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UNITED STATES ENVIRONMENTAL PROTECTION AGENCY

WASHINGTON, D.C. 20460

OFFICE OF

CHEMICAL SAFETY AND

POLLUTION PREVENTION

MEMORANDUM

Date: 05-JUN-2014

Subject: Sulfentrazone. Section 3 Registration Request to Add New Use on Apples. 

Summary of Analytical Chemistry and Residue Data.

PC Code: 129081 DP Barcode: D415626

Decision No.: 483232 Registration Nos.: 279-3370, 279-3189, & 279-3220

Petition No.: 3E8202 Regulatory Action: Amended Section 3

Risk Assessment Type: NA Case No.: 7231

TXR No.: NA CAS No.: 122836-35-5

MRID No.: 49124501 40 CFR: §180.498

From: George F. Kramer, Ph.D., Branch Senior Chemist

Registration Action Branch 1 (RAB1)

Health Effects Division (HED, 7509P)

Through: Charles W. Smith III, Branch Chief

RAB1/HED (7509P)

To: Laura Nollen/Barbara Madden, RM 05

Registration Division (RD, 7505P) 

Executive Summary

Sulfentrazone is an aryl triazolinone herbicide used to control a variety of broadleaf weeds. The 

mode-of-action for controlling emerging weeds is by protoporphyrinogen oxidase (PPO) 

inhibition. Sulfentrazone acts by the same mechanism as the diphenyl ether herbicides in which 

membrane disruption is initiated by the inhibition of PPO in the chlorophyll biosynthetic 

pathway and leads to the subsequent build-up of toxic intermediates. Plants emerging from soils 

treated with sulfentrazone turn necrotic and die shortly after exposure to light.

The Interregional Research Project No. 4 (IR-4) has submitted a petition proposing the 

establishment of permanent tolerances for the combined residues of the free and conjugated 

forms of sulfentrazone, including its metabolites and degradates, in or on the commodities in the 

table below. Compliance with the proposed tolerance levels specified below is to be determined 

by measuring only the sum of sulfentrazone (N-[2,4-dichloro-5-[4-(difluoromethyl)-4,5-dihydro3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]phenyl]methanesulfonamide) and its metabolites HMS (N-

(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-3-hydroxymethyl-5-oxo-1H-1,2,4-triazol-1-

yl)phenyl)methanesulfonamide) and DMS (N-(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-5-

oxo-1H-1,2,4-triazol-1-yl)phenyl)methanesulfonamide, calculated as the stoichiometric 
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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equivalent of sulfentrazone in or on the following commodity:

Apple 0.15

A tolerance is currently established under 40 CFR §180.498(a)(1) for the combined residues of 

sulfentrazone and its major metabolite, HMS, in/on soybean seed at 0.05 ppm. In addition, 

permanent tolerances are established under 40 CFR §180.498(a)(2) for the combined residues of 

sulfentrazone and its metabolites HMS and DMS in/on several food commodities; these 

established tolerances range from 0.15 ppm (various plant commodities) to 0.40 ppm (peanut 

meal and Brassica, leafy greens, subgroup 5B). Tolerances for the combined residues of 

sulfentrazone and its metabolites HMS and DMS have been established under 40 CFR 

§180.498(c) in connection with regional registrations; these include tolerances for residues in/on 

succulent lima bean, succulent cowpea, and wheat grain at 0.15 ppm. Finally, tolerances are 

established under 40 CFR §180.498(d) for inadvertent and indirect combined residues of 

sulfentrazone and its metabolites HMS and DMS in/on cereal grain (excluding sweet corn) bran, 

forage, grain, hay, hulls, stover, and straw at 0.1-0.6 ppm as a result of the application of 

sulfentrazone to growing crops.

The sulfentrazone end-use products (EPs) relevant for this registration request include Spartan®

Herbicide (EPA Reg. No. 279-3189; 75% dry-flowable or DF formulation) and Spartan®4F 

Herbicide (EPA Reg. No. 279-3220; 4 lb/gal flowable-concentrate (FlC) formulation). The 

petitioner requests the amendment of these EP labels to incorporate a new use on apples. These 

EPs are proposed for a maximum seasonal rate of 0.375 lb ai/A using ground equipment with a 

pre-harvest interval (PHI) of 14 days.

