmoscopic abnormalities were detected 

CLINICAL PATHOLOGY 

- Hematology: no treatment-related effects 

- Biochemistry: small but statistically significant (p<=0.01) 

increases in 

cholesterol were noted in both males and females in the 1000 ppm 

group; for males in the 300 ppm group a small but statistically 

significant(p<=0.01) decrease in albumin was observed at the 

pretest interval 

- Urinalysis: no treatment-related effects 

ANATOMIC PATHOLOGY 

- Neuropathology animals: no treatment-related effects 

Toxicity Test Animals: 

- Macroscopic: no treatment-related effects 

- Microscopic: no treatment-related microscopic changes, all 

microscopic changes were considered to be of spontaneous origin 

having no toxicological significance 

Organ weights: 

- A dose-related reduction in the group terminal body weight was 

seen in both males and females of all treated groups compared to 

the vehicle control (statistically significant in the 1000 ppm 

group) 

- In 1000 ppm males, the group mean relative weights of brain 

(p<=0.05) and testis (p<=0.01) for the males were increased 

- In females, the group mean relative weights of brain (1000 ppm, 

p<=0.01), kidney (100 ppm, p<=0.05; 300 and 1000 ppm, p<=0.01), 

liver (1000 ppm, p<=0.01) and ovary (100 and 1000 ppm, p<=0.05) 

were 

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increased 

- All of these higher relative weights were considered to be a 

reflection of 

the lower body weight and not due to any primary TS changes in 

those organs based on the fact that there was no significant 

absolute weight difference for these organs and there were no TS 

related gross or microscopic changes in these organs) 

Conclusion: The NOAEL of the TS when administered orally via the diet to 

Charles 

River Crl:CD VAF/Plus rats was considered to be 300 ppm for 

systemic toxicity (based on body weight and food consumption 

reductions and body weight gain inhibitions in both sexes at 1000 

ppm) and greater than 1000 ppm for neurotoxicity (due to the lack 

of findings at any level evaluated). For systemic toxicity, the 

NOAEL is ca. 18.2 mg/kg bw/day for males and 20.7 mg/kg bw/day for 

females. 

Reliability/Data Quality - Repeated-Dose Toxicity

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

Well-documented study conducted according to acceptable methods and 

under GLP. 

Key Study Sponsor 

Indicator: 

Reference - Repeated-Dose Toxicity

Reference: Schaefer, G.J. 1994. 13 Week Combined Subchronic Oral Toxicity and 

Neurotoxicity Study in Rats. International Research and Development 

Corporation, Mattawan, MI. Study No.: 658-005. Submitted to: Sandoz 

Agro, Inc. May 6, 1994. BASF RegDoc# 94/11896. 

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 Repeated-Dose Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Repeated-Dose Toxicity

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Method - Repeated-Dose Toxicity

Route of 

Administration: 

Oral 

Type of Exposure: In Food 

Species: Rat 

Mammalian Strain: Sprague-Dawley 

Gender: Both M/F 

Number of Animals 

per Dose: 

10 

Dose: 0, 500, 1500, 3000 ppm (ca. 39, 118 and 239 mg/kg bw) 

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

EPA OPP 82-1 

GLP: Yes 

Exposure Period: 90 Days 

Frequency of 

Treatment: 

Post-Exposure 

Period: 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to U.S. EPA FIFRA, Subdivision 

F, Paragraph 82-1. 

- The TS was administered to 10 male and female Sprague-Dawley CD 

rats at dietary concentrations of 0, 500, 1500, and 3000 ppm over 

a period of 90 days 

- Analyses for stability and homogeneity of the test substance in 

the diet as well as for correct concentration were performed 

- Test substance intake was 39, 118 and 239 mg/kg bw for the 500, 

1500 and 3000 ppm groups, respectively 

- Body weight and food consumption were determined weekly 

- The animals' state of health was checked twice daily, moreover, 

comprehensive clinical examinations of the animals were performed 

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once a week 

- Clinical chemistry and hematological examinations of the animals 

were carried out at the end of the administration period 

- Ophthalmological examinations were carried out in all animals 

before the start and at the end of the administration period 

- At the end of the treatment period all animals were sacrificed, 

subjected 

to complete gross examinations 

- The following organs were weighed for all animals at the 

scheduled 

sacrifice interval: adrenal glands, brain, kidneys, testes with 

epididymides, 

liver, ovaries and spleen 

- The following tissues were examined histopathologically in the 

control and 

3000 ppm dose group: adrenal glands, aorta (thoracic), brain 

(medulla/pons, cerebrum and cerebellum), esophagus, heart, 

intestine, cecum, colon, duodenum, ileum, jejunum, rectum, 

kidneys, liver, lungs (with mainstem bronchi), lymph nodes 

(mesenteric, mediastinal), nerve (sciatic), pancreas, pituitary 

gland, salivary gland (submandibular), spleen, stomach, thymic 

region, thyroid/parathyroid glands, urinary bladder, gross 

lesions, testes with epididymides, ovaries and uterus (body/horns 

with cervix) 

- In addition, the kidneys, lungs, and liver were examined for all 

animals in 

the 500 and 1500 ppm groups 

- After fixation, animal tissues were routinely processed, 

embedded in paraffin, cut at 4-7 microns, mounted on glass slides, 

stained with hematoxylin and eosin and examined by light 

microscopy 

Test Results - Repeated-Dose Toxicity

Concentration 

(LOAEL/ LOAEC/ 

NOAEL/ NOAEC) :

LOAEL/ 

LOAEC/ 

NOAEL/ 

NOAEC 

Population Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units

NOAEL = 500 ppm 

 

Results Remarks: Stability analyses demonstrated that the TS was stable in the diet 

for the period of time presented to the animals and that the TS 

was homogeneously distributed in the feed. Concentration 

verification analyses confirmed the theoretical dietary 

concentrations. 

CLINICAL SIGNS & MORTALITY 

- No mortalities occurred during the study, and there were no 

clinical signs 

which were considered to be treatment-related. 

OPHTHALMOSCOPIC FINDINGS 

- No treatment-related effects were observed. 

BODY WEIGHT & FOOD CONSUMPTION 

- Mean body weight gain was statistically decreased (p<=0.01) in 

3000 ppm males and the females treated with 1500 and 3000 ppm 

- Mean body weights of 3000 ppm males were statistically lower 

(p<=0.05) 

than those of the control animals during weeks 3 and 5 of the 

study 

- The mean body weight of the 1500 ppm females was statistically 

lower 

(p<=0.05) than that of the control animals during week 1 of the 

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study 

- At study termination, the mean body weight values of the mid and 

high 

dose males were 5% and 7% lower than that of the control animals, 

for the 

mid and high dose females, the mean body weight values were 4% and 

5% lower than that of the control animals 

- No treatment-related effects were observed regarding food 

consumption 

STATISTICALLY SIGNIFICANT MEAN WEEKLY 

BODY WEIGHT GAIN VALUES - Males 

------------------------------------- 

Control 500ppm 1500ppm 3000ppm 

Week 0 

77.1 76.7 71.8* 76.7 

Week 1 

53.6 55.7 49.7 42.8** 

STATISTICALLY SIGNIFICANT MEAN CUMULATIVE 

BODY WEIGHT GAIN VALUES - Males 

----------------------------------------- 

Control 500ppm 1500ppm 3000ppm 

Week 1 

53.6 55.7 49.7 42.8** 

Week 2 

109.3 111.8 102.8 80.4* 

Week 3 

159.7 163.1 145.8 127.6* 

Week 4 

195.3 199.2 178.8 166.6* 

Week 5 

228.9 232.1 212.7 195.4* 

Week 6 

257.1 263.9 239.3 232.2* 

STATISTICALLY SIGNIFICANT MEAN WEEKLY BODY 

WEIGHT GAIN VALUES - Females 

------------------------------------------ 

Control 500ppm 1500ppm 3000ppm 

Week 1 

24.5 21.9 14.4** 15.4** 

STATISTICALLY SIGNIFICANT MEAN CUMULATIVE 

BODY WEIGHT GAIN VALUES - Females 

----------------------------------------- 

Control 500ppm 1500ppm 3000ppm 

Week 1 

24.5 21.9 14.4** 15.4** 

Week 9 

124.6 118.0 105.3* 106.2* 

------------------------------------ 

* P<=0.05 

**P<=0.01 

HEMATOLOGY 

- An increase in clotting time as measured by activated partial 

thromboplastin time was noted. 

URINALYSIS 

- The mean activated partial thromboplastin (APTT) was 

statistically 

significantly (p<= 0.01) higher than that of the control; however, 

this was 

not considered to be biologically significant 

- No additional statistically significant effects on the 

urinalysis parameters 

investigated. 

CLINICAL CHEMISTRY 

- Serum gamma-glutamyltransferase was increased in both sexes at 

the high dose and in males at 1500 ppm. 

- Cholesterol was also increased in both sexes at the high dose 

(p<=0.01) 

- The mean serum alkaline phosphatase values for the males treated 

with 1500 ppm and 3000 ppm were significantly (p<=0.05) lower than 

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those of the control animals 

- Mean gamma-glutamyl transferase values were significantly 

increased in 

comparison to the control values in the males treated with 1500 

ppm (p<=0.05) and with 3000 ppm (p<=0.01) 

STATISTICALLY SIGNIFICANT MEAN CLINICAL 

CHEMISTRY VALUES - Males 

--------------------------------------- 

Control 500ppm 1500ppm 3000ppm 

Aspartate Aminostransferase (SGOT) 

84 72* 72* 61** 

Alkaline Phosphatase 

120 104 87** 85** 

Cholesterol 

65 73 80 96** 

Albumin 

4.4 4.5 4.6* 4.7** 

Gamma-Glutamyl Transferase 

1 0 3* 5** 

STATISTICALLY SIGNIFICANT MEAN CLINICAL 

CHEMISTRY VALUES - Females 

--------------------------------------- 

Control 500ppm 1500ppm 3000ppm 

Creatinine 

0.4 0.4 0.4* 0.4 

Total Protein 

7.2 7.5 7.6 7.9* 

Globulin (calculated) 

2.0 2.1 2.2 2.4** 

Total Bilirubin 

0.2 0.1 0.1* 0.1* 

------------------------------------ 

* P<=0.05 

**P<=0.01 

ORGAN WEIGHTS 

- Absolute liver weights were significantly (p<=0.01) increased in 

both sexes at the high dose 

- Statistically significant increases in liver/body weight and 

liver/brain ratios of males in all dose groups 

- Relative liver weights were increased by 11, 21 and 36% in males 

in the 

low, mid and high doses, respectively. 

- Absolute and relative liver weights of the 3000 ppm females were 

significantly (p<=0.01) elevated 

- The liver/body weight ratio of the 1500 ppm females also 

statistically 

elevated (p<=0.01) 

- Relative liver weight was increased in high dose females by 25%. 

