Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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U.S. ENVIRONMENTAL PROTECTION AGENCY

WASHINGTON, D.C. 20460

OFFICE OF

CHEMICAL SAFETY AND

POLLUTION PREVENTION

MEMORANDUM

Date: 08-MAY-2013

SUBJECT: Fenpyroximate. Petition for the Establishment of Permanent Tolerances for 

Residues in/on Stone Fruits (Group 12-12), Tuberous and Corm Vegetables 

(Subgroup 1C), and Small Vine Climbing Fruits Except Kiwifruit (Subgroup 13-

07F). Summary of Analytical Chemistry and Residue Data.

PC Code: 129131 DP Barcode: D405715

Decision No.: 468635 Registration Nos.: 71711-19, 71711-4

Petition No.: 2E8072 Regulatory Action: Sec. 3 Registration

Risk Assessment Type: NA Case No.: 7432

TXR No.: NA CAS No.: 134098-61-6 (E-isomer)

MRID Nos.: 489037-01 thru -04 40 CFR: §180.566

FROM: George F. Kramer, Ph.D., Senior Chemist

Risk Assessment Branch 1 (RAB1)

Health Effects Division (HED; 7509P)

THROUGH: Dana M. Vogel, Acting Branch Chief, RAB1

Associate Division Director, HED (7509P)

TO: Barbara Madden/Sidney Jackson, RM 05

Registration Division (RD; 7505P)

Executive Summary

Fenpyroximate is a contact insecticide/miticide used for the control of leafhoppers, mealybugs, 

and mites. Fenpyroximate is a mitochondrial electron-transport inhibitor (METI) which acts by

targeting proton-translocating NADH:Q oxidoreductase and blocking ubiquinone reduction.

The Interregional Project No. 4 (IR-4) has proposed a Section 3 Registration for application of 

fenpyroximate to stone fruits (group 12-12), small vine climbing fruits except kiwifruit 

(subgroup 13-07F), and tuberous and corm vegetables (subgroup 1C). IR-4, on behalf of the 

Agricultural Experiment Stations of CA, MI, MT, PA, TX, and UT, requests the establishment of 

tolerances for the for the combined residues of the insecticide fenpyroximate, including its 

metabolites and degradates, in or on the commodities in the table below. Compliance with the 

tolerance levels specified below is to be determined by measuring only the sum of 

fenpyroximate, (E)-1,1-dimethylethyl 4-[[[[(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl) 

methylene] amino]oxy]methyl] benzoate and its Z-isomer, (Z)-1,1-dimethylethyl 4-[[[[(1,3-
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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dimethyl-5- phenoxy-lH-pyrazol-4-yl) methylene]amino]oxy] methyl]benzoate, calculated as the 

stoichiometric equivalent of fenpyroximate, in/on the following raw agricultural commodities 

(RACs):

Commodity Proposed Tolerance (ppm)

Fruit, stone, group 12 2.0

Vegetable, tuberous and corm, subgroup lC 0.10

Fruit, small, vine climbing, except fuzzy 

kiwifruit, subgroup 13-07F

1.0

No new residue data were submitted to support tolerance on small vine climbing fruits except 

kiwifruit (subgroup 13-07F). IR-4 has requested that the established tolerance for residues in/on 

grape be expanded to its respective crop group.

Fenpyroximate tolerances have been established in 40 CFR §180.566. Tolerances for plant 

commodities are expressed in terms of combined residues of fenpyroximate and its Z-isomer. 

Permanent tolerances for plant commodities, under §180.566(a)(1) range from 0.10 ppm for 

cotton undelinted seed to 20 ppm tea. Tolerances for milk and the fat, meat, and meat 

byproducts (excluding liver and kidney) of cattle, goat, horse, and sheep are listed in 40 CFR 

§180.566(a)(2) and are expressed in terms of the combined residues of fenpyroximate and its 

metabolites (E)-4-[(1,3-dimethyl-5-phenoxypyrazol-4-yl)-methylene aminooxymethyl]benzoic 

acid and (E)-1,1-dimethylethyl-2-hydroxyethyl 4-[[[[(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-

yl)methylene]amino]oxy]methyl]benzoate, calculated as the parent compound. Tolerances for 

cattle, goat, horse, and sheep liver and kidney are listed under 40 CFR §180.566(a)(3) at 0.25 

ppm and are expressed in terms of fenpyroximate and its metabolite (E)-4-[(1,3-dimethyl-5-

phenoxypyrazol-4-yl)-methylene aminooxymethyl]benzoic acid, calculated as the parent 

compound. A time-limited tolerance for residues in/on honey at 0.10 ppm with a 12/31/13 

expiration date is listed in 40 CFR §180.566(b) under a Section 18 Emergency Exemption. 

The nature of the residue in crops is understood based on acceptable plant metabolism studies 

with fenpyroximate on snap beans, apples, citrus, cotton, and grapes. The HED Metabolism 

Assessment Review Committee (MARC) has determined that the residues of concern for 

purposes of tolerance enforcement and risk assessment are the parent compound plus its Zisomer (M-1). The nature of the residue in ruminants is adequately understood based on an 

acceptable metabolism study in goats. The MARC reviewed these data and determined that the 

residues of concern for purposes of tolerance enforcement and risk assessment are parent, FenOH [(E)-1,1-dimethylethyl-2-hydroxyethyl 4-[[[[(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-

yl)methylene]amino]oxy]methyl]benzoate], and M3 [(E)-4-[(1,3-dimethyl-5-phenoxypyrazol-4-

yl)-methylene aminooxymethyl]benzoic acid] in milk, meat, and fat; and parent and M3 in liver 

and kidney.