The nature of the residue in plants is adequately understood. Data concerning the metabolism of 

sulfentrazone following preemergent applications in soybeans and confined rotational crops were 

submitted in conjunction with the soybean petition (PP#4F04407, D211168). The HED 

Metabolism Committee determined that sulfentrazone and its metabolite HMS are the residues of 

concern in soybeans, and that sulfentrazone and its metabolites HMS and DMS (free and 

conjugated) are the residues of concern in rotational crops (D226434, 6/14/96, G. Kramer). In 

addition, HED concluded that the results of the rotational crop metabolism studies may be 

translated to support preemergent uses on all crops (D220548, 3/13/96, G. Kramer). Data 

concerning the metabolism of sulfentrazone following postemergent applications in corn, 

soybean, and radish were submitted in conjunction with recent petitions (D389972, 5/9/12, G. 

Kramer). The metabolism of sulfentrazone was similar to that following preemergent 

application; no additional major metabolites were identified. HED thus concludes metabolism 

data are now available to support postemergence applications and that sulfentrazone and its 

metabolites HMS and DMS (free and conjugated) are the residues of concern.

The nature of the residue in livestock is adequately understood based on acceptable ruminant and 

poultry metabolism studies. Sulfentrazone per se and its metabolites HMS and DMS were 

identified as the residues of concern in meat, milk, poultry, and eggs. 

There is an adequate residue analytical method for the purposes of tolerance enforcement. A gas 

chromatography (GC) method for the determination of sulfentrazone and its metabolites DMS 

and HMS was submitted with a petition for a sulfentrazone tolerance on soybeans 

(PP#4F04407). A petition method validation (PMV) was successfully completed by the 

Agency’s Analytical Chemistry Laboratory (ACL). The limit of quantitation (LOQ) and limit of 

detection (LOD) were determined to be 0.05 ppm and 0.005-0.025 ppm, respectively. The 
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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method has been forwarded to the Food and Drug Administration (FDA) for inclusion in the 

Pesticide Analytical Methods Vol. II (PAM II).

The data requirements for multiresidue methods (MRMs) are fulfilled. The FDA MRMs are not 

suitable as enforcement methods since sulfentrazone residues of concern were not successfully 

recovered by the FDA MRMs.

Samples of raw agricultural and processed commodities were analyzed for residues of 

sulfentrazone and its metabolites DMS and HMS using a liquid chromatograph equipped with 

tandem mass spectrometers (LC/MS/MS) method. The validated LOQ was 0.025-0.05 ppm for 

each analyte. These methods are adequate for data collection based on acceptable method 

validation and concurrent recovery data.

The submitted field trial residue data apple are adequate. The field trial data reflect the proposed 

use patterns; 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. 

No quantifiable residues were found in apples treated at an exaggerated rate (5X); therefore, 

separate tolerances are not required for apple processed commodities. 

Analytical standards for sulfentrazone and its metabolites DMS and HMS are currently available 

at the EPA National Pesticide Standards. However, as the existing stocks are depleted, the

Repository has requested that the registrant provide additional amounts of sulfentrazone (5 g) 

and HMS (3 g).

No Codex, Canadian, or Mexican maximum residue limits (MRLs) have been established for 

sulfentrazone on apples. Therefore, harmonization of MRLs and U.S. tolerances is not an issue 

at this time. 

Regulatory Recommendations and Residue Chemistry Deficiencies

There are no residue chemistry issues that would preclude granting an unconditional registration 

for the requested use on apples. The proposed uses and the submitted data support the 

establishment of the following tolerances for the combined residues of free and conjugated 

sulfentrazone and its metabolites HMS and DMS in/on:

Apple 0.15

A human-health risk assessment is forthcoming.

Background

The chemical structure and nomenclature of sulfentrazone are presented in Table 1, and the 

physicochemical properties of the technical grade of sulfentrazone are presented in Table 2.
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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Table 1. Sulfentrazone Nomenclature.