- The absolute and relative liver weights of 500 ppm females were 

generally comparable to the controls 

- The test substance had no effect on adrenal, brain, kidney and 

spleen weights 

- The group mean absolute weight, organ to body weight ratios and 

organ to brain weight ratios of all the examined reproductive 

organs were unaffected in all dose groups 

STATISTICALLY SIGNIFICANT TERMINAL ORGAN AND BODY 

WEIGHTS, ORGAN/BODY WEIGHT AND ORGAN/BRAIN 

WEIGHT RATIOS - Males 

------------------------------------------------- 

Control 500ppm 1500ppm 3000ppm 

Kidney - Organ weight / total body weight (x1000) 

8.41 8.52 8.90 9.78** 

Liver - Weight (g) 

15.237 17.124 17.654 19.303** 

Liver - Organ weight / total body weight (x1000) 

2.92 3.25** 3.53** 3.97** 

Liver - Organ weight / brain weight 

6.75 7.79* 8.14** 8.54** 

STATISTICALLY SIGNIFICANT TERMINAL ORGAN AND BODY 

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WEIGHTS, ORGAN/BODY WEIGHT AND ORGAN/BRAIN 

WEIGHT RATIOS - Females 

------------------------------------------------- 

Control 500ppm 1500ppm 3000ppm 

Liver - Weight (g) 

8.830 8.743 9.417 10.395** 

Liver - Organ weight / total body weight (x1000) 

3.13 3.18 3.51** 3.91** 

Liver - Organ weight / brain weight 

4.26 4.29 4.66 5.03** 

------------------------------------ 

* P<=0.05 

**P<=0.01 

HISTOPATHOLOGICAL FINDINGS 

- No treatment-related macroscopic changes were observed 

- Histologically the only treatment-related finding was 

hepatocellular 

hypertrophy in both sexes (periportal in males and centrilobular 

in females) 

at 3000 ppm and 1500 ppm and in females only at 500 ppm 

- Swelling of hepatocellular cells and subsequent liver weight 

increase 

generally indicates an adaptive response of the liver to handling 

the chemical and not frank toxicity 

- The reproductive organs examined were unaffected by treatment 

with the test substance 

Definite signs of toxicity were observed at the high dose of 3000 

ppm 

including decreased body weight gains, increased serum 

gammaglutamyltransferase 

and increased cholesterol. Lesser effects on 

body weight gain and gamma-glutamyltransferase were also observed 

at the mid dose of 1500 ppm. The only changes noted at 500 ppm 

were a decrease in aspartate aminotransferase, a slight increase 

in relative liver weight (males only) and hepatocellular 

hypertrophy in females. The decrease in aspartate aminotransferase 

is of questionable toxicological significance. Absolute liver 

weights were not affected at 500 ppm and the relative liver weight 

was increased only slightly in males. The hepatocellular 

hypertrophy was only minimal or slight. Enlarged livers coupled 

with enlarged hepatocytes is generally interpreted as a 

physiological response to the chemical and does not represent 

frank toxicity. The slight physiological changes at 500 ppm are 

not considered an adverse effect and, therefore, 500 ppm is 

considered a no observed adverse effect level (NOAEL). 

Conclusion: The NOAEL was found to be 500 ppm (ca. 39 mg/kg bw) for male and 

female Sprague-Dawley CD rats. 

Reliability/Data Quality - Repeated-Dose Toxicity

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to accepted subchronic toxicity 

testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Repeated-Dose Toxicity

Reference: Blanset, D. 1996. A subchronic (3-month) toxicity study of SAN 

1289 H in the rat via dietary administration. Huntingdon Life 

Sciences, East Millstone, New Jersey, USA, unpublished. BASF 

RegDoc #96/5420. 

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 Genetic Toxicity in vivo 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Genetic Toxicity in vivo

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 96.3% 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Method - Genetic Toxicity in vivo

Type of Study: Bone Marrow Chromosomal Aberration 

Type of Test: Micronucleus assay 

Route of 

Administration: 

Intraperitoneal 

Type of Exposure: 

Species: Mouse 

Strain: ICR 

Gender: Both M/F 

Dose: 103, 205, and 410 mg/kg bw in a volume of 20 mL/kg 

bw 

Year Study Performed: 1996 

Method/Guideline 

Followed: 

OECD 474 

GLP: Yes 

Duration of 

Treatment/ 

Exposure Period and 

Units: 

Frequency of 

Treatment: 

1X 

Positive, Negative, and 

Solvent 

Control Substance(s): 

The negative control group received the vehicle only 

(corn oil). Cyclophosphamide was used as the positive 

control. 

Number of Animals per 

Sex 

and Dose Group: 

15 

Method/Guideline and 

Test Condition 

Remarks: 

The study was performed according to OECD 474 

"Mammalian Erythrocyte 

Micronucleus Test" and EEC 79/831, B12. 

The TS was tested for clastogenicity and the ability 

to have a spindle 

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position effect in ICR mice using a micronucleus 

test. The TS was dissolved in corn oil and was 

administered in a single i.p. dose to 15 male and 

female mice per group at doses of 103, 205, and 410

mg/kg bw in a volume of 20 mL/kg bw. The doses were 

selected based on a preliminary toxicity study where 

mortality was observed at doses of 600 mg/kg bw and

above. The negative control group received the 

vehicle only. Cyclophosphamide was used as the 

positive control. 

Five animals per sex per group were sacrificed at 24, 

48, and 72 h after 

administration of the TS and the bone marrow of two

femora was prepared. The positive controls were 

sacrificed 24 h after administration. After staining 

of the preparations, 1000 polychromatic erythrocytes 

were evaluated per animal. 

Verification of the TS concentrations were determined 

analytically. 

Test Results - Genetic Toxicity in vivo

Systemic Toxicity: 

Genotoxic Effect: Negative 

Results Remarks: The target concentrations were verified analytically. 

No mortality occurred at any dose level. The 

administration of the TS led 

to clinical symptoms in animals at 205 and 410 mg/kg 

bw. These symptoms included lethargy, hyperactivity

and aggressiveness. There were no clinical signs of

toxicity in the vehicle control, the low dose or the 

positive control groups. No inhibition of 

erythropoiesis as determined from the ratio of 

polychromatic to normochromatic erythrocytes was 

detected. 

The administration of the TS did not lead to an 

increase in the number of 

polychromatic erythrocytes containing micronuclei in 

any of the dose groups at any time period measured 

after treatment. The administration of the positive

control resulted in the expected increase in 

micronuclei, demonstrating the sensitivity of the 

assay. 

Conclusion: Under the conditions of this test, the TS does not 

have a chromosome damaging (clastogenic) effect in 

vivo. 

Reliability/Data Quality - Genetic Toxicity in vivo

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed according to accepted 

clastogenicity testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Genetic Toxicity in vivo

Reference: Putman, D., et al. 1996. Micronucleus cytogenetic 

assay in mice: SAN 1289 H technical MICROBIOLOGICAL

Associates, Rockville, Maryland, USA, unpublished. 

BASF RegDoc #96/5401. 

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 Genetic Toxicity in vitro 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethyl

-

Test Substance - Genetic Toxicity in vitro

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

The test substance (TS) was T0 1184 (SAN 582, step C4 "Via 

Keto-Enol"). The test substance was the racemic C4, CAS No. 

87676-01-1, 3-thiophenamine,N-(2-methoxy-1-methylethyl)-2,4-

dimethylSponsored 

Chemical Result 

Type: 

Measured 

Method - Genetic Toxicity in vitro

Type of Study: Bacterial reverse mutation assay 

Concentrations: 200, 300, 600, 1000, 2000, 3000 ug/plate 

Year Study 

Performed: 

1988 

Method/Guideline 

Followed: 

OECD 471 

GLP: No 

Postive, Negative, 

and Solvent 

Control Substance

(s): 

Negative controls: 

- DMSO with and without metabolic activation 

Positive controls: 

With metabolic activation: 

- 2-aminoanthracene 3 ug/plate (TA1535 and TA98) 

- 2-aminoanthracene 10 ug/plate (TA100 and TA97) 

- Benzo(a)pyrene 3 ug/plate (TA98) 

Without metabolic activation: 

- 9-aminoacridine 100 ug/plate (TA97) 

- MMNG 3 ug/plate (TA1535 and TA100) 

- 2-Nitrofluorine 2 ug/plate (TA98) 

- Mitomycin C 0.5 ug/plate (TA102) 

Method/Guideline 

and 

Test Condition 

Remarks: 

METHODOLOGY: 

- The study is similar to OECD Test Guideline 471 

CONTROLS: 

- Every plate received 0.1 mL of the solvent 

Negative controls: 

- DMSO with and without metabolic activation 

Positive controls: 

With metabolic activation: 

- 2-aminoanthracene 3 ug/plate (TA1535 and TA98) 

- 2-aminoanthracene 10 ug/plate (TA100 and TA97) 

- Benzo(a)pyrene 3 ug/plate (TA98) 

Without metabolic activation: 

- 9-aminoacridine 100 ug/plate (TA97) 

- MMNG 3 ug/plate (TA1535 and TA100) 

- 2-Nitrofluorine 2 ug/plate (TA98) 

- Mitomycin C 0.5 ug/plate (TA102) 

Beginning of test substance administration: 

- The TS and all control substances were mixed with the top 

agar components and were directly plated without preincubation 

(standard method) 

BACTERIAL STRAINS: 

TA97, TA98, TA100, TA102, TA1535 

- The strain-selections were made according to Mut. Res. 113, 

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(1983), 173-215. 

- The organisms were received from Prof. B.N. Ames 

- They were activated, controlled, and identified according to 

standard operating procedures 

RAT LIVER HOMOGENATE: 

- A 9000g supernatant from the liver of Aroclor 1254 induced 

male rats

- The homogenate was frozen in aliquots of 2 mL, it was stored 

at -70 to -80 deg C until use 

- The S9 contained per mL: supernatant from liver homogenate 

(0.1 mL), NADP (4 umol), glucose-6-phosphate (5 umol), Na/K 

phosphate buffer pH 7.4 (100 umol), MgCl2 (8 umol), KCl (33 

umol) 

PLATE TEST: 

- The agar mixture was poured into plates and allowed to 

harden 

- Two or three plates were used for each concentration of the 

TS, for the 

positive control and for the solvent 

- The plates were then incubated at 37 deg C for 90 h and then 

checked for 

the presence of the light background lawn 

- The number of revertants on each plate were counted 

ANALYSIS: 

- Colonies were counted after a 90 hour incubation period with 

a ARTEK 880 counting instrument 

- The examination was without randomization and the analysis 

was without 

standard methods 

Test Results - Genetic Toxicity in vitro

Details on 

Cytogenetic Assay: 

Statistics: 

Effect : Species Other 

Species 

Strain Other 

Strain 

Metabolic 

Activation 

Genotoxic 

Effect 

Conclusion 

 

Results Remarks: SOLUBILITY: 

- Stable in DMSO up to 30000 ug/mL (3000 ug/plate) 

- The solutions of the TS were added to the tester plates 

within one hour after preparation 

TOXICITY: 

- The two highest concentrations, 2000 and 3000 ug/plate, were 

partially 

bacteriotoxic 

MUTAGENICITY: 

- The positive controls showed the expected mutagenicity 

pattern 

- Treatment of 1000 ug/plate without metabolic activation 

increased the 

number of TA1535 revertants 1.60 times that of the control 

without metabolic activation 

- The data are shown below for TA1535 (without metabolic 

activation): 

Conc. A B C Mean X/control 

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0.00 48 36 45 43 1 

300 51 52 55 53 1.23 

1000 71 76 60 69 1.60 

3000 b b b - - 

b = bacteriotoxic 

- Addition of S9 completely suppressed the induction of 

mutants of strain TA 1535

- Treatment with the TS had no mutagenic effect on any of the 

other tester strains up to the bacteriotoxic dose range 

Conclusion: The TS is a weak, per se active mutagen for Salmonella 

typhimurium under the test conditions used. 