An adequate enforcement method is available for determination of fenpyroximate residues of 

concern in the proposed/registered crops. A gas chromatography method with 

nitrogen/phosphorus detection (GC/NPD), Method S19, has passed an Agency validation (DP# 

269410, 10/10/00, G. Kramer). Method S19 has a limit of quantitation (LOQ) of 0.05 ppm for 

the combined residues of fenpyroximate and M-1 in snap beans and avocados. A data-gathering 

liquid chromatography/mass spectroscopy/mass spectroscopy (LC/MS/MS) method is also 

available. This method was used for the analysis of the samples from submitted field and 

processing studies. 
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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Data pertaining to multiresidue methods testing were previously submitted in conjunction with a 

petition for fenpyroximate tolerances in/on imported wine grapes and hops (PP#5E04435). 

Fenpyroximate was not adequately recovered by any multiresidue protocol.

No new livestock feeding studies were submitted with this petition. The only cattle feed 

commodities associated with this petition are potato culls and processed waste. The additional 

fenpyroximate uses are not expected to result in an increase in the maximum reasonably 

balanced diets (MRBDs). The existing tolerances on ruminant commodities are thus adequate to 

support registration of the proposed new uses of fenpyroximate. There are no swine or poultry

feedstuffs associated with this petition.

The submitted field trial residue data for stone fruit and potatoes are adequate. The field trial 

data reflect the proposed use pattern; an adequate number of trials were conducted in the 

appropriate geographic regions; and samples were analyzed for the residue of concern using 

validated data-collection methods. The storage intervals were also validated. Using the 

Organization for Economic Co-operation and Development (OECD) tolerance calculation 

procedures for the residue data sets indicate that the requested tolerance levels are appropriate. 

However, a revised Section F with corrected commodity definitions is requested (see below).

The submitted plum and potato processing studies are also adequate. Separate tolerances are not 

required for residues in/on any of the processed fractions.

An adequate confined rotational crop study is available. [14C]Fenpyroximate was applied to 

sandy loam soil at 0.20 lb ai/A (1X the maximum seasonal rate to annual crops addressed in this 

petition). Crops of radish, lettuce, and wheat were planted at 30, 120, and 365 days after 

treatment. Residues were too low to allow for metabolite identification. A field rotational crop 

study and rotational crop tolerances will, therefore, not be needed to support the proposed and 

registered uses. The proposed 30-day plant-back interval (PBI) is appropriate.

Codex and Mexican maximum residue limits (MRLs) are established for residues of 

fenpyroximate per se in/ grapes (fresh and dried). Harmonization with the Codex and Mexican 

MRLs is not possible because the U.S. tolerance expression includes an additional isomer and 

the U.S. use pattern requires a higher numerical value. There are currently no established 

Canadian MRLs.

A human-health risk assessment is forthcoming in a separate document (D404839).

Residue Chemistry Deficiencies

860.1550 Proposed Tolerances

A summary of the recommended tolerance levels along with recommendations for commodity

definitions are presented in Table 9. The petitioner is required to submit a revised Section F to 

reflect the recommendations in Table 9.

Background

The chemical structure and nomenclature of fenpyroximate and its Z-isomer and the 

physicochemical properties of fenpyroximate are presented in Tables 1 and 2.
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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Table 1. Fenpyroximate Nomenclature.

Chemical structure

Common name Fenpyroximate

Company experimental name NNI-850

IUPAC name tert-butyl(E)-alpha-(1,3-dimethyl-5-phenoxypyrazol-4-ylmethyleneamino-oxy)-p-toluate

CAS name 1,1-dimethylethyl 4-[[[(E)-[(1,3-dimethyl-5-phenoxy1H-pyrazol-4-yl)methylene]-

amino]oxy]methyl]benzoate

CAS registry number 134098-61-6 (E isomer);

111812-58-9 (unspecified stereochemistry) 

End-use product (EP) FujiMite®0.4 lb ai/gal EC formulation (5% ai; EPA Reg. No. 71711-19)

Chemical structure of 

fenpyroximate Z-isomer 

metabolite

1,1-dimethylethyl 4-[[[(Z)-[(1,3-dimethyl-5-phenoxy1H-pyrazol-4-yl)methylene]-

amino]oxy]methyl]benzoate

Metabolite M1

Table 2. Physicochemical Properties of Fenpyroximate.

Parameter Value Reference

Melting range 99.3-101.7 °C D301316, 5/3/04, L. Kutney

pH 5.63-6.10 D301316, 5/3/04, L. Kutney

Density 1.247-1.257 g/mL at 20 °C D301316, 5/3/04, L. Kutney

Water solubility Water, pH 5-21.4 ppb

Water, pH 7-23.1 ppb 

Water, pH 9-29.8 ppb

D257640, 8/20/99, G. Kramer

Solvent solubility Acetone 15.0 g/100 mL

Chloroform 119.7 g/100 mL

DMSO 2.86 g/100 mL

Ethanol 1.65 g/100 mL

Ethyl acetate 20.1 g/100 mL

Hexane 0.35 g/100 mL

Methanol 1.53 g/100 mL

Methylene chloride 130.7 g/100 mL

Tetrahydrofuran 73.7 g/100 mL

Toluene 26.8 g/100 mL

Xylene 19.3 g/100 mL

D301316, 5/3/04, L. Kutney

Vapor pressure 5.6 x 10-8 Pa at 25 °C D257640, 8/20/99, G. Kramer

Dissociation constant, pKa Not applicable; nearly insoluble in water D301316, 5/3/04, L. Kutney

Octanol/water partition coefficient, Log(KOW) log Pow = 5.01 (PAI) D301316, 5/3/04, L. Kutney

860.1200 Directions for Use

The end-use products associated with this registration action are Fujimite®5EC 

Miticide/Insecticide (EPA Reg. No. 71711-19), an EC formulation containing 5% ai (equivalent 

to 0.4 lb ai/gal); Portal® Miticide/Insecticide (EPA Reg. No. 71711-19), an EC formulation 

containing 5% ai (equivalent to 0.4 lb ai/gal); and Akari®5SC Miticide/Insecticide (EPA Reg. 