Chemical structure

Common name Sulfentrazone

Company experimental name F6285; FMC 97285

IUPAC name 2',4'-dichloro-5'-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol1-yl)methanesulfonanilide

CAS name N-(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-

triazol-1-yl)phenyl)methanesulfonamide

CAS registry number 122836-35-5

End-use product (EP) 4 lb/gal FlC formulation (Spartan®4F Herbicide; EPA Reg. No. 279-3220) and 

75% DF formulation (Spartan® Herbicide; EPA Reg. No. 279-3189)

Chemical structure of DMS 

metabolite

Common name 3-desmethyl sulfentrazone; DMS

Chemical name N-(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-

yl)phenyl)methanesulfonamide

Chemical structure of HMS 

metabolite

Common name 3-hydroxymethyl sulfentrazone; HMS

Chemical name N-(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-3-hydroxymethyl-5-oxo-1H1,2,4-triazol-1-yl)phenyl)methanesulfonamide

Cl

Cl

HN

SO2CH3

N

N

N

O

CH3

CHF2

Cl

Cl

HN

SO2CH3

N

N

N

O

CHF2

Cl

Cl

HN

SO2CH3

N

N

N

O

CHF2

OH
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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Table 2. Physicochemical Properties of Technical Grade Sulfentrazone.

Parameter Value Reference

Melting range 120-122 oC DP# 288712, 3/6/03, G. 

Kramer, G. Reddy, and L. 

Liu

pH 4.78 at 23 oC

Density 0.53 g/cm3

Water solubility 4.0 x 102μg/g

Solvent solubility 18.6% w/w in acetonitrile

Vapor pressure 8 x 10-10 mm Hg

Dissociation constant, pKa 6.56

Octanol/water partition coefficient, 

Log(KOW)

1.49 at pH 5

UV/visible absorption spectrum Not available

860.1200 Directions for Use

A list of the sulfentrazone end-use products relevant to this registration request is presented in 

Table 3. The proposed crop use directions are summarized in Table 4A. Information regarding 

rotational crop restrictions is listed in Table 4B.

Table 3. Summary of Proposed End-Use Products.

Trade Name Reg. No.

ai (% of 

formulation)

Formulation 

Type Target Crops Target Pests

Spartan®4F 

Herbicide

279-3220 39.6

(4 lb ai/gal)

FlC Rhubarb, Turnips, Sunflower Subgroup 

20B, Cowpeas, Wheat (Spring), Tree 

Nut Crop Group 14, Pistachio, LowGrowing Berry Crop Group 13-07, 

Citrus Fruit Crop Group 10-10, 

Nongrass Animal Feeds Crop Group 18

Broadleaf, 

grass, and sedge 

weeds. Spartan®

Herbicide

279-3189 75 DF

F6285 4F 

CAL 

Herbicide

279-3370 39.6 (4 lb 

ai/gal)

FlC Rhubarb, Turnips, Sunflower Subgroup 

20B, Wheat (Spring), Tree Nut Crop 

Group 14, Pistachio, Low-Growing 

Berry Crop Group 13-07, Citrus Fruit 

Crop Group 10-10, Nongrass Animal 

Feeds Crop Group 18

Table 4. Summary of Proposed Directions for Use of Sulfentrazone.

App. Timing; Type; and Equip.

Formulation (EPA 

Reg. No.)

Application 

Rates

Max. # App. 

per Year

Max. Yearly 

App. Rate Use Directions and Limitations

Citrus Fruit Crop Group 10-10c

Apply as soil application to 

orchard floors or as uniform 

band application directed 

towards base of the trunk of 

trees.

Ground, impregnated onto dry 

bulk fertilizer.

Spartan 4F Herbicide

(279-3320)

0.125 - 0.375 

lb ai/A Up to 3 0.375 lb ai/A

*General use directions: min of 10 

GPA.

PHI = 14 days.

RTI = 60 days.

Apply using ground equipment only; 

do not use airblast sprayer or apply 

by air.

Avoid direct or indirect spray 

contact with foliage and fruit.

F6285 4F CAL 

Herbicide

(279-3370)

Spartan Herbicide

(279-3189)
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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Conclusions: The use directions are adequate to allow HED an assessment of whether the 

submitted residue data reflect the maximum residues likely to occur. 