Reliability/Data Quality - Genetic Toxicity in vitro

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

The test was performed according to Sandoz Pharma Division 

SOP, which is in accordance with OECD Test Guideline 471 

"Bacterial Reverse Mutation Test" with no significant 

deviations. 

Key Study Sponsor 

Indicator: 

Reference - Genetic Toxicity in vitro

Reference: Suter, W. 1988b. T01184 San 582H C-4 Intermediate (Via KetoEnol) Mutagenicity Evaluation Using Salmonella typhimurium. 

Sandoz, Ltd. Pharma 

Division Research and Development. Study No.: Mut. Bact. 

30/88_2. 11 Nov 1988. 

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 Genetic Toxicity in vitro 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethyl

-

Test Substance - Genetic Toxicity in vitro

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P (analytical grade reference standard) 

CAS#: 163515-14-8 

Batch No.: RS-1289-111596 

Purity 99.4% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Method - Genetic Toxicity in vitro

Type of Study: Bacterial reverse mutation assay 

Concentrations: 4 to 5000 ug/plate 

Year Study 

Performed: 

1997 

Method/Guideline 

Followed: 

GLP: Yes 

Postive, Negative, 

and Solvent 

Control Substance

(s): 

For control purposes and to demonstrate the sensitivity of the 

test system, 

a negative control and positive controls both with and without 

S9 mix were tested. 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to OECD Test Guidelines 471 

and 472 and EC 92/69 B14 and B13. 

S. typhimurium strains TA100, TA1535, TA1537, TA98, and E.coli 

strain 

WP2 uvrA were used 

The test system strains were exposed to the TS dissolved in 

DMSO at doses ranging from 4 to 5000 ug/plate. The study 

consisted of a standard plate test and preincubation test both 

with and without metabolic activation (Aroclor induced rat 

liver S9 mix). Three plates were used per dose for each 

strain. 

Test Results - Genetic Toxicity in vitro

Details on 

Cytogenetic Assay: 

Statistics: 

Effect : Species Other 

Species 

Strain Other 

Strain 

Metabolic 

Activation 

Genotoxic 

Effect 

Conclusion 

 

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Results Remarks: A bacteriotoxic effect was observed depending on the strain 

and test conditions at doses greater than or equal to 2500 

ug/plate in 

the standard plate test and at doses greater than or equal to 

500 ug/plate 

in the preincubation test. The mean number of revertant 

colonies was 

not increased in any strain either with or without S9 

activation. Expected increases in revertant colonies were 

obtained with the positive controls. 

Another Ames test was performed by the same investigators 

using dimethenamid technical, 91.1%. This test also reported a 

negative result. 

Engelhardt, G., and Hoffman, H. 1997. Salmonella 

typhimurium/Escherichia coli reverse mutation assay with 

sdimethenamid. 

BASF Aktiengesellschaft, Ludwigshafen, Germany, 

unpublished. BASF RegDoc #97/10622. 

Conclusion: According to the results of the study, analytical grade pure 

dimethenamid-P is not mutagenic in the Ames reverse mutation 

assay. 

Reliability/Data Quality - Genetic Toxicity in vitro

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to accepted in vitro reverse 

mutation testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Genetic Toxicity in vitro

Reference: Engelhardt, G., and Hoffman, H. 1997. Salmonella 

typhimurium/Escherichia coli reverse mutation assay (standard 

plate test and preincubation test) with s-dimethenamid. BASF 

Aktiengesellschaft, Ludwigshafen, Germany, unpublished. BASF 

RegDoc #97/10621. 

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 Genetic Toxicity in vitro 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethyl

-

Test Substance - Genetic Toxicity in vitro

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

The test substance (TS) was T0 1184 (SAN 582, step C4 "Via 

Keto-Enol"). The test substance was the racemic C4, CAS No. 

87676-01-1, 3-thiophenamine,N-(2-methoxy-1-methylethyl)-2,4-

dimethylSponsored 

Chemical Result 

Type: 

Measured 

Method - Genetic Toxicity in vitro

Type of Study: Bacterial reverse mutation assay 

Concentrations: 500, 1000, 1500, 2000, 2500 and 3000 ug/plate 

Year Study 

Performed: 

1988 

Method/Guideline 

Followed: 

OECD 471 

GLP: No 

Postive, Negative, 

and Solvent 

Control Substance

(s): 

Negative controls: 

- DMSO with and without metabolic activation 

Positive controls: 

With metabolic activation: 

- 9-aminoacridine 3 ug/plate 

Without metabolic activation: 

- MMNG 3 ug/plate 

Method/Guideline 

and 

Test Condition 

Remarks: 

METHODOLOGY: 

- The study is similar to OECD Test Guideline 471 

CONTROLS: 

- Every plate received 0.1 mL of the solvent 

Negative controls: 

- DMSO with and without metabolic activation 

Positive controls: 

With metabolic activation: 

- 9-aminoacridine 3 ug/plate 

Without metabolic activation: 

- MMNG 3 ug/plate 

Beginning of test substance administration: 

- The TS and all control substances were mixed with the top 

agar components and were directly plated without preincubation 

(standard method) 

BACTERIAL STRAIN: 

TA1535 

- The strain-selections were made according to Mut. Res. 113, 

(1983), 173-215. 

- The organisms were received from Prof. B.N. Ames 

- They were activated, controlled, and identified according to 

standard operating procedures 

RAT LIVER HOMOGENATE: 

- A 9000g supernatant from the liver of Aroclor 1254 induced 

male rats 

- The homogenate was frozen in aliquots of 2 mL, it was stored 

at -70 to -80 deg C until use 

- The S9 contained per mL: supernatant from liver homogenate 

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(0.1 mL), NADP (4 umol), glucose-6-phosphate (5 umol), Na/K 

phosphate buffer pH 7.4 (100 umol), MgCl2 (8 umol), KCl (33 

umol) 

PLATE TEST: 

- The agar mixture was poured into plates and allowed to 

harden 

- The TS was plated at 25, 250 and 2500 ug/plate 

- Two or three plates were used for each concentration of the 

TS, for the positive control and for the solvent 

- The plates were then incubated at 37 deg C for 90 h and then 

checked for the presence of the light background lawn 

- The number of revertants on each plate were counted 

ANALYSIS: 

- Colonies were counted after a 90 hour incubation period with 

a ARTEK 880 counting instrument 

- The examination was without randomization and the analysis 

was without standard methods 

Test Results - Genetic Toxicity in vitro

Details on 

Cytogenetic Assay: 

Statistics: 

Effect : Species Other 

Species 

Strain Other 

Strain 

Metabolic 

Activation 

Genotoxic 

Effect 

Conclusion 

 

Results Remarks: SOLUBILITY: 

- Stable in DMSO up to 30000 ug/mL (3000 ug/plate) 

- The solutions of the TS were added to the tester plates 

within one hour after preparation 

TOXICITY: 

- 2500 ug/plate was partially bacteriotoxic, 3000 ug/plate was 

bacteriotoxic 

MUTAGENICITY: 

- The positive controls showed the expected mutagenicity 

pattern 

- Treatment of 2000 ug/plate without metabolic activation 

increased the number of TA1535 revertants 2.53 times that of 

the control without metabolic activation; higher 

concentrations were bacteriotoxic 

- The number of revertants increased in a dose-dependent 

manner until the 

bacteriotoxic concentrations 

- The data are shown below for TA1535 (without metabolic 

activation): 

Conc. A B C Mean X/control 

0 41 34 40 38 1 

500 57 62 68 62 1.63 

1000 70 80 88 79 2.08 

1500 85 85 110 93 2.45 

2000 95 91 103 96 2.53 

2500 76* 86 97 86 2.26 

3000 b b 71* 71 1.87 

b = bacteriotoxic 

* = reduced background lawn of growth 

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- Treatment with the TS had no mutagenic effect on any of the 

other tester strains up to the bacteriotoxic dose range 

Conclusion: The TS is a weak, per se active mutagen for Salmonella 

typhimurium under the test conditions used. 

Reliability/Data Quality - Genetic Toxicity in vitro

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

The test was performed according to Sandoz Pharma Division 

SOP, which is in accordance with OECD Test Guideline 471 

"Bacterial Reverse Mutation Test" with no significant 

deviations. 

Key Study Sponsor 

Indicator: 

Reference - Genetic Toxicity in vitro

Reference: Suter, W. 1988c. T01184 San 582H C-4 Intermediate (Via KetoEnol) Mutagenicity Evaluation Using Salmonella typhimurium. 

Sandoz, Ltd. Pharma 

Division Research and Development. Study No.: Mut. Bact. 

30/88_3. 11 Nov 1988. 

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 Genetic Toxicity in vitro 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethyl

-

Test Substance - Genetic Toxicity in vitro

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Method - Genetic Toxicity in vitro

Type of Study: Mammalian cell gene mutation assay 

Concentrations: 100 - 400 ug/mL without S9-mix and from 100 - 450 ug/mL with 

S9 mix 

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

OECD 476 

GLP: Yes 

Postive, Negative, 

and Solvent 

Control Substance

(s): 

A vehicle negative control was used as well as appropriate 

positive controls to demonstrate the sensitivity of the test 

system both with and without metabolic activation. 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to OECD Test Guideline 476 

"In Vitro Mammalian Cell Gene Mutation Test." 

The TS was tested for its ability to induce gene mutations at 

the HPRT locus in the CHO-K1-BH4 cell line in vitro. The dose 

levels used were selected based on results from a preliminary 

toxicity assay. The cells were treated for 5 hours. The 

concentrations of the TS dissolved in DMSO were from 100 - 400 

ug/mL without S9-mix and from 100 - 450 ug/mL with S9 mix. A 

vehicle negative control was used as well as appropriate 

positive controls to demonstrate the sensitivity of the test 

system both with and without metabolic activation. 