No. 71711-4), an SC formulation containing 5% ai (equivalent to 0.42 lb ai/gal).

OCH2

N

N

CH3

H3C C N

O

COOC(CH3)

3

H

COOC(CH3)

3

H

N

N

CH3

H3C C N

O

OCH2
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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Summaries of the proposed end-use products and crop use patterns are presented in Tables 3a

and 3b, respectively.

Table 3a. Summary of Proposed End-Use Product.

Trade Name EPA

Reg. No. ai (% of formulation) Formulation Type Target Crops Target Pests Label Date

Fujimite®5EC 

Miticide/

Insecticide

71711-19 5% (equivalent to 

0.4 lb ai/gal)

Emulsifiable

Concentrate

stone fruits (group 12-

12), small vine 

climbing fruits except 

kiwifruit (subgroup 

13-07F), and tuberous 

and corm vegetables 

(subgroup 1C)

Mites Undated 

draft label

Portal® Miticide/

Insecticide

Akari®5SC 

Miticide/

Insecticide

71711-4

5% (equivalent to 

0.42 lb ai/gal)

Soluble 

Concentrate

stone fruits (group 12-

12), and tuberous and 

corm vegetables 

(subgroup 1C)

Table 3b. Summary of Proposed Directions for Use of Fenpyroximate.

Trade Name 

App. 

Equipment

App. 

Rate

(lb ai/A)

Max. Seasonal 

App. Rate

(lb ai/A)

PHI1

(days)

Max. # 

App.

Min.

GPA

2

RTI3

(days)

Small Vine Climbing Fruits Except Kiwifruit (Subgroup 13-07F)

FujiMite®

5EC

Portal®

Airblast 0.05 0.1 14 2 50 14

Stone Fruits (Group 12-12)

FujiMite®

5EC

Portal®

Akari®5SC

Airblast 0.1 0.2 7 2 80 14

Tuberous and Corm Vegetables (Subgroup 1C)

FujiMite®

5EC

Portal®

Akari®5SC

Groundboom, 

Aerial 0.1 0.2 7 2

Ground: 20

Air: 5

7

1

PHI = pre-harvest interval.

2 GPA = gallons of water per acre.

3 RTI = retreatment interval.

The following rotational crop restriction appears on the proposed labels: “Do not plant rotational 

crops other than those listed on the label for 30 days following the last application of this 

product.” 

Conclusions: The proposed use patterns are adequate to allow evaluation of the residue data 

submitted in support of this petition. 

860.1300 Nature of the Residue - Plants

The nature of the residue in crops is understood based on acceptable plant metabolism studies 

with fenpyroximate on snap beans, apples, citrus, cotton, and grapes. The HED MARC has 

determined (DP# 292639, J. Stokes, 7/12/03) that the residues of concern for purposes of 

tolerance enforcement and risk assessment are the parent compound plus its Z-isomer (M-1). 
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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860.1300 Nature of the Residue - Livestock

The nature of the residue in ruminants is adequately understood based on an acceptable 

metabolism study in goats. The MARC reviewed these data and determined that the residues of 

concern for purposes of tolerance enforcement and risk assessment are parent, Fen-OH, and M3 

in milk, meat, and fat; and parent and M3 in liver and kidney (DP# 292639, J. Stokes, 7/12/03). 

Data concerning the nature of the residue in poultry have not been submitted.

860.1340 Residue Analytical Methods

Plant Commodities

Enforcement Analytical Method: Based on validation in a wide variety of matrices, an 

acceptable enforcement method, GC/NPD method DFG S19, is available for the 

proposed/registered crops. This method has undergone a petition method validation (DP# 

269410, 10/10/00, G. Kramer) and is listed in the U.S. EPA Index of Residue Analytical 

Methods under fenpyroximate, Method ID 2000_109M, “Quantitation of Fenpyroximate 

Residues in Raw Agricultural and Processed Commodities.” All of the deficiencies pertaining to 

this method have been resolved (DP# 364908, G. Kramer, 7/7/09). Based on the lowest levels of 

method validation (LLMVs) reported in various matrices, Method DFG S19 has a LOQ of 0.02-

0.10 ppm for the combined residues of fenpyroximate and M-1. 

Data-collection methods: Samples from the submitted field and processing studies were 

analyzed using an LC/MS/MS method adapted from a PTRL West, Inc. method entitled 

“Magnitude of Residue of Fenpyroximate in/on Cotton Raw Agricultural Commodities and 

Processed Fractions of Cotton RACs” (PTRL Study Nos. P819W and P820W). A number of 

minor modifications to the method were specified in the working methods (Working Outline WO 

9.150 for peach and plum and 9.151 for cherry), including changes in clean-up procedures, 

reagents, and sample sizes. 

Briefly, residues were extracted with acetone/water (4/1, v/v). The volume of the final extract 

was adjusted to be within the calibration range for instrumental analysis. Fenpyroximate and M1 were determined by LC/MS/MS. The LOQ (determined as the LLMV) was 0.05 ppm for 

fenpyroximate and M-1 for each matrix. The method was adequate for data collection based on 

acceptable method validation and concurrent recovery data. Recoveries were within the 

acceptable range of 70-120%. The fortification levels used in method validation and concurrent 

method recovery were adequate to bracket expected residue levels. Apparent residues of 

fenpyroximate and M-1 were below the LOQ in/on all samples of untreated samples. Concurrent 

recoveries and residues in the treated samples were not corrected for residues in controls.