860.1300 Nature of the Residue – Plants

The nature of the residue in plants is adequately understood. Data concerning the metabolism of 

sulfentrazone following preemergent applications in soybeans and confined rotational crops were 

submitted in conjunction with the soybean petition (PP#4F04407, D211168). The HED 

Metabolism Committee determined that sulfentrazone and its metabolite HMS are the residues of 

concern in soybeans, and that sulfentrazone and its metabolites HMS and DMS (free and 

conjugated) are the residues of concern in rotational crops (D226434, 6/14/96, G. Kramer). In 

addition, HED concluded that the results of the rotational crop metabolism studies may be 

translated to support preemergent uses on all crops (D220548, 3/13/96, G. Kramer). Data 

concerning the metabolism of sulfentrazone following postemergent applications in corn, 

soybean, and radish were submitted in conjunction with recent petitions (D389972, 5/9/12, G. 

Kramer). The metabolism of sulfentrazone was similar to that following preemergent 

application; no additional major metabolites were identified. HED thus concludes metabolism

data are now available to support postemergence applications and that sulfentrazone and its 

metabolites HMS and DMS (free and conjugated) are the residues of concern.

860.1300 Nature of the Residue –Livestock

Adequate ruminant and poultry metabolism studies were submitted in conjunction with the 

soybean petition (PP#4F04407). The metabolism of sulfentrazone in livestock differs from that 

in plants as metabolism proceeds only by oxidation of the 3-methyl group to form HMS, 

followed by further oxidation to form sulfentrazone carboxylic acid which is decarboxylated to 

DMS. Sulfentrazone per se and its metabolites HMS and DMS were identified as the residues of 

concern in meat, milk, poultry, and eggs. 

860.1340 Residue Analytical Methods

Enforcement Method

A GC analytical method for the determination of sulfentrazone, DMS, and HMS residues (free 

and conjugated) in/on various matrices was submitted with a petition for a sulfentrazone 

tolerance on soybeans (PP#4F04407). A PMV was successfully completed by the Agency’s 

ACL. The LOQ and LOD were determined to be 0.05 ppm and 0.005-0.025 ppm, respectively. 

HED concluded that the method is suitable for enforcement purposes (D233520, G. Kramer, 

3/25/97). The method was forwarded to FDA for inclusion in PAM II (Letter, G. Kramer, 

9/18/98). This method is suitable for enforcement of the tolerances associated with this petition.

Data-Collection Methods

Samples of raw agricultural commodities (RACS) and processed commodities were analyzed for 

residues of sulfentrazone and its metabolites DMS and HMS using a modified LC/MS/MS 

analytical method from study number P-3171 titled “Magnitude of the Residue of Sulfentrazone 

in/on Field Corn as a Rotated Crop Following Soybeans Treated with Authority Herbicide: Re-
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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Analysis of Selected Trials using Revised Methodology.”

Briefly, homogenized samples were refluxed with acetone:0.25N HCl (3:1, v:v) for 1 hour 

followed by filtration and concentration, then refluxed a second time with 1N HCI for 2 hours to 

free all conjugated analytes of concern and to completely convert sulfentrazone-3-carboxlic acid 

(SCA) to DMS. The method quantifies residues of SCA as DMS and calculates SCA residues by 

a molecular weight-conversion factor (1.118). SCA is a metabolism intermediate in formation of 

DMS. After filtration, the aqueous solution was brought to volume with water and analyzed by 

LC/MS/MS. Residues of the metabolites were not determined in parent equivalents. The LOQ, 

determined as the lowest level of method validation (LLMV), was 0.025-0.05 ppm for all 

analytes in all matrices; the experimental LOD was 0.005-0.02 ppm.

The data-collection methods described above are adequate based on acceptable method 

validation and concurrent recovery data.

860.1360 Multiresidue Methods

MRM data for sulfentrazone and HMS were previously submitted and forwarded to FDA 

(Memo, 2/7/95, G. Kramer). Neither compound was recovered by any of the protocols. The 

FDA PESTDATA database dated 10/99 (PAM Vol. I, Appendix II) indicates that DMS is not

recovered using MRM Sections 303 (Mills, Onley, and Gaither; Protocol E, nonfatty) and 304 

(Mills, fatty food). No information for recovery of DMS using Section 302 (Luke Method; 

Protocol D) is available.