Test Results - Genetic Toxicity in vitro

Details on 

Cytogenetic Assay: 

Statistics: 

Effect : Species Other 

Species 

Strain Other 

Strain 

Metabolic 

Activation 

Genotoxic 

Effect 

Conclusion 

 

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Results Remarks: The treatment medium was cloudy, but without visible 

precipitation of the 

TS at concentrations greater than or equal to 400 ug/mL. 

Toxicity (i.e. the 

cloning efficiency was reduced) occurred at the higher 

concentrations tested. 

Positive controls gave expected results. With the test 

material, no biologically significant increases in the mutant 

frequency were observed either with or without metabolic 

activation. 

Conclusion: It is concluded that the TS is not mutagenic in the CHO/HGPRT 

test. 

Reliability/Data Quality - Genetic Toxicity in vitro

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed to accepted gene mutation testing 

guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Genetic Toxicity in vitro

Reference: San, R., Clark, J. 1996. CHO/HGPRT mutation assay: SAN 1289 H 

technical. MICROBIOLOGICAL Associates, Rockville, Maryland, 

USA, unpublished. BASF RegDoc 

#96/5404. 

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 Genetic Toxicity in vitro 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethyl

-

Test Substance - Genetic Toxicity in vitro

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

The test substance (TS) was T0 1184 (SAN 582, step C4 "Via 

Keto-Enol"). The test substance was the racemic C4, CAS No. 

87676-01-1, 3-thiophenamine,N-(2-methoxy-1-methylethyl)-2,4-

dimethylSponsored 

Chemical Result 

Type: 

Measured 

Method - Genetic Toxicity in vitro

Type of Study: Bacterial reverse mutation assay 

Concentrations: 25, 250 and 2500 ug/plate 

Year Study 

Performed: 

1988 

Method/Guideline 

Followed: 

OECD 471 

GLP: No 

Postive, Negative, 

and Solvent 

Control Substance

(s): 

Negative controls: 

- DMSO with and without metabolic activation 

Positive controls: 

With metabolic activation: 

- 2-aminoanthracene 3 ug/plate (TA1535 and TA98) 

- 2-aminoanthracene 10 ug/plate (TA100 and TA97) 

- Benzo(a)pyrene 3 ug/plate (TA98) 

Without metabolic activation: 

- 9-aminoacridine 100 ug/plate (TA97) 

- MMNG 3 ug/plate (TA1535 and TA100) 

- 2-Nitrofluorine 2 ug/plate (TA98) 

- Mitomycin C 0.5 ug/plate (TA102) 

Method/Guideline 

and 

Test Condition 

Remarks: 

METHODOLOGY: 

- The study is similar to OECD Test Guideline 471 

CONTROLS: 

- Every plate received 0.1 mL of the solvent 

Negative controls: 

- DMSO with and without metabolic activation 

Positive controls: 

With metabolic activation: 

- 2-aminoanthracene 3 ug/plate (TA1535 and TA98) 

- 2-aminoanthracene 10 ug/plate (TA100 and TA97) 

- Benzo(a)pyrene 3 ug/plate (TA98) 

Without metabolic activation: 

- 9-aminoacridine 100 ug/plate (TA97) 

- MMNG 3 ug/plate (TA1535 and TA100) 

- 2-Nitrofluorine 2 ug/plate (TA98) 

- Mitomycin C 0.5 ug/plate (TA102) 

Beginning of test substance administration: 

- The TS and all control substances were mixed with the top 

agar components and were directly plated without preincubation 

(standard method) 

BACTERIAL STRAINS: 

TA97, TA98, TA100, TA102, TA1535 

- The strain-selections were made according to Mut. Res. 113, 

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(1983), 173-215. 

- The organisms were received from Prof. B.N. Ames 

- They were activated, controlled, and identified according to 

standard operating procedures 

RAT LIVER HOMOGENATE: 

- A 9000g supernatant from the liver of Aroclor 1254 induced 

male rats

- The homogenate was frozen in aliquots of 2 mL, it was stored 

at -70 to -80 deg C until use 

- The S9 contained per mL: supernatant from liver homogenate 

(0.1 mL), NADP (4 umol), glucose-6-phosphate (5 umol), Na/K 

phosphate buffer pH 7.4 (100 umol), MgCl2 (8 umol), KCl (33 

umol) 

PLATE TEST: 

- The agar mixture was poured into plates and allowed to 

harden 

- The TS was plated at 25, 250 and 2500 ug/plate 

- Two or three plates were used for each concentration of the 

TS, for the positive control and for the solvent 

- The plates were then incubated at 37 deg C for 90 h and then 

checked for the presence of the light background lawn 

- The number of revertants on each plate were counted 

ANALYSIS: 

- Colonies were counted after a 90 hour incubation period with 

a ARTEK 880 counting instrument 

- The examination was without randomization and the analysis 

was without standard methods 

Test Results - Genetic Toxicity in vitro

Details on 

Cytogenetic Assay: 

Statistics: 

Effect : Species Other 

Species 

Strain Other 

Strain 

Metabolic 

Activation 

Genotoxic 

Effect 

Conclusion 

 

Results Remarks: SOLUBILITY: 

- Stable in DMSO 

- The solutions of the TS were added to the tester plates 

within one hour after preparation 

TOXICITY: 

- Not toxic at any concentration 

MUTAGENICITY: 

- The positive controls showed the expected mutagenicity 

pattern 

- Treatment of 2500 ug/plate without metabolic activation 

increased the number of TA1535 revertants 2.30 times that of 

the control without metabolic activation 

- The number of revertants increased in a dose-dependent 

manner

- The data are shown below for TA1535 (without metabolic 

activation): 

Conc. A B Mean X/control 

0.00 42 52 47 1 

25.0 61 53 57 1.21 

250 60 50 55 1.17 

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2500 105 111 108 2.30 

- Addition of S9 completely suppressed the induction of 

mutants of strain TA 1535

- Treatment with the TS had no mutagenic effect on any of the 

other tester strains up to the bacteriotoxic dose range 

Conclusion: The TS is a weak, per se active mutagen for Salmonella 

typhimurium under the test conditions used. 

Reliability/Data Quality - Genetic Toxicity in vitro

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

The test was performed according to Sandoz Pharma Division 

SOP, which 

is in accordance with OECD Test Guideline 471 "Bacterial 

Reverse 

Mutation Test" with no significant deviations. 

Key Study Sponsor 

Indicator: 

Reference - Genetic Toxicity in vitro

Reference: Suter, W. 1988a. T01184 San 582H C-4 Intermediate (Via KetoEnol) Mutagenicity Evaluation Using Salmonella typhimurium. 

Sandoz, Ltd. Pharma 

Division Research and Development. Study No.: Mut. Bact. 

30/88_1. 11 Nov 1988. 

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 Reproductive Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Reproductive Toxicity

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-

2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

The test substance (TS) was SAN 582 H C-4 Intermediate. The test 

substance was the racemic C4, CAS No. 87676-01-1, 3-

thiophenamine,N-(2-methoxy-1-methylethyl)-2,4-dimethylSponsored 

Chemical Result 

Type: 

Measured 

Method - Reproductive Toxicity

Route of 

Administration: 

Oral 

Type of Exposure: In Food 

Species: Rat 

Mammalian Strain: Other 

Other Strain: 

Gender: Both M/F 

Number of Animals 

per Dose: 

32 

Dose: 100, 300 and 1000 ppm (Males: ca. 6.2, 18.2, 57.7 mg/kg bw/day; 

Females: ca. 7.4, 20.7, 66.0 mg/kg bw/day) 

Year Study 

Performed: 

1994 

Method/Guideline 

Followed: 

GLP: Yes 

Exposure Period: 13 Weeks 

Frequency of 

Treatment: 

continuous (ad libitum) 

Post-Exposure 

Period: 

Method/Guideline 

and 

Test Condition 

Remarks: 

TEST SUBSTANCE ANALYSES: 

- Test samples of treated diet were assessed for homogeneity and 

stability 

- Positive control preparations were tested to verify stability in 

the diet for up to one week 

- Periodic analyses of each test diet prepared were collected for 

each of 

the first 4 weeks and monthly for the remainder of the study and 

were analyzed in duplicate for test article concentration 

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EXPERIMENTAL DESIGN 

Test Animals & Environmental Conditions: 

- The animals were housed individually for the entirety of the 

study (except day 1 of acclimation in which they were housed 3 per 

cage) 

- Age at randomization: 41 days 

- Body weight at randomization: males 138-162 g; females 116-134 g 

- The acclimation period was a minimum of 7 days 

- During acclimation, the animals were observed for any clinical 

signs of 

disease 

- The animals were provided with basal laboratory diet of 

Certified 

Rodent 

Chow #5002 (replaced 3 times/study week) and tap water ad libitum 

- Temperature: 70-73 deg F (71 +/- 0.9 deg F) 

- Humidity: 46-70% (57 +/- 8.4%) 

- Photoperiod: fluorescent lighting provided 12 hours per day 

Exposure: 

- The animals were randomly assigned to the positive control, 

vehicle control, and the three concentration groups

- The positive control was 16 mg/kg/day acrylamide 

- Animals were randomly selected for neurobehavioral examination 

and 

neuropathology, which were conducted over a 4-5 day period; the 

animals 

were divided into approx. equal squads of male and female rats 

from 

each 

group 

- For each dose and controls 16 males and 16 females were exposed 

to 

the TS 

- Exposure concentrations: 100, 300, 1000 ppm (selected on the 

basis of 

available data from IRDC Study Number 658-006, "4-Week Oral 

Toxicity 

Study in Rats-Pilot") 

- The positive control was administered by intragastric intubation 

(5 times/week for 13 weeks) 

IN-LIFE EXAMINATIONS 

Mortality: 

- At least twice daily throughout the study 

Clinical Signs: 

- Twice daily for signs of overt toxicity at the times of the 

moribundity/mortality checks

- Detailed examinations were conducted once each week beginning 

with 

treatment, particular attention was given to detect behavioral 

and/or 

neurological abnormalities 

Weekly Body Weights: 

- Recorded weekly from randomization until euthanasia for all 

animals 

Food & Compound Consumption: 

- Recorded weekly from randomization until euthanasia for all 

animals 

- Compound consumption was calculated on the corresponding food 

consumption weeks 

Disposition of Animals: 

- Following week 13, animals not selected for neuropathological 

examination were euthanized by CO2 asphyxiation and necropsied; 

each 

rat was examined for external abnormalities, including palpable 

masses,

and the thoracic and abdominal cavities and organs were examined 

for 

grossly evident morphological changes 

- Tissues were saved in buffer for histopathological examination 

Clinical Pathology: 

- Conducted on 11/sex/group at pretest and surviving animals at 

study 

termination 

- Hematological, biochemical, and urological parameters were 

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assessed 

Anatomic Pathology - Toxicity Test Animals: 

Macroscopic 

- Complete postmortem examination performed in all toxicity test 

animals 

- All survivors were sacrificed by CO2 asphyxiation and examined 

for 

external abnormalities including palpable masses 

- Any internal masses were recorded 

- Representative samples of the following reproductive organs were 

collected and preserved for examination: ovaries (2), testis with 

epididymides (2), mammary gland (females only), prostate gland and 

seminal vesicle (2), uterus (both horns), the uterus and cervix, 

and the 

vagina 

Organ Weights 

- Absolute organ weights from all surviving toxicity test animals 

were 

recorded along with postmortem body weights and appropriate weight 

ratios (relative to body and brain weight) calculated 

- Of the organs with reproductive function, only the ovaries and 

the testes 

were weighed 

Microscopic 

- A full complement of organs and tissues were examined 

microscopically

for the vehicle control and high-dose groups euthanized at study 

termination and on all toxicity test animals from all groups 

euthanized 

during the course of the study. 