Conclusions: The available enforcement analytical method is adequate to enforce the proposed 

tolerances. An acceptable data-collection method was used in the submitted field trial studies.

860.1360 Multiresidue Methods

Data pertaining to multiresidue methods testing were previously submitted in conjunction with a 

petition for fenpyroximate tolerances on imported wine grapes and hops (PP#5E04435; DP# 

292394, 8/20/03, G. Kramer). Fenpyroximate was not adequately recovered by any multiresidue 
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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protocol. No further data are required.

860.1380 Storage Stability

IR-4 conducted concurrent storage stability studies with the potato, cherry, peach, and plum field 

trials. In addition, freezer storage stability data are available for five diverse crops (i.e., 

vegetables- 364-529 days in/on melon, pepper, and tomato; a high-oil-content crop- 397 days in 

avocado; a leafy crop- 2 years in/on hops; a nut- 281 days in/on almond nutmeat and hulls; and a 

legume bean with pod- 560 days in/on snap beans) which demonstrate stability fenpyroximate 

residues (DP# 391843, 5/11/12, G. Kramer). 

Conclusions: The available storage stability data for fenpyroximate are adequate to support the 

storage conditions and durations of samples from the submitted crop field trials processing 

studies. There are no storage stability issues and no corrections for storage stability need be 

applied to the field trial and processing study data.

860.1480 Meat, Milk, Poultry, and Eggs

Ruminants: No new livestock feeding studies were submitted with this petition. The cattle feed 

commodities associated with this petition are potato culls and processed waste. Previously (DP# 

391843, 5/11/12, G. Kramer), the MRBD of fenpyroximate to beef and dairy cattle was 

estimated to be 0.76-1.6 ppm, based on a diet consisting of corn RACs and cotton seed meal. As

the combined residues of fenpyroximate and M-1 were <0.10 ppm in/on potato tubers in the crop 

field trials, the addition of potato feed items would not significantly affect the MRDBs. 

Hog and Poultry: There are no swine or poultry feedstuffs associated with this petition.

860.1500 Crop Field Trials

Stone Fruit

48903701.der.docx (also includes 48903702 and 48903703)

IR-4 has submitted field trial data for fenpyroximate on stone fruit. Twenty-two field trials were 

conducted on stone fruit in the U.S. during the 2010 growing season. Seven cherry field trials (3

tart cherry trials and 4 sweet cherry trials) were conducted in North American Free Trade 

Agreement (NAFTA) Growing Zones 1 (NY; 1 trial), 5 (MI; 2 trials), 9 (CO; 1 trial), 10 (CA; 1 

trial), and 11 (WA; 2 trials), nine peach field trials were conducted in NAFTA Growing Zones 2 

(NJ and NC; 3 trials), 4 (AR; 1 trial), 5 (MI; 1 trial), 6 (TX; 1 trial), and 10 (CA; 3 trials), and six 

plum field trials were conducted in NAFTA Growing Zones 5 (MI; 1 trial), 10 (CA; 4 trials), and 

12 (OR; 1 trial). 

Each trial consisted of one untreated plot and one to three treated plots. At each trial location, 

one treated plot received two foliar-directed applications of FujiMite®5EC at 0.095-0.106 lb 

ai/A/application, for a total seasonal rate of 0.194-0.206 lb ai/A (1X). Applications were 

generally made at 13- to 15-day RTIs using ground equipment in spray volumes of 60-148 gal/A; 

applications at the CA95 peach trial were made at a 7-day RTI. For all sites, a nonionic 
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surfactant (NIS) was added to the spray mixture for each of the applications on treatment plot 2, 

except for two cherry trials in which a crop-oil concentrate/organosilicone surfactant (COC/OSS) 

blend was used. Additional side-by-side plots were also established at two cherry trial sites 

(CA90 and WA22) and three peach trial sites (CA94, CA95, and NC18), in which a COC or OSS 

adjuvant was added to the spray mixture for treatment plot 3 and no adjuvant was added to the 

spray mixture for treatment plot 4. At the CA95 “no adjuvant” plot, the sprayer lost pressure and 

the second application was not completed; samples were not collected from this plot. Samples of 

cherries, peaches, and plums were harvested from all trials at a 6- to 8-day PHI; additional 

samples of peaches were collected at PHIs of 2, 11, and 14 days from one trial (CA95) to assess 

residue decline. 

For stone fruit harvested at a 6- to 8-day PHI following two foliar-directed applications of 

FujiMite®5EC at 0.194-0.206 lb ai/A (with and without adjuvant), residues (and per-trial

averages) of fenpyroximate, M-1, and combined residues, respectively, were: 0.0889-0.897 

(0.0934-0.807), <0.05-0.123 (<0.05-0.121), and <0.139-1.02 (<0.143-0.928) ppm in/on cherry; 

0.0589-0.200 (0.0594-0.195), <0.05 (<0.05), and <0.109-<0.250 (<0.109-<0.245) ppm in/on

peach; and, <0.05-0.290 (<0.05-0.271), <0.05 (<0.05), and <0.10-<0.340 (<0.10-<0.321) ppm 

in/on plum (Table 4). 