860.1380 Storage Stability

IR-4 conducted concurrent storage stability studies with the apple field trials. The results 

indicate that residues of sulfentrazone, DMS, and HMS are stable under frozen storage 

conditions in/on apple for up to 743 days (24.4 months). Samples were stored frozen (<0 °C at 

the processing facility and analytical laboratory) from harvest/processing to analysis for 761 days 

(25 months) for apple (RAC), 783 days (25.8 months) for juice, and 748 days (24.6 months) for 

wet pomace. 

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

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

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

applied to the field trial and processing studies.

860.1480 Meat, Milk, Poultry, and Eggs

HED previously determined that, based on the established sulfentrazone tolerances for soybean 

and cereal grain commodities and the results of the livestock metabolism studies, conventional 

feeding studies are not required. 

Wet apple pomace is the only significant new feedstuff for livestock (ruminants only). As no 

quantifiable residues were found in apples treated at an exaggerated rate (5X) and tolerances are 

established for feed items at higher levels than the recommended tolerance for the combined 
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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residues of sulfentrazone, DMS, and HMS of 0.15 ppm for apple (e.g., 0.50 ppm for wheat 

forage), the proposed new use on apples is not expected to increase the livestock dietary burdens. 

860.1500 Crop Field Trials

DER Reference List 49124501.der1.docx

IR-4 has submitted field trial data for sulfentrazone on apple. Twelve field trials were conducted 

in the United States during the 2009 growing season in the North American Free Trade 

Agreement (NAFTA) Growing Zones 1 (NY; 2 trials), 2 (NJ and NC; 2 trials), 5 (MI; 2 trials), 9 

(CO; 1 trial), 10 (CA; 1 trial), and 11 (ID and WA; 4 trials).

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

plot received a single soil broadcast or banded application of Spartan®4F Herbicide made to 

each side of the orchard row at 0.360-0.393 lb ai/A (1X). Applications were made using ground 

equipment in spray volumes of 11-40 gal/A without an adjuvant. Samples of mature apples were 

harvested at a PHI of 13-15 days. 

In samples harvested at a 13- to 15-day PHI following a single soil broadcast or banded 

application of the 4 lb ai/gal SC formulation at a total seasonal rate of 0.360-0.393 lb ai/A, 

residues of sulfentrazone and metabolites DMS and HMS were each below the LOQ (<0.05 

ppm) in/on all samples of apples. Combined residues of sulfentrazone, DMS, and HMS (and 

per-trial averages) were <0.15 (<0.15) ppm.

No residue-decline data were submitted; however, these data are not required because residues 

were non-quantifiable in/on all samples at the earliest harvest time.

Conclusions: The submitted residue data are adequate to fulfill data requirements apples. 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

Apple

Submitted

Requested1

Canada U.S.

1 2 -- 4/3

2 2

2

-- 2/1

5 2 -- 3/2

9 1 -- 1/1

10 1 -- 1/1

11 4 -- 5/4

Total 12 16/12

1

 As per OCSPP 860.1500, Tables 1 and 5 for apple. The second number reflects a 25% reduction in the number of field 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.

2

 The Zone 2 trial conducted in NJ was located near the border of Zone 1.

As all residues were <LOQ, the recommended tolerance for the combined residues of 

sulfentrazone, DMS, and HMS is 0.15 ppm for apple. 
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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860.1520 Processed Food and Feed

DER Reference List 49124501.der2.docx

IR-4 has submitted a processing study with sulfentrazone on apple. In one apple trial conducted 

in NY during the 2009 growing season, a treated plot received a single soil-banded application of 

Spartan®4F Herbicide made to each side of the orchard row at a rate of 1.919 lb ai/A (~5X). 

Applications were made using ground equipment in spray volumes of 25.6 gal/A without an 

adjuvant. Samples of mature apples were harvested at a PHI of 15 days and processed into 

pasteurized juice and wet pomace using simulated commercial procedures. Processing was 

conducted by A.C.D.S. Research, Inc. (North Rose, NY). Adequate descriptions were provided 

of the processing procedures, including material balance summaries.