- Representative samples of the following reproductive organs were 

collected and preserved for examination: ovaries (2), testis with 

epididymides (2), mammary gland (females only), prostate gland and 

seminal vesicle (2), uterus (both horns), the uterus and cervix, 

and the 

vagina 

- In addition, the following tissues were examined microscopically 

for all 

toxicity test animals in the low and mid dose groups: liver, 

kidney 

(2), and 

lung (2) 

- The observed lesions were graded as trace, mild, moderate, or 

severe 

STATISTICAL ANALYSES: 

- All statistical analyses compared the treatment groups with the 

vehicle 

control with levels of significance at p = 0.05 and p = 0.01 

Pre-Mating 

Exposure / Males: 

Pre-Mating 

Exposure / 

Females: 

Test Results - Reproductive Toxicity

Concentration 

(LOAEL/ LOAEC/ 

NOAEL/ NOAEC) :

LOAEL/ 

LOAEC/ 

Population Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

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NOAEL/ 

NOAEC 

NOAEL Female 

(Maternal) 

= 66 mg/kg 

bw 

NOAEL Male 

(Paternal) 

= 57 mg/kg 

bw 

 

Results: Results for Organ Weights and Pathology are summarized below: 

ANATOMIC PATHOLOGY 

- Macroscopic: no treatment-related effects on any examined 

reproductive 

tissue or non-reproductive tissue 

- Organ weights: a dose-related reduction in the group terminal 

body 

weight was seen in both males and females of all treated groups 

compared 

to the vehicle control (statistically significant in the 1000 ppm 

group), 

consequently the group mean relative weights of brain (p< 0.05) 

and 

testis 

(p< 0.01) for the males and the brain 1000 ppm, p< 0.01), kidney 

(100 

ppm, p< 0.05; 300 and 1000 ppm, p< 0.01), liver (1000 ppm, p< 

0.01) 

and 

ovary (100 and 1000 ppm, p< 0.05) for the females were higher in 

the 1000 

ppm group (all of these higher relative weights were considered to 

be a 

reflection of the lower body weight and not due to any primary TS 

changes 

in those organs based on the fact that there was no significant 

absolute 

weight difference for these organs and there were no TS related 

gross or 

microscopic changes in these organs) 

- Microscopic: no treatment-related microscopic changes on 

reproductive 

or non-reproductive tissues, all microscopic changes were 

considered to be 

of spontaneous origin having no toxicological significance 

Results Remarks: This study is a sub-chronic toxicity/neurotoxicity study that was 

not performed specifically to assess toxicity to fertility. Data 

from examinations 

of reproductive organs and tissues are summarized here. 

The entry for Repeat Dose Toxicity contains the following 

information: 

Prepared test and control article analyses; Mortality; Clinical 

Signs; Weekly 

Body Weights; Food & Compound Consumption; Functional 

Observational 

Battery; Motor Activity Evaluations; Opthalmoscopic Evaluations; 

and Clinical Pathology. 

Conclusion: No effects were observed on reproductive organs or tissues up to 

and including the highest dose tested (ca. 57.7 mg/kg bw/day for 

males and 66.0 mg/kg bw/day for females) 

Reliability/Data Quality - Reproductive Toxicity

Reliability: 2 - Valid With Restrictions 

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Reliability 

Remarks: 

This is a well-documented study conducted according to acceptable 

methods and under GLP. The purpose of this study was not to 

examine 

toxic effects to fertility. However, reproductive organs were 

examined for lesions so the study is relevant. 

Key Study Sponsor 

Indicator: 

Reference - Reproductive Toxicity

Reference: Schaefer, G.J. 1994. 13 Week Combined Subchronic Oral Toxicity and 

Neurotoxicity Study in Rats. International Research and 

Development 

Corporation, Mattawan, MI. Study No.:658-005. Submitted to: Sandoz 

Agro, Inc. May 6, 1994. BASF RegDoc# 94/11896. 

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 Reproductive Toxicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Reproductive Toxicity

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 8710 

Purity 92.6% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Method - Reproductive Toxicity

Route of 

Administration: 

Oral 

Type of Exposure: In Food 

Species: Rat 

Mammalian Strain: Wistar 

Gender: Both M/F 

Number of Animals 

per Dose: 

50 

Dose: 0, 100, 500, and 2000 ppm 

Year Study 

Performed: 

1989 

Method/Guideline 

Followed: 

OECD 416 

GLP: Yes 

Exposure Period: 

Frequency of 

Treatment: 

continuous 

Post-Exposure 

Period: 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to OECD 416 "Two-Generation 

Reproduction Toxicity." 

The TS was administered in the diet to groups of 25 male and 25 

female sexually immature Wistar rats (F0 parental generation) at 

the following 

doses: 0, 100, 500, and 2000 ppm. After 70 days of treatment, F0 

animals 

were mated to produce the F1 generation. Groups of 25 male and 25 

females were selected from the F1 pups as the F1 parental 

generation and were dosed with 0, 100, 500, or 2000 ppm post 

weaning for 101 days. This breeding program was repeated to 

produce the F2 generation. The study was terminated with the 

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sacrifice of the F2 weanlings and F1 adult animals. Test diets 

containing the TS were offered continuously throughout the study. 

The stability and homogenous distribution of the TS in the diet 

were 

evaluated prior to study start. Analyses to confirm correct 

concentrations 

were performed periodically during the study. 

Food consumption of the F0 and F1 parents was determined weekly up 

to 

the mating period. After mating, female food consumption was 

determined 

on days 0, 7, 14 and 21 of gestation and on days 1, 4, 7 and 14 

post partum. 

In general, body weights of F0 and F1 parents were determined once 

weekly until the mating period. During gestation and lactation 

F0/F1 females were weighed on days 0, 7, 14 and 21 of gestation 

and on days 1, 4, 7, 14 and 21 after birth. The F1 and F2 pups 

were weighed on the day of or day after birth and on days 4, 7, 14 

and 21 post partum. 

The parents' and the pups' state of health was checked at least 

once each 

day, and parental animals were examined for their mating and 

reproductive 

performances. Pups were sexed and evaluated as to health, and pup 

viability was recorded. All pups were examined macroscopically at 

necropsy. 

All F0 and F1 parental animals were assessed by gross pathology 

(including liver weight determination) and subjected to a 

histopathological examination, special attention being paid to the 

organs of the 

reproductive system. 

The mean TS intake during premating (F0 and F1 parental animals) 

is shown in the following table. 

Dietary dose Test Substance Intake 

level (ppm) (mg/kg bw) 

100 10 

500 50 

2000 150 

Pre-Mating 

Exposure / Males: 

Pre-Mating 

Exposure / 

Females: 

Test Results - Reproductive Toxicity

Concentration 

(LOAEL/ LOAEC/ 

NOAEL/ NOAEC) :

LOAEL/ 

LOAEC/ 

NOAEL/ 

NOAEC 

Population Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units

NOAEL Male 

(Paternal) 

= 2000 ppm 

NOAEL Female 

(Maternal) 

= 2000 ppm 

 

Results: The stability and homogeneity of the TS in the diet and target 

dietary 

concentrations were confirmed by analysis. 

F0 and F1 Parents: 

There were no effects due to treatment on any reproductive 

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parameter. 

Clinical examinations 

- Food consumption was decreased at 2000 ppm in both F0 and F1 

- Mean body weights were decreased by 6% in F0 males and 8% in F1 

males

- Body weight gain was decreased by 12% in F0 males and 8% in F1 

males

Clinical pathology 

- The absolute liver weight was increased by 11% and 19% in F0 

males and females respectively and by 10% and 21% in F1 males and 

females respectively 

- The relative liver weight was increased by 17% and 23% in F0 

males and

females respectively and by 20% and 21% in F1 males and females 

respectively 

Clear signs of general, systemic toxicity occurred in both 

parental generations at 2000 ppm. Toxicity was characterized by 

decreased food 

consumption and increased liver weight in both sexes and impaired 

body weight gain in males. At 500 ppm there was a very slight 

increase in liver weight (F0 males 4%, females 10%; F1 males 3%, 

females 4%). An increase in liver is most likely an adaptive 

response to the liver handling of the chemical and does not 

represent frank toxicity. Therefore, the slight increase in liver 

weight at 500 ppm is not considered an adverse effect. 

F1 and F2 Pups: 

There were no effects on pup survival. At 2000 ppm, pup body 

weight gains were reduced during lactation period for both the F1 

and F2 generations. There was no effect on pup body weights at 500 

or 100 ppm. 

Results Remarks: In a 90-day oral subchronic study in rats, there were no changes 

in the 

absolute or relative weights of ovaries or testes (with 

epididymides) in rats 

examined at terminal sacrifice. In addition, no gross or 

microscopic lesions were noted in these reproductive organs. The 

highest dose tested was 3000 ppm in the diet (239 mg/kg bw/day). 

Blanset, D. 1996. A subchronic (3-month) toxicity study of SAN 

1289 H in the rat via dietary administration. Huntingdon Life 

Sciences, East Millstone, New Jersey, USA, unpublished. BASF 

RegDoc #96/5420. 

Conclusion: There were no adverse effects on reproductive parameters of the 

parental 

animals at any dose level. Clear signs of general, systemic 

toxicity 

occurred in both parental generations at 2000 ppm. The only 

treatment-related effect on pups was a decreased pup weight gain 

during lactation at 2000 ppm. Therefore, the NOAEL for 

reproductive function is 2000 ppm (ca. 150 mg/kg bw/day). The 

NOAEL for parental systemic toxicity and developmental toxicity is 

500 ppm (ca. 50 mg/kg bw/day). 

Reliability/Data Quality - Reproductive Toxicity

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to accepted reproductive toxicity 

testing 

guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Reproductive Toxicity

Reference: Sutter, P., et al. 1989. SAN 582 H: Two-generation reproduction 

study in the rat. RCC, Research & Consulting Company AG, 

Switzerland, unpublished. BASF RegDoc #90/11140. 