When the results following foliar applications are examined for the five side-by-side trial sites 

(three peach and two cherry), combined residues of fenpyroximate and M-1 were slightly higher 

following applications made with an adjuvant (NIS, OSS, or COC) than without an adjuvant by

1.1X to 1.6X, with the exception of one cherry side-by-side trial (WA22) in which the combined 

residues from the plot were 2.4X higher at the plot without an adjuvant than with an NIS 

adjuvant. For the four side-by-side trial sites with both NIS and OSS plots, combined residues 

were slightly higher for the OSS plots than the NIS plots (1.2X to 1.4X), with the exception of 

one peach side-by-side trial (CA95) in which the combined residues were 1.2X higher for the 

NIS plot than the OSS plot. For the one cherry trial with both NIS and COC plots, combined 

residues were higher for the COC plot by 2.7X.

The submitted peach residue decline data indicate that mean residues of fenpyroximate and 

combined residues decrease with increasing PHI. Residues of M-1 were all <LOQ (0.05 ppm) at 

each sampling interval; therefore, residue decline could not be assessed.

TABLE 4. Summary of Residue Data from Stone Fruit Trials with Fenpyroximate.

Commodity

Plot 

Type Analyte

Total

Rate

(lb ai/A)

PHI 

(days)

Residue Levels (ppm)1

n

Sample 

Min.

Sample 

Max. LAFT2 HAFT2 Median Mean

Std. 

Dev.

Cherry, 

Fruit

Adjuvant Fenpyroximate 0.194-

0.203

7-8 9 0.0889 0.8970 0.0934 0.807 0.358 0.450 0.239

M-1 <0.05 0.1230 <0.05 0.1210 0.05 0.0685 0.0286

Combined <0.139 1.02 <0.143 0.928 0.408 0.519 0.266

No 

Adjuvant

Fenpyroximate 0.201 7 2 0.269 0.313 0.273 0.299 0.286 0.286 NA

M-1 <0.05 <0.05 <0.05 <0.05 0.05 0.05 NA

Combined <0.319 <0.363 <0.323 <0.349 0.336 0.336 NA

All Fenpyroximate 0.194-

0.203

7-8 11 0.0889 0.897 0.0934 0.807 0.340 0.421 0.224

M-1 <0.05 0.123 <0.05 0.121 0.05 0.065 0.027

Combined <0.139 1.02 <0.143 0.928 0.390 0.486 0.249
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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TABLE 4. Summary of Residue Data from Stone Fruit Trials with Fenpyroximate.

Commodity

Plot 

Type Analyte

Total

Rate

(lb ai/A)

PHI 

(days)

Residue Levels (ppm)1

n

Sample 

Min.

Sample 

Max. LAFT2 HAFT2 Median Mean

Std. 

Dev.

Peach, 

Fruit

Adjuvant Fenpyroximate 0.195-

0.206

6-8 12 0.0617 0.20 0.0731 0.195 0.122 0.125 0.0404

M-1 <0.05 <0.05 <0.05 <0.05 0.05 0.05 NA

Combined <0.112 <0.250 <0.123 <0.245 0.172 0.175 0.0404

No 

Adjuvant

Fenpyroximate 0.201-

0.202

6-8 2 0.0589 0.1002 0.0594 0.0978 0.0786 0.0786 NA

M-1 <0.05 <0.05 <0.05 <0.05 0.05 0.05 NA

Combined <0.109 <0.150 <0.109 <0.148 <0.129 0.129 NA

All Fenpyroximate 0.195-

0.206

6-8 14 0.0589 0.20 0.0594 0.195 0.110 0.118 0.0415

M-1 <0.05 <0.05 <0.05 <0.05 0.05 0.05 NA

Combined <0.109 <0.250 <0.109 <0.245 0.160 0.168 0.0415

Plum, Fruit Adjuvant Fenpyroximate 0.198-

0.206

6-7 6 <0.05 0.290 <0.05 0.271 0.106 0.130 0.0884

M-1 <0.05 <0.05 <0.05 <0.05 0.05 0.05 N/A

Combined <0.10 <0.340 <0.10 <0.321 0.157 0.180 0.0883

1

 Except for sample min/max, values reflect per-trial averages; n = no. of field trials. N/A = not applicable.

2

 LAFT = lowest-average field trial; HAFT = highest-average field trial.

Conclusions: The submitted residue data are adequate to fulfill data requirements for stone fruit. 

The number and locations of the crop field trials are in accordance with OPPTS Guideline 

860.1500 (Table 5). The available data will support the proposed use pattern.

TABLE 5. Trial Numbers and Geographical Locations.

NAFTA 

Growing 

Zones

Cherry Peach Plum

Submitted

Requested1

Submitted

Requested1

Submitted

Requested1

Canada

U.S.

Sweet Tart Sweet Tart Canada U.S. Canada U.S.

1 -- 1 -- -- 1/1 -- -- 1/1 -- -- --

2 -- -- -- -- -- 3

2

-- 4/3 -- -- --

4 -- -- -- -- -- 1 -- 1/0 -- -- --

5 1 1

2

-- 2/2 5/4 1 -- 1/1 1 -- 1/1

6 -- -- -- -- -- 1 -- 1/1 -- -- --

9 -- 1 -- -- 1/1 -- -- -- -- -- --

10 1 -- -- 2/2 -- 3 -- 4/3 4 -- 5/4

11 2 -- -- 3/2 1

3

/0 -- -- -- -- -- 1/0

12 -- -- -- 1/0 1

3

/0 -- -- -- 1 -- 1/1

Total 4 3

2

-- 8/6 8/6 9

2

-- 12/9 6 -- 8/6

1 As per OCSPP 860.1500, Tables 2 and 5 for cherry, peach and plum as the representative crops of stone fruits group 12. The 

second number reflects a 25% reduction in the number of trials allowed for the crop as a representative commodity in support of 

a crop group/subgroup tolerance or when application results in no quantifiable residues. For a stone fruit crop group tolerance, 

only six trials of sweet or tart cherries are required.