In samples harvested at a 15-day PHI following a single soil-banded application of the 4 lb ai/gal 

SC formulation at a total seasonal rates of 1.919 lb ai/A, residues of sulfentrazone and 

metabolites DMS and HMS were each below the LOQ (<0.05 ppm) in/on all samples of apples 

(RAC), juice, and wet pomace. Processing factors could not be calculated because residues were 

below the LOQ in both the RAC and processed commodities.

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

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

required for apple processed commodities.

860.1650 Submittal of Analytical Reference Standards

Analytical standards for sulfentrazone (expiration date 7/1/15) and its metabolites DMS 

(expiration date 8/1/17) and HMS (expiration date 8/31/18) are currently available at the EPA 

National Pesticide Standards Repository (personal communication with Theresa Cole, 4/21/14). 

However, as the existing stocks are depleted, the Repository has requested that the registrant 

provide additional amounts of sulfentrazone (5 g) and HMS (3 g). They should be sent to the 

Analytical Chemistry Lab, which is located at Fort Meade, to the attention of either Theresa Cole 

or Thuy Nygen at the following address:

USEPA

National Pesticide Standards Repository/Analytical Chemistry Branch/OPP

701 Mapes Road

Fort George G. Meade, MD 20755-5350

(Note that the mail will be returned if the extended zip code is not used.)

860.1850/1900 Confined/Field Accumulation in Rotational Crops

As apple trees are not rotated, rotational crop issues are not relevant to the current petition.
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

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860.1550 Proposed Tolerances

The HED Metabolism Committee has determined that the parent compound, sulfentrazone, and 

the metabolite HMS are the residues of concern in soybeans, and that sulfentrazone and the 

metabolites HMS and DMS are the residues of concern in rotational crops (D226434, 6/14/96, G. 

Kramer). 

Sulfentrazone tolerances are currently established under 40 CFR §180.498. A tolerance is 

established under 40 CFR §180.498(a)(1) for the combined residues of sulfentrazone and its

major metabolite, HMS, in/on soybean seed at 0.05 ppm. Permanent tolerances are established 

under 40 CFR §180.498(a)(2) for “combined residues of the free and conjugated forms of 

sulfentrazone, 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 sulfentrazone (N-[2,4-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-

oxo-1H-1,2,4-triazol-1-yl]phenyl]methanesulfonamide) and its metabolites HMS (N-(2,4-

dichloro-5-(4-(difluoromethyl)-4,5-dihydro-3-hydroxymethyl-5-oxo-1H-1,2,4-triazol-1-

yl)phenyl)methanesulfonamide) and DMS (N-(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-5-

oxo-1H-1,2,4-triazol-1-yl)phenyl)methanesulfonamide, calculated as the stoichiometric 

equivalent of sulfentrazone in or on the following commodities.” 

No Codex, Canadian, or Mexican MRLs have been established for sulfentrazone on the subject 

crop. Therefore, harmonization of MRLs and U.S. tolerances is not an issue at this time. An 

International Residue Limits form is appended to this Summary Document.

A tolerance summary for sulfentrazone is presented in Table 6.

Table 6. Tolerance Summary for Sulfentrazone.

Commodity Proposed 

Tolerance (ppm)

HEDRecommended 

Tolerance (ppm)

Correct Commodity 

Definition/Comments

Establish under 40 CFR §180.498(a)(2):

Apple 0.15 0.15

References

DP#: 389972

Subject: Sulfentrazone. Section 3 Registration Request to Add New Uses on Rhubarb, 

Turnips, Sunflower Subgroup 20B, Succulent Cowpea, Lima Bean, Vegetable 

Soybean, Wheat, Citrus Fruit Crop Group 10-10, Low-Growing Berry Crop 

Group 13-07, Tree Nut Crop Group 14, Clover, Alfalfa, and Pistachios. Summary

of Analytical Chemistry and Residue Data.