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 Developmental Toxicity/Teratogenicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Developmental Toxicity/Teratogenicity

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 8605 

Purity 92% 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Method - Developmental Toxicity/Teratogenicity

Route of 

Administration: 

Oral 

Type of Exposure: Gavage 

Species: Rabbit 

Mammalian Strain: New Zealand White 

Gender: Female 

Number of Animals 

per Dose: 

20 

Dose: 37.5, 75, and 150 mg/kg bw 

Year Study 

Performed: 

1988 

Method/Guideline 

Followed: 

OECD 414 

GLP: Yes 

Exposure Period: 12 Days 

Frequency of 

Treatment: 

daily, days 6-18 post insemination 

Post-Exposure 

Period: 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to OECD 414 "Teratogenicity." 

The test substance was tested for its prenatal toxicity in New 

Zealand white 

rabbits. The TS was combined with equal amounts of HiSil and 

suspended in aqueous 0.5% carboxymethylcellulose. Twenty pregnant 

female rabbits/group were administered the TS by stomach tube at 

doses of 37.5, 75, and 150 mg/kg bw on days 6-18 post insemination 

(p.i.). A dose volume of 10 mL/kg bw was used. The control group, 

consisting of 20 does, was dosed with an amount of HiSil in 

carboxymethylcellulose equal to that given in the high dose group. 

Analytical verification of the stability and homogeneity of 

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dimethenamid in 

carboxymethylcellulose were determined and verification of test 

concentrations was performed three times during the current study. 

Food consumption and body weights of the animals were recorded 

regularly throughout the study period. The state of health of the 

animals was checked at least once each day. 

All females were sacrificed on day 29 p.i.. The number of corpora 

lutea 

were determined and the number and distribution of implantation 

sites were 

classified. The fetuses were dissected from the uterus, sexed, 

weighed 

and further investigated for any external, soft tissue and 

skeletal findings. 

Test Results - Developmental Toxicity/Teratogenicity

Concentration 

(LOAEL/ LOAEC/ 

NOAEL/ NOAEC) :

LOAEL/ 

LOAEC/ 

NOAEL/ 

NOAEC 

Population Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

NOAEL Female 

(Maternal) 

= 37.5 mg/kg 

bw 

LOAEC Fetal = 75 mg/kg 

bw 

 

Results Remarks: Analytical determinations demonstrated that the TS concentrations 

were acceptably close to the target levels. 

In the 150 mg/kg bw dose, two animals aborted and this was 

considered a 

treatment-related effect. Clinical signs considered related to 

treatment 

were localized alopecia at the high dose and reduced feces at the 

mid and high doses.

Food consumption was reduced by 24% in high dose animals. During 

the 

treatment period, a body weight loss occurred in high dose animals 

and body weight gain was reduced by 22% at the mid dose. 

There were no gross pathological findings which were related to 

treatment. 

There were no treatment-related effects in implantation, live 

litter size, fetal sex ratio or fetal body weight. Likewise, there 

were no effects on external, soft tissue or skeletal variations or 

malformations. 

Conclusion: The TS produced clear signs of maternal toxicity at 150 mg/kg bw 

as 

evidenced by reduced food consumption, a body weight loss and 

clinical 

signs. Maternal toxicity, though less severe, was also observed at 

the mid 

dose including a reduced body weight gain and clinical signs. Two 

animals aborted at the high dose, but especially in rabbits, a low 

incidence of abortions at the high dose must be seen in connection 

with clear maternal toxicity. 

For this prenatal toxicity study in New Zealand White rabbits, the 

NOAEL for maternal toxicity was 37.5 mg/kg bw, and the 

developmental toxicity NOAEL was 75 mg/kg bw. 

Reliability/Data Quality - Developmental Toxicity/Teratogenicity

Reliability: 1 - Valid Without Restrictions 

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Reliability 

Remarks: 

GLP study performed according to accepted teratogenicity testing 

guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Developmental Toxicity/Teratogenicity

Reference: Hoberman, A. 1988. Developmental toxicity (embryo/fetal toxicity 

and teratogenic potential) study of SAN 582 H administered orally 

(stomach tube) to New Zealand white rabbits. ARGUS Research 

Laboratories, Horsham, Pennsylvania, USA, unpublished. BASF RegDoc 

#88/11376. 

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 Developmental Toxicity/Teratogenicity 

CAS Number : 170373-17-8

Sponsored 

Chemical Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4-dimethylTest Substance - Developmental Toxicity/Teratogenicity

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance 

Comments: 

Name: dimethenamid-P, SAN 1289-H Technical 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1%, S-dimethenamid; 96.3 total dimethenamid 

Sponsored 

Chemical Result 

Type: 

See Test Plan and Category Analysis 

Method - Developmental Toxicity/Teratogenicity

Route of 

Administration: 

Oral 

Type of Exposure: Gavage 

Species: Rat 

Mammalian Strain: Sprague-Dawley 

Gender: Female 

Number of Animals 

per Dose: 

25 

Dose: 25, 150, and 300 mg/kg bw 

Year Study 

Performed: 

1996 

Method/Guideline 

Followed: 

Other 

GLP: Yes 

Exposure Period: 9 Days 

Frequency of 

Treatment: 

daily, days 6-15 post coitum 

Post-Exposure 

Period: 

Method/Guideline 

and 

Test Condition 

Remarks: 

The study was performed according to U.S. EPA FIFRA, Subdivision F, 

Paragraph 83-3. 

The TS was administered to 25 pregnant female rats per group by 

stomach tube at dosages of 25, 150, and 300 mg/kg bw on post coitum 

(p.c.) days 6-15. The TS was suspended in 0.5% aqueous 

carboxymethylcellulose after first adhering the TS to HiSil 233 as 

the carrier. A standard dose volume of 10 mL/kg bw was used. The 

control group, consisting of 25 dams, was dosed with the vehicle 

only. 

Analytical verification of stability and homogeneity of the TS in 

0.5% 

carboxymethylcellulose were determined prior to the study start. 

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Verification of test concentrations was performed twice during the 

study. 

Food consumption and body weights of the animals were recorded 

regularly throughout the study period. The state of health of the 

animals was checked twice each day. 

On p.c. day 20, all females were sacrificed and assessed by gross 

pathology (including weight determination of the liver). The number 

of corpora lutea were determined and the number and distribution of 

implantation sites was classified. The fetuses were removed from 

the uterus, sexed, weighed and investigated for any external 

findings. Approximately one half of the fetuses were examined for 

soft tissue findings and one half were examined for skeletal 

findings. 

Test Results - Developmental Toxicity/Teratogenicity

Concentration 

(LOAEL/ LOAEC/ 

NOAEL/ NOAEC) :

LOAEL/ 

LOAEC/ 

NOAEL/ 

NOAEC 

Population Value 

Description 

Value/Lower 

Concentration 

Upper 

Concentration 

Units 

NOAEL Female 

(Maternal) 

= 25 mg/kg 

bw/day 

NOAEL Fetal = 25 mg/kg 

bw/day 

 

Results Remarks: Analytical determinations demonstrated that TS concentrations were 

acceptably close to the target level. 

- No mortalities, abortions, or premature deliveries occurred 

during the 

study. 

- The 300 mg/kg group had increased incidences of excess 

lacrimation, 

piloerection, excess salivation, decreased motor activity, orange 

substance 

on fur, swollen ocular membrane, ptosis, dark pink skin, 

urinestained 

abdominal fur and coldness to touch. 

- There were no signs of clinical toxicity related to treatment 

observed in mid or low dose animals. 

BODY WEIGHT & FOOD CONSUMPTION 

- A statistically significant reduction in feed consumption 

occurred at all dose levels during the treatment period; however, 

absolute food 

consumption was considered inappropriate to evaluate treatmentrelated 

effects due to the random variability of maternal body weight gain 

in the 25 mg/kg bw/day group. 

- The relative feed consumption (body weight is considered) was 

only 

statistically reduced at 25 mg/kg bw/day on p.c. days 6-9 and only 

slightly reduced on p.c. days 9-12 and 12-16 (this effect was not 

considered 

toxicologically relevant). 

- Absolute and relative feed consumption values were significantly 

reduced (p<=0.05 and p<=0.01) in the 150 and 300 mg/kg bw/day 

dosage groups 

for the entire gestation period after dosage was begun (GDs 6-20) 

and in the 300 mg/kg bw/day group for the entire gestation period 

(GDs 0- 

20). 

- Relative feed consumption was significantly increased (p <=0.05)

in the 

150 and 300 mg/kg bw/day dosage groups on GDs 16-20 (rebound 

phenomena) 

- Significant weight loss (p <=0.01) in the 300 mg/kg bw/day dosage 

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group occurred on GDs 6-9 as compared with the control group values 

- At 300 mg/kg bw/day, group mean body weights and weight gains 

were 

statistically reduced during the entire dosing period (gestation 

days 6 through 15) compared with the control group 

- Body weight gains were reduced in the 25 and 150 mg/kg bw/day 

dosage groups when compared to control values on GDs 6-9 (the 

reduction in the 25 mg/kg bw/day group is most likely associated 

with the reduction in feed consumption (p<0.05,0.01) during days 6- 

9, 12-16 and 6-16) 

- There were statistically significant reductions in body weights 

and weight 

gains in the 150 mg/kg bw/day dose (body weights on days 9 and 12; 

body weight gains, days 6-16) 

- For the 25 mg/kg bw/day group, there were no statistically 

significant decreases in body weight at any weighing interval 

during the study; 

however, the group means were numerically lower than the control 

- A significant (p<0.01) reduction in the 25 mg/kg bw/day group 

occurred 

when compared to the control during the dosing period, this is 

probably 

associated with the reduction in feed consumption (p<0.05,0.01) 

during days 6-9, 12-16 and 6-16. 

ORGAN WEIGHTS 

- Relative liver weights were increased (p <=0.01) at 300 mg/kg 

bw/day 

(8%); there were no necropsy observations considered related to 

treatment. 

- Dose-dependent but not statistically significant tendencies for 

increased 

absolute liver weight (approx. 4.0%) and reduced terminal body 

weight in the 300 mg/kg bw/day. 

REPRODUCTIVE PARAMETERS 

- There were no treatment-related effects on pre- or 

postimplantation loss, 

the number of resorptions or number of viable fetuses, or on the 

sex distribution of fetuses. 

FETAL BODY WEIGHTS 

- Mean fetal weight was slightly (non-statistically) reduced at 300 

and 150 

mg/kg bw/day (3 and 2%, respectively); these were considered 

biologically 

important as they were associated with the increased incidences of 

reversible delays in ossification in these groups 

SKELETAL & VISCERAL ABNORMALITIES 

- No treatment-related findings occurred in relation to external, 

soft tissue 

or skeletal malformations. 

- Distended ureters were seen in seven high dose fetuses in three 

litters 

compared to three control group fetuses in two litters. Because the 

litter 

incidence did not differ significantly from control, this increase 

was not 

considered treatment-related. 