2

 HED has concluded that two sweet cherry trials conducted in MI (MI24 and MI25) and two peach trials conducted in NJ (NJ09 

and NJ10) each constitute a single trial with replicate samples for purposes of 860.1500 data requirements. 

3

 Trial can be conducted in either Zone.

The residue data for stone fruit were analyzed using the OECD tolerance calculation procedures 

(see Appendix I). When the results for the five side-by-side trial sites (NIS, OSS or COC) were 

entered into the spreadsheet, the plot with the highest residue was chosen. The recommended 

tolerances for the combined residues of fenpyroximate and M-1 are 2.0 ppm in/on cherry, 0.60 

ppm in/on peach, and 0.60 ppm in/on plum. The appropriate tolerance for the combined residues 

of fenpyroximate and M-1 in/on fruit, stone, group 12 is thus 2.0 ppm.
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Potato

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Twelve field trials were conducted in the U.S. during the 2009-2010 growing season in NAFTA 

Growing Zones 1 (NY; 2 trials), 2 (NC; 1 trial); 3 (FL; 1 trial); 5 (OH, MI, and WI; 3 trials), 9 

(NM; 1 trial), 10 (CA; 1 trial), and 11 (ID and WA; 3 trials). 

Each trial consisted of one untreated plot and one treated plot. At each trial location, the treated 

plot received two foliar broadcast or directed applications of FujiMite®5EC at 0.098-0.112 lb 

ai/A/application, for a total seasonal rate of 0.198-0.215 lb ai/A (1X). Applications were made at 

6- to 8-day RTIs using ground equipment in spray volumes of 21.4-50.3 gal/A. A NIS was 

added to the spray mixture for each of the applications. Samples of potatoes were harvested 

from all trials at a 6- to 7-day PHI; additional samples of potatoes were collected at PHIs of 0, 3, 

9-11, and 12-14 days from two trials (09-NC18 and 09-MI11) to assess residue decline. 

Following two foliar broadcast or directed applications of the 0.4 lb ai/gal EC formulation of 

fenpyroximate at 0.198-0.215 lb ai/A, residues of fenpyroximate, M-1, and combined residues, 

respectively, in/on potato tubers harvested at a 6- to 7-day PHI were <0.05, <0.05, and <0.10 

ppm (Table 6). In the residue-decline trials, residues of fenpyroximate and M-1 were <0.05 ppm 

in/on all samples. Therefore, residue decline could not be assessed.

TABLE 6. Summary of Residue Data from Potato Field Trials with Fenpyroximate.

Commodity Analyte

Total Rate

(lb ai/A)

PHI 

(days)

Residue Levels (ppm)1

n

Sample 

Min.

Sample 

Max. LAFT2 HAFT2 Median Mean

Std. 

Dev.

Potato, 

Tubers

Fenpyroximate 0.198-0.215 6-7 12 <0.05 <0.05 <0.05 <0.05 0.05 0.05 N/A

M-1 <0.05 <0.05 <0.05 <0.05 0.05 0.05 N/A

Combined <0.10 <0.10 <0.10 <0.10 0.10 0.10 N/A

1

 Except for sample min/max, values reflect per-trial averages; n = no. of field trials. N/A = not applicable.

2

 LAFT = lowest-average field trial; HAFT = highest-average field trial.

Conclusions: The submitted residue data are adequate to fulfill data requirements for potatoes as 

a representative of the vegetable, tuberous and corm, subgroup lC. The number and locations of 

the crop field trials are in accordance with OPPTS Guideline 860.1500 (Table 7). The available 

data will support the proposed use pattern.

TABLE 7. Trial Numbers and Geographical Locations.

NAFTA Growing Regions

Potato

Submitted

Requested1

Canada U.S.

1 2 -- 2/2

2 1 -- 1/1

3 1 -- 1/1

5 3

2

-- 4/2

9 1 -- 1/1

10 1 -- 1/1

11 3

2

-- 6/4

Total 12 16/12

1

 As per OCSPP 860.1500, Table 5 for potato. The second number reflects a 25% reduction in the number of trials allowed 

when application results in no quantifiable residues. 
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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2

 HED has concluded that four sets of two trials conducted in WI (09-WI12 and 09-WI16), ID (09-ID12 and 09-ID13), and WA 

(09-WA05 and 09-WA06; 09-WA*07 and 09-WA*08) each constitute a single trial with replicate samples for purposes of 

860.1500 data requirements. 

The residue data for potatoes were not analyzed using the OECD tolerance calculation 

procedures as all residues were <LOQ. The recommended tolerance for the combined residues 

of fenpyroximate and M-1 is 0.10 ppm for the vegetable, tuberous and corm, subgroup lC. 

Fruit, small, vine climbing, except fuzzy kiwifruit, subgroup 13-07F

No additional field trial data were submitted. A tolerance for combined residues of 

fenpyroximate and M-1 in/on grapes has been established at 1.0 ppm [40 CFR §180.566]. IR-4 

has proposed to convert this tolerance to fruit, small, vine climbing, except fuzzy kiwifruit, 

subgroup 13-07F tolerance at the same level. 

As the proposed use on fruit, small, vine climbing, except fuzzy kiwifruit, subgroup 13-07F is 

identical to the existing use grapes on the product labels for FujiMite®5EC, Portal®, Akari®

5SC, the existing grape tolerance can be translated to fruit, small, vine climbing, except fuzzy

kiwifruit, subgroup 13-07F. 