From: G. Kramer

To: K. Montague/B. Madden

Dated: 5/9/12

MRID(s): 483973-02 thru -09, 485148-01 thru -03

DP#: 288712

Subject: Sulfentrazone – Briefing Memorandum for Meeting of Metabolism Assessment 

Review Committee
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

Page 11 of 13

From: G. Kramer

To: Y. Donovan

Dated: 3/6/03

MRID(s): None

DP#s: 287102, 286879, 287256, 287257

Subject: PP#s 2F6391, 2E6498, 2E6405 & 2E6500. Sulfentrazone in/on Dried Shelled Pea 

and Bean, Field Corn, Succulent Lima Bean, Potatoes and Asparagus. Summary

of Analytical Chemistry and Residue Data.

From: G. Kramer

To: D. Morgan/J. Miller

Dated: 1/10/03

MRID(s): 45537402, 45567404, 45739201, 45582201, 45752601, 45567403, 45582201

DP#: 276111

Subject: PP#1E6311. Sulfentrazone on Cabbage, Horseradish, and Mint. Evaluation of 

Residue Data and Analytical Methods.

From: G. Kramer

To: S. Brothers/R. Forrest

Dated: 12/9/02

MRID(s): 45393501 and 45393502

DP#: 233520

Subject: PP#4F04407. Sulfentrazone (Authority Herbicide) for Use on Soybeans. Results 

of Petition Method Validation (PMV).

From: G. Kramer

To: S. Robbins/K. Boyle

Dated: 3/25/97

MRID(s): 44118801 and 44118802

DP#: 226434

Subject: HED Metabolism Committee of 5/20/96. Sulfentrazone. PP#4F04407.

From: G. Kramer

To: HED Metabolism Committee Members

Dated: 6/14/96

MRID(s): None

DP#: 220548

Subject: PP#4F04407. Sulfentrazone for Use on Soybeans. Data Waiver Request.

From: G. Kramer

To: J. Miller

Dated: 3/13/96

MRID(s): None

DP#: None

Subject: Multiresidue Method Testing of sulfentrazone and 3-hydroxy methyl 

sulfentrazone.

From: G. Kramer

To: H. Hundley

Dated: 2/7/95
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

Page 12 of 13

MRID(s): 43345416

Attachments: 

Appendix I - International Residue Limit Sheet.

DOCUMENT TRACKING

RDI: RAB1 Chemistry Team: 04/23/2014

Petition #: 3E8202

DP#s: 415626

PC Code: 129081

Template Version September 2005
Sulfentrazone Summary of Analytical Chemistry and Residue Data DP# 415626

Page 13 of 13

Appendix I. International Tolerances

International Residue Limits 

Sulfentrazone (129081; 4/15/2014)

Summary of US and International Tolerances and Maximum Residue Limits 

Residue Definition:

U.S. Canada Mexico2 Codex

40 CFR 180.498:

(2) sum of sulfentrazone (N-[2,4-

dichloro-5-[4-(difluoromethyl)-4,5-

dihydro-3-methyl-5-oxo-1H-1,2,4-triazol1-yl]phenyl]methanesulfonamide) and its 

metabolites HMS (N-(2,4-dichloro-5-(4-

(difluoromethyl)-4,5-dihydro-3-

hydroxymethyl-5-oxo-1H-1,2,4-triazol-1-

yl)phenyl)methanesulfonamide) and 

DMS (N-(2,4-dichloro-5-(4-

(difluoromethyl)-4,5-dihydro-5-oxo-1H1,2,4-triazol-1-

yl)phenyl)methanesulfonamide, 

calculated as the stoichiometric 

equivalent of sulfentrazone 

Plants (except dry soybeans): N-

[2,4-dichloro-5-[4-

(difluoromethyl)-4,5-dihydro-3-

methyl-5-oxo-1H-1,2,4-triazol-1-

yl]-phenyl]methanesulfonamide, 

including the metabolites N-[2,4-

dichloro-5-[4-(difluoromethyl)-4,5-

dihydro-3-hydroxymethyl-5-oxo1H-1,2,4-triazol-1-

yl]phenyl]methanesulfonamide and 

N-[2,4-dichloro-5-4-

(difluoromethyl)-4,5-dihydro-5-

oxo-1H-1,2,4-triazol-1-

yl]phenyl]methanesulfonamide

None

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

U.S. Canada Mexico2 Codex

Apple 0.15

Completed: M. Negussie; 04/16/2014

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 U.S. tolerances and/or Codex MRLs for its export purposes.