- At 300 and 150 mg/kg bw/day there was a statistically significant 

increase 

in the incidence of two retarded ossifications, sternal centra and 

pelvic 

pubis. Further evaluation of the delayed ossifications indicated 

that these 

differences were spurious, primarily due to unusually low control 

values, 

and not related to treatment. The report states that these 

variations are 

generally considered to be reversible delays in development 

associated 

with reduced fetal body weights and resolving with continued growth 

- The total numbers of fetuses with any identified alterations were 

13(3.5%), 12(3.2%), 20(6.4%, p<=0.05), and 31(7.7%, p<=0.01) and 

the average percentages of fetuses with any alterations were 3.4, 

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3.2, 4.5 and 7.5% in the vehicle control, 25, 150 and 300 mg/kg 

bw/day dosage groups, respectively. 

Conclusion: Administration of the TS to pregnant Sprague-Dawley rats during 

organogenesis produced distinct signs of maternal toxicity at the 

high dose of 300 mg/kg bw as evidenced by initial body weight loss, 

subsequent reduced maternal body weight gain, clinical observations 

and increased liver weight. A reduced maternal body weight gain 

also occurred at 150 mg/kg bw. Slight fetal weight decreases were 

observed at 150 and 300 mg/kg bw. The only differences noted from 

control at 25 mg/kg bw were a slight and transient decrease in 

maternal body weight gain and food consumption during the first 

three days of treatment. These differences were not considered to 

be of toxicological significance. 

For this study, the NOAEL for maternal toxicity is 25 mg/kg bw/day, 

based on a decrease in body weight/gain and feed consumption at 150 

mg/kg

bw/day (these effects plus clinical signs at 300 mg/kg bw/day). The 

NOAEL for developmental toxicity is also 25 mg/kg bw/day, based on 

an increased incidence in incomplete ossification of the second 

sternal centra and/or pelvic pubis at 150 and 300 mg/kg bw/day. 

These variations were considered to possibly relate to a delay in 

fetal maturity related to maternal effects at the 2 higher doses 

(slightly smaller fetuses and decreases in maternal body weight and 

maternal body weight gains). 

Reliability/Data Quality - Developmental Toxicity/Teratogenicity

Reliability: 1 - Valid Without Restrictions 

Reliability 

Remarks: 

GLP study performed according to accepted developmental toxicity 

testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Developmental Toxicity/Teratogenicity

Reference: York, R. 1996. Oral (gavage) developmental toxicity study of SAN 

1289 H in rats. ARGUS Research Laboratories, Horsham, Pennsylvania, 

USA, unpublished. BASF RegDoc #97/5274. 

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 Pharmacokinetics and Metabolism 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Pharmacokinetics And Metabolism

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

[3-Thienyl-14C] Dimethenamid, racemic. The 

radiochemical purity was > 

99% and the specific activity was 157 ìCi/mg. 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Method - Pharmacokinetics And Metabolism

Route of 

Administration: 

Other 

Other Route of 

Administration: 

oral gavage or intravaneous injection 

Species: Rat 

Mammalian Strain: 

Gender: Both M/F 

Number of Animals per 

Dose: 

Dose: Group 1: Oral dose of 10 mg/kg bw 

Group 2: IV dose of 10 mg/kg bw 

Group 3: Oral dose of 1000 mg/kg bw 

Group 4: Oral dose of unlabeled TS for 14 days at 10 

mg/kg bw followed 

with a 14C oral dose of 10 mg/kg bw 

Group 5: Rats were bile duct cannulated and received 

an oral dose of 10 

mg/kg bw 

Year Study Performed: 1992 

Method/Guideline 

Followed: 

Other 

GLP: Yes 

Exposure Period: 168 Hours 

Frequency of 

Treatment: 

Body Fluids Sampled: 

Tissues Sampled: 

Excretion Routes: 

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Method/Guideline and 

Test Condition 

Remarks: 

The TS was administered to five groups: 

Group 1: Oral dose of 10 mg/kg bw 

Group 2: IV dose of 10 mg/kg bw 

Group 3: Oral dose of 1000 mg/kg bw 

Group 4: Oral dose of unlabeled TS for 14 days at 10 

mg/kg bw followed with a 14C oral dose of 10 mg/kg bw 

Group 5: Rats were bile duct cannulated and received 

an oral dose of 10 mg/kg bw 

Groups 1-4 had 6 rats/sex/dose while group 5 

consisted of 3 rats/sex/dose. 

Excreta from each group and bile from group 5 were 

collected periodically 

until sacrifice at 168 hours. Additional rat 

experiments, set up to collect 

blood and tissue samples at 1, 4, 24, 72 and 168 

hours, were set up with 2 

dose groups (3/sex/group) exposed to either 10 or 

1000 mg/kg bw. 

Test Results - Pharmacokinetics And Metabolism

Metabolites Excreted: 

Metabolites in 

Tissues: 

Metabolites in Body 

Fluids: 

Results Remarks: The TS was well-absorbed by oral administration: 

adding the radioactivity 

in the carcass the total oral absorption was 94.5% 

and 92.8% in males and 

females, respectively. The TS was mainly excreted in 

the bile (75-82%) with 2-4% in the feces and 8-12% in 

the urine. Excretion via the bile was very rapid; in 

7 hours 45-64% of the oral dose was excreted in the

bile. By 168 hours after treatment, an average of 90% 

of the administered dose was eliminated by all 

routes. 

There were some differences in the excretion pattern 

between the dose levels, with urinary excretion 

increasing from the low dose (35-47% of the dose) to 

the high dose (62-63% of the dose) and fecal 

excretion decreasing from the low dose (48-58%) to 

the high dose (26-30%). These data indicate that 

biliary excretion might be saturated for the high 

dose group resulting in more radioactivity eliminated 

via the kidney. 

The blood radioactivity level decreased slowly over

the experimental period of 168 hours and was 

primarily associated with red blood cells. The 

maximum blood radioactivity (0.05 and 0.1 ìg test 

material/g blood for males and females, respectively) 

was reached at about 72 hours after a single oral low 

-dose administration. For the high oral dose, the 

maximum blood radioactivity was also reached at 72 

hours, but did not significantly decrease between 72- 

168 hours. Overall, tissue radioactivities were 

comparable between the sexes and residue levels 

decreased steadily over time and were small by 168 

hours. 

There is excellent evidence that the metabolic 

profile of dimethenamid-P would be the same in rat as 

the racemic dimethenamid. Toxicology studies 

conducted with dimethenamid-P resulted in similar 

conclusions and end-points as the racemic 

dimethenamid. 

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Conclusion: There was no significant difference in absorption, 

distribution, elimination, 

and metabolism of dimethenamid between the sexes or

between exposure routes. There was also no 

significant difference percent absorption between the 

low dose and the high dose, or between single and 

multiple doses. These data showed that dimethenamid

and its metabolites had no tendency to bioaccumulate 

in animal systems. 

Reliability/Data Quality - Pharmacokinetics And Metabolism

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: The study was performed according to GLP and standard 

test guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Pharmacokinetics And Metabolism

Reference: Vollmin, S. 1992. Absorption, distribution, 

metabolism and excretion of (14C) SAN 582 in rat

after single and multiple doses (addendum to: SAN 582 

H metabolism in rat; BASF RegDoc# 89/11026). SANDOZ

Agro, Ltd., Basle, CH. BASF RegDoc# 92/12428. 

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 Skin Irritation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Skin Irritation

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1% 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Method - Skin Irritation

Species: Rabbit 

Mammalian Strain: New Zealand White 

Type of Coverage: Semi-Occlusive 

Preparation of Test 

Site: 

Gender: 

Number of Animals per 

Dose: 

6 

Amount/Concentration 

Applied: 

Approximately 0.5 mL of undiluted TS 

Year Study Performed: 1996 

Method/Guideline 

Followed: 

EPA OPP 81-5 

GLP: Yes 

Exposure Period: 4 Hours 

Total Volume applied 

and Units: 

0.5 ml 

Control Group Type: 

Vehicle Used: 

Vehicle Name: 

Vehicle Amount and 

Units: 

Post-Exposure Period: 

Grading Scale: 

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Method/Guideline and 

Test Condition 

Remarks: 

The study was performed according to U.S. EPA FIFRA, 

Subdivision F, Paragraph 81-5. 

Approximately 0.5 mL of undiluted TS was tested for

skin irritation potential 

in 6 New Zealand White rabbits. The test site was 

covered with a 6 cm2 gauze patch and secured with a

semiocclusive dressing. The duration of the test was 

4 hours, at the end of the exposure the test site was 

washed with 0.9% saline. Skin irritation was scored

at 30 min, 24, 48, and 72 h after removal of the TS. 

Test Results - Skin Irritation

Grade: 

Primary Irritation 

Index: 

Lesions: 

Erythema: 

Edema: 

Results Remarks: Three animals exhibited slight erythema with no edema 

and two animals 

exhibited very slight (barely perceptible) erythema

with no edema. These 

animals were free of all dermal irritation by 72 h 

after removal of the TS. 

SKIN IRRITATION VALUES (ERYTHEMA / EDEMA) 

Animal# Time After Patch Removal Mean 

Scores 

 30 24h 48h 72h 

1 0/0 1/0 1/0 0/0 0.5 

2 1/0 1/0 1/0 0/0 0.8 

3 1/0 2/0 2/0 0/0 1.3 

4 0/0 0/0 0/0 0/0 0.0 

5 1/0 2/0 1/0 0/0 1.0 

6 1/0 2/0 1/0 0/0 1.0 

Interpretation of 

Results: 

Not Irritating 

Conclusion: According to EU criteria, the TS was not a skin 

irritant on the New Zealand White rabbit following a 

4 h exposure to intact skin. 

Reliability/Data Quality - Skin Irritation

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed to accepted skin 

irritation/corrosion testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Skin Irritation

Reference: Blaszcak, D. 1996. Primary dermal irritation study 

with SAN 1289 H technical in rabbits. Huntingdon Life 

Sciences, East Millstone, New Jersey, USA 

unpublished. BASF RefDoc #96/5406. 

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 Skin Irritation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Skin Irritation

Test Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

The test substance (TS) was T01184 (SAN 582-Stufe C-4 

"Via Keto-Enol). The test substance was the racemic

C4, CAS No. 87676-01-1, 3-thiophenamine,N-(2-methoxy1-methylethyl)-2,4-dimethylSponsored Chemical 

Result Type: 

Measured 

Method - Skin Irritation

Species: Other 

Other Species: Rat 

Mammalian Strain: Other 

Other Strain: Wistar:Crl:(W1)BR, a Han/Wistar rat 

Type of Coverage: Semi-Occlusive 

Preparation of Test 

Site: 

Shaved 

Gender: Both M/F 

Number of Animals per 

Dose: 

Amount/Concentration 

Applied: 

4153 mg/kg bw 

Year Study Performed: 1988 

Method/Guideline 

Followed: 

Other 

GLP: No 

Exposure Period: 24 Hours 

Total Volume applied 

and Units: 

4 ml 

Control Group Type: 

Vehicle Used: 

Vehicle Name: 

Vehicle Amount and 

Units: 

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Post-Exposure Period: 14 Days 

Grading Scale: 

Method/Guideline and 

Test Condition 

Remarks: 

The study was performed according to OECD Test 

Guideline 402 from February 1987 and EPA Guidelines

81/2 and Good Laboratory Practices. 