860.1520 Processed Food and Feed

Plum

48903703.der.docx

In one trial conducted in CA, plums received two foliar-directed applications of FujiMite®5EC 

at an exaggerated rate of 0.509-0.511 lb ai/A/application for a total seasonal rate of 1.02 lb ai/A 

(~5X). Applications were made at a 13-day RTI using ground equipment in spray volumes of 

142 gal/A. A NIS was added to the spray mixture for each of the applications. Plums were 

harvested at a PHI of 7 days and processed into dried plums at the field site using simulated 

commercial procedures. Adequate descriptions were provided of the processing procedures; 

material balance summaries were not provided.

Following two foliar broadcast applications of FujiMite®5EC at a total seasonal rate of 1.0 lb 

ai/A (~5X), average residues of fenpyroximate, M-1, and combined residues, respectively were 

1.84, 0.208, and 2.05 ppm in/on plums (RAC) and 3.18, 0.316, and 3.50 ppm in/on dried plums

(Table 8). The processing data indicate combined residues of fenpyroximate and M-1 may

concentrate in dried plums (processing factor of 1.7X). The observed processing factors do not 

exceed the theoretical concentration factor of 3.4X for prunes (OCSPP 860.1520, Table 2, based 

on loss of water).

TABLE 8. Residue Data from Plum Processing Study with Fenpyroximate.

RAC

Processed 

Commodity

Total 

Rate

(lb ai/A)

PHI

(days)

Residues (ppm)1Processing Factor2

Fenpyroximate M-1 Combined Fenpyroximate M-1 Combined

Plum Fruit (RAC) 1.020 7 1.84 0.208 2.05 --- --- ---

Dried plum 3.18 0.31633.50 1.7X 1.5X 1.7X

1

 All values are the average of replicate analyses. The LOQ was 0.05 ppm for each analyte. 

2

 Processing factor = average residue in processed fraction ÷ average residue in unprocessed RAC commodity. 

3

 Mean of multiple analyses.
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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Conclusions: Concentration following processing was observed in dried plums. Multiplication 

of the plum HAFT residue (0.321 ppm) by the dried plum processing factor of 1.7X yields a 

value (0.55 ppm) which is less than the recommended RAC tolerance (2.0 ppm); therefore, a 

separate tolerance is not required for dried plums.

Potato

DER Reference List 48903704.der2.docx

In one trial conducted in ID, potatoes received two foliar broadcast applications of FujiMite®

5EC at an exaggerated rate of 0.505-0.507 lb ai/A/application for a total seasonal rate of 1.012 lb 

ai/A (5X). Applications were made at a 7-day RTI using ground equipment in spray volumes of 

45.4-45.7 gal/A. A NIS was added to the spray mixture for each of the applications. Potatoes 

were harvested at a PHI of 7 days and processed into flakes, chips, and wet peel by the Food 

Technology Center (Caldwell, ID) using simulated commercial procedures. Adequate 

descriptions were provided of the processing procedures, including material balance summaries.

Following two exaggerated-rate applications of fenpyroximate, average residues of 

fenpyroximate and M-1 were below the LOQ (<0.05 ppm) in/on potato tubers (RAC), flakes, 

chips, and wet peel; therefore, processing factors could not be calculated. The theoretical 

concentration factors for potato are 4.7X for dried flakes/granules and 4.0X for processed waste 

(based on loss of water, OPPTS 860.1520, Table 2; and separation of components; OPPTS 

860.1520, Table 3, respectively).

Conclusions: These data indicate that significant concentration of fenpyroximate residues are 

unlikely to occur in the processed fractions of potato; therefore, separate tolerances are not 

required for potato processed fractions.

860.1650 Submittal of Analytical Reference Standards

Analytical standards for fenpyroximate (with expiration date of 11/20/2015) and its Z-isomer 

(with expiration date of 5/16/2014) are currently available in the EPA National Pesticide 

Standards Repository (personal communication with Theresa Cole, Analytical Chemistry

Branch, 2/23/2012). 

860.1850 Confined Accumulation in Rotational Crops

860.1900 Field Accumulation in Rotational Crops

No new confined rotational crop data were submitted with this petition. An acceptable confined 

rotational crop study was previously submitted in support of the tolerance petition for uses on 

pome fruits, cotton, and grapes (PP#s 0F06437 and 0E06519; DP#s 291925 and 291926, 

8/20/03, G. Kramer; 45649913.der.wpd). In the study, lettuce, radish, and wheat were planted 

30, 120, and 365 days following treatment of sandy loam soil at 0.2 lb ai/A. The application rate 

used in the study is 1X the proposed maximum seasonal rate to the crops addressed in this 

petition. 

The rotational crop data indicated that fenpyroximate-related residues were <0.01 ppm in all 

samples of rotated lettuce, radish, and wheat planted at 30-, 120-, and 365-day PBIs except 
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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wheat straw from the 120-day PBI. The proposed 30-day PBI on the product labels is 

appropriate.

860.1550 Proposed Tolerances

IR-4 has proposed a tolerance expression for the combined residues of the insecticide 

fenpyroximate, including its metabolites and degradates, in or on the commodities in the table 

below. Compliance with the tolerance levels specified below is to be determined by measuring 

only the sum of fenpyroximate, (E)-1,1-dimethylethyl4-[[[[(1,3-dimethyl-5-phenoxy-1Hpyrazol-4-yl) methylene] amino]oxy]methyl] benzoate and its Z-isomer, (Z)-1,1-dimethylethyl4-

[[[[(1,3-dimethyl-5- phenoxy-lH-pyrazol-4-yl) methylene]amino]oxy] methyl]benzoate, 

calculated as the stoichiometric equivalent of fenpyroximate.