Study period: Nov. 29, 1988 - Dec. 13, 1988 

TEST ANIMALS: 

- Species: rat 

- Strain: Wistar:Crl:(W1)BR, a Han/Wistar rat 

- Age: 8-14 weeks old 

- Male body weight: 295-320 g 

- Female body weight: 225-240 g 

- Feed: KLIBA N0. 24-343-4, provided ad libitum 

before and after dosing 

- Water: provided ad libitum 

- Identified with cage card 

- Housed individually in Macrolon cages with 

sterilized wood chips 

- All animals were healthy at the beginning of the 

test 

TEST METHODS: 

DOSING: 

- The animals were acclimated for a period of 7 days 

prior to dosing 

- The animals' backs were clipped free of hair and 

the TS was evenly applied to a skin area of 16 cm^2

(corresponding to approximately 10% of the body 

surface) 

- The dose was 4153 mg/kg bw 

- The test site was covered with 8-layer gauze 

- The duration of the exposure was 24 h 

- At the end of the 24 hour exposure, the dressings

were removed, excess compound wiped off and the skin 

was gently washed with water 

OBSERVATIONS: 

- On the day of application animals were observed for 

mortality during the first 4 hours, and hourly for up 

to 7 hours 

- Daily observations of mortality were performed 

daily for the following 13 days 

-The nature, severity, approximate time of onset and 

duration of symptoms were observed at the onset of 

the test and after 1, 2, 3, 4 and 24 hour 

postapplication and also daily for the remaining 13

days 

- Bodyweights were recorded on days 1, 2, 3, 8 and 15 

NECROSPY: 

- All surviving animals were euthanized with CO2, 

necropsied, and examined for gross abnormalities 

Test Results - Skin Irritation

Grade: 

Primary Irritation 

Index: 

Lesions: 

Erythema: 

Edema: 

Results Remarks: This is a dermal acute toxicity study. No irritation 

was observed at the 

tested dose of 4153 mg/kg. 

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Interpretation of 

Results: 

Not Irritating 

Conclusion: No irritation of the treated skin area was observed

Reliability/Data Quality - Skin Irritation

Reliability: 4 - Not Assignable 

Reliability Remarks: This is a secondary finding from a acute dermal 

toxicity test. 

Key Study Sponsor 

Indicator: 

Reference - Skin Irritation

Reference: 

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 Eye Irritation 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Eye Irritation

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1% 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Method - Eye Irritation

Species: Rabbit 

Mammalian Strain: New Zealand White 

Gender: 

Number of Animals per 

Dose: 

6 

Amount/Concentration 

Applied: 

0.1 mL of undiluted TS 

Year Study Performed: 1996 

Method/Guideline 

Followed: 

EPA OPP 81-4 

GLP: Yes 

Exposure Period: 72 Hours 

Total Volume applied 

and Units: 

0.1 ml 

Control Group Type: 

Vehicle Used: 

Vehicle Name: 

Vehicle Amount and 

Units: 

Post-Exposure Period: 

Grading Scale: 

Tool: 

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Method/Guideline and 

Test Condition 

Remarks: 

The study was performed according to U.S. EPA FIFRA, 

Subdivision F, Paragraph 81-4. 

The TS was tested for eye irritation in 6 New Zealand 

White rabbits. A volume of 0.1 mL of undiluted TS was 

applied once to one eye of each rabbit; the test site 

was not washed out. Readings of the eyes were carried 

out 1, 24, 48, and 72 h after the application of the 

TS. 

Test Results - Eye Irritation

Overall Grading Score: 

Overall Irritation 

Score: 

Primary Irritation 

Index: 

Lesions: 

Cornea: 

Iris: 

Conjunctivae 

(Chemosis): 

Conjunctivae 

(Redness): 

Results Remarks: All six rabbits exhibited slight conjunctival redness 

and/or chemosis and 

moderate to severe conjunctival discharge at 1 h 

after exposure. The discharge and chemosis were not

observed at 24 h after treatment. Four animals were

free of conjunctival redness by 24 h and the 

remaining two animals were free by 48 h. There were

no corneal or iridial effects observed. 

MEAN EYE IRRITATION SCORES 

Animal Corneal Iris Conjunctival Conjunctiva 

Number Opacity Redness Swelling 

1 0 0 0 0 

2 0 0 0 0 

3 0 0 0.33 0 

4 0 0 0.33 0 

5 0 0 0 0 

6 0 0 0 0 

Interpretation of 

Results: 

Not Irritating 

Conclusion: The TS is not considered an eye irritant by EU 

criteria. 

Reliability/Data Quality - Eye Irritation

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed to accepted eye 

irritation/corrosion testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Eye Irritation

Reference: Blaszcak, D. 1996. Primary eye irritation study with 

SAN 1289 H technical in rabbits. Huntingdon Life 

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Sciences, East Milstone, New 

Jersey, USA unpublished. 

BASF RegDoc #96/5396. 

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 Skin Sensitization 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance - Skin Sensitization

Test Substance: (163515-14-8) dimethenamid 

Test Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

Name: dimethenamid-P 

CAS#: 163515-14-8 

Batch No.: 6663-50-1 

Purity 91.1% 

Sponsored Chemical 

Result Type: 

See Test Plan and Category Analysis 

Method - Skin Sensitization

Test Type: In Vivo 

Study Type: Buehler Test 

Species: Guinea pig 

Mammalian Strain: Dunkin-Hartley 

Route of Induction: Epicutaneous, Occlusive 

Route of Challenage 

Exposure: 

Dermal 

Gender: Both M/F 

Number of Animals per 

Dose: 

20 

Concentration: 0.3 mL of the undiluted TS 

Year Study Performed: 1996 

Method/Guideline 

Followed: 

EPA OPP 81-6 

GLP: Yes 

Exposure Period: 6 Hours 

Induction Frequency of 

Treatment: 

once per week for three weeks 

Challenge Exposure 

Period: 

6 Hours 

Challenge Frequency of 

Treatment: 

ONCE 

Total Volume applied 

and Units: 

Control Group Type: 

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Vehicle Used: 

Vehicle Name: 

Vehicle Amount and 

Units: 

Positive Control 

Substance: 

The sensitivity of the test method was tested several 

times a year with a positive control agent, 

dinitrochlorobenzene. 

Post-Exposure Period: 

Negative Control 

Substance: 

Method/Guideline and 

Test Condition 

Remarks: 

The study was performed according to U.S. EPA FIFRA, 

Subdivision F, Paragraph 81-6. 

The TS was evaluated for its skin sensitizing 

potential using the Buehler 

test. For induction, 20 Dunkin-Hartley guinea pigs 

(10/sex) received three 

cutaneous applications of the TS for 6 hours under 

occlusive dressing. Treatments were once per week for 

three weeks with 0.3 mL of the undiluted TS. Ten 

untreated animals were used in a control group. A 

cutaneous challenge application of 0.5 mL of 

undiluted TS preparation was carried out 14 days 

after the third induction on a non-treated area using 

the same procedure as that for induction. The control 

animals were also treated during the challenge phrase 

to differentiate dermal irritation scores from 

sensitization reactions. Readings for dermal changes 

were performed 24 and 48 hours after patch removal.

The sensitivity of the test method was tested several 

times a year with a positive control agent, 

dinitrochlorobenzene. 

Test Results - Skin Sensitization

Measurement Period 

and Units: 

Percent Sensitized 

Test Substance: 

Percent Sensitized 

Positive Control: 

Percent Sensitized 

Negative Control: 

Sensitization Score: 

Results Remarks: Irritation increased in incidence and severity during 

the induction phase. 

At challenge, 17/20 test animals exhibited dermal 

responses compared to 

0/10 in the controls. 

Results of Buehler Sensitization Test Challenge 

Control Group: 0/10 

Test Group: 17/20 

x/y: total number of animals with positive reactions 

at 24 and/or 48 

h/number of animals tested 

Interpretation of 

Results: 

Sensitizing 

Conclusion: The TS is considered to be a skin sensitizer in the

Buehler test. 

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Reliability/Data Quality - Skin Sensitization

Reliability: 1 - Valid Without Restrictions 

Reliability Remarks: GLP study performed to accepted skin sensitization 

testing guidelines. 

Key Study Sponsor 

Indicator: 

Reference - Skin Sensitization

Reference: Blaszcak, D. 1996. Closed-patch repeated insult 

dermal sensitization study with SAN 1289 H technical 

in guinea pigs. Huntingdon Life Sciences, East 

Millstone, New Jersey, USA unpublished. BASF RefDoc

#96/11088. 

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 Use Information 

CAS Number : 170373-17-8

Sponsored Chemical 

Name : 

3-Thiophenamine, N-[(1S)-2-methoxy-1-methylethyl]-2,4

-dimethylTest Substance: (170373-17-8) 3-Thiophenamine, N-[(1S)-2-methoxy-1-

methylethyl]-2,4-dimethylTest Substance 

Purity/Composition 

and Other Test 

Substance Comments: 

Reference: 

Description: 

Use Pattern: C4 is a site-limited closed-system intermediate used 

in the manufacture of the herbicide dimethenamid. It 

is produced at only one site in the U.S. The 

production volume is between 5 and 15 million pounds 

per year; hence C4 is an HPV chemical. Processing 

occurs in closed systems with no routine exposure 

possible except for QC sampling. Samples are handled 

in laboratory settings according to a chemical 

hygiene plan and using engineering controls such as

fume hoods. C4 is a relatively non-volatile liquid,

so the probability of inhalation exposure is quite 

low and air monitoring is not warranted. Dermal 

exposures that might be associated with sampling the 

materials (and waste streams) during the 

manufacturing process are prevented through worker 

training regarding proper health and safety 

procedures, the use of proper personal protective 

equipment (PPE), and engineering controls. 

The vast majority of C4 is converted to the desired

product and the inventory of C4 on site at any one 

time is small, i.e., less than 250,000 pounds in a 

single storage tank. Any small amount of C4 that 

might end up in the final product is regulated by the 

active ingredient registration. All organic and 

aqueous waste streams from the processes that use C4 

are incinerated or disposed of via an on-site deep 

well. Potential environmental exposures are limited

to spills onsite, which are handled in accordance 

with recognized emergency response and safety 

procedures to minimize potential exposures. The use

of secondary containment at the manufacturing site 

further limits potential environmental release. In 

summary, C4 poses a minimal exposure threat to 

workers or the environment. 

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