Codex and Mexican MRLs are established for residues of fenpyroximate per se in/ grapes (fresh 

and dried). Harmonization with the Codex and Mexican MRLs is not possible because the U.S. 

tolerance expression includes an additional isomer and the U.S. use pattern requires a higher 

numerical value. There are currently no established Canadian MRLs.

The submitted U.S. stone fruit residue data were entered into the tolerance spreadsheet as per the 

OECD tolerance calculation procedures in order to determine appropriate tolerance levels; see 

Appendix I. The submitted residue data for potato were not entered into the tolerance 

spreadsheet because all treated samples bore combined residues below the LOQ of 0.10 ppm.

A summary of recommended tolerances for the current petition is listed in Table 9. A revised 

Section F specifying the HED-recommended tolerances should be submitted. 

Table 9. Tolerance Summary for Fenpyroximate. 

Commodity

Proposed 

Tolerance (ppm)

HED-Recommended 

Tolerance (ppm)

Correct Commodity 

Definition/Comments

Fruit, stone, group 12 2.0 2.0 Fruit, stone, group 12-12

Vegetable, tuberous and 

corm, subgroup lC

0.10 0.10

Fruit, small, vine climbing, 

except fuzzy kiwifruit, 

subgroup 13-07F

1.0 1.0

Remove from 40 CFR §180.566 (a)(1):

Grape

Attachments:

International Residue Limits sheet

Appendix I - Tolerance-Assessment Calculations

cc: G. Kramer (RAB1)

RDI: RAB1 Chemists (12/12/12)

G.F. Kramer:S10957:PY-S:(703)305-5079:7509P:RAB1

Template Version September 2005
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

Page 14 of 16

International Residue Limits 

Fenpyroximate (129131; 12/03/2012)

Summary of US and International Tolerances and Maximum Residue Limits 

Residue Definition:

US Canada Mexico2 Codex3

40 CFR 180.566:

(a) General. (1) Tolerances are established for 

combined residues of the insecticide 

fenpyroximate, (E)-1,1-dimethylethyl 4-

[[[[(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl) 

methylene] amino]oxy]methyl]benzoate and its 

Z-isomer, (Z)-1,1-dimethylethyl 4-[[[[(1,3-

dimethyl-5-phenoxy-1H-pyrazol-4-

yl)methylene] amino]oxy]methyl]benzoate 

None Fenpyroximate

Commodity1 Tolerance (ppm) /Maximum Residue Limit (mg/kg)

US Canada Mexico2 Codex3

Fruit, stone, group 12 2.0

Vegetable, tuberous and corm, 

subgroup 1C

0.10

Fruit, small, vine climbing, 

except fuzzy kiwifruit, subgroup 

13-07F

1.0 0.1 grapes

0.3 dried grapes 

(=currants, raisins and 

sultanas)

Completed: M. Negussie; 12/04/2012

1

Includes only commodities of interest for this action. Tolerance values should be the HED recommendations and 

not those proposed by the applicant.

2 Mexico adopts US tolerances and/or Codex MRLs for its export purposes.

3 * = absent at the limit of quantitation; Po = postharvest treatment, such as treatment of stored grains. PoP = 

processed postharvest treated commodity, such as processing of treated stored wheat. (fat) = to be measured on the 

fat portion of the sample. MRLs indicated as proposed have not been finalized by the CCPR and the CAC.
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

Page 15 of 16

APPENDIX I: Tolerance-Assessment Calculations

Fenpyroximate

Cherry, Fruit

USA

0.194-0.203 lb ai/A, PHI = 7-8 d

Total number of data (n) 7

Percentage of censored data 0%

Number of non-censored data 7

Lowest residue 0.312

Highest residue 0.928

Median residue 0.507

Mean 0.593

Standard deviation (SD) 0.246

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 0.928

- Mean + 4 SD 1.579

- CF x 3 Mean 1.780

Unrounded MRL 1.780

Rounded MRL 2

High uncertainty of MRL estimate.

[Small dataset]

Residues (mg/kg) n

0.312 1

0.39 1

0.408 1

0.507 1

0.786 1

0.823 1

0.928 1

Fenpyroximate

Peach, Fruit

USA

0.195-0.206 lb ai/A, PHI = 6-8 d

Total number of data (n) 9

Percentage of censored data 0%

Number of non-censored data 9

Lowest residue 0.123

Highest residue 0.245

Median residue 0.164

Mean 0.174

Standard deviation (SD) 0.043

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 0.245

- Mean + 4 SD 0.348
Fenpyroximate Summary of Analytical Chemistry and Residue Data DP# 405715

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- CF x 3 Mean 0.523

Unrounded MRL 0.523

Rounded MRL 0.6

Residues (mg/kg) n

0.123 1

0.1249 1

0.1483 1

0.1556 1

0.1641 1

0.1795 1

0.1993 1

0.2303 1

0.2452 1

Fenpyroximate

Plum, Fruit

USA

0.198-0.206 lb ai/A, PHI = 6-7 d

Total number of data (n) 6

Percentage of censored data 33%

Number of non-censored data 4

Lowest residue 0.100

Highest residue 0.321

Median residue 0.157

Mean 0.180

Standard deviation (SD) 0.088

Correction factor for censoring (CF) 0.778

Proposed MRL estimate

- Highest residue 0.321

- Mean + 4 SD 0.533

- CF x 3 Mean 0.420

Unrounded MRL 0.533

Rounded MRL 0.6

High uncertainty of MRL estimate.

[Small dataset]

Residues (mg/kg) n

<0.1 2

0.134 1

0.179 1

0.245 1

0.321 1