Sulfentrazone
CAS No. 122836-35-5

 
 

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Adverse Effect

Abstracts

ACTIVITY: Herbicide (triazolone)

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

Structure:

Adverse Effects:

Blood
Body Weight Decrease

Bone
Endocrine:
Prostate
Endocrine: Testicular
Endocrine:
Vaginal
Liver

Spleen

Environmental Effects:

Persistent in soils
Groundwater Contaminant
Highly Toxic to Estuarine/Marine Organisms
Phototoxic

Regulatory Information
(only comprehensive for the US)
US EPA Registered: Yes 
US EPA PC Code: 129081 
US Tolerances: CFR 180.498 
Registered use in
(includes only a limited list of countries)

South Africa, US  
US Maximum Residue Levels permitted in food commodities
Permitted in or on 51 food commodities, including:
Bean -Lima, Chickpea -seed, Cowpeas, Grain - cereal, Horseradish, Pea - dry,
Soybean seed, Strawberry,
Sugarcane -cane, Sunflower seeds
 
Other Information
Molecular Formula: C11H10Cl2 F2 N4O3S 
Entry Year: 1991 
Inventing Company: FMC 
Manufacturers: FMC 
Other Names: Spartan
Authority
Boral
Capaz
F 6285
FMC 97285
 
Of special interest:
PAN Data 
Material Safety Data Sheets & Labels
January 13, 2006: Summary of toxicology data: Sulfentrazone (F2685). California EPA. Department of Pesticide Regulation. Medical Toxicology Branch.
February 27, 1997 - US EPA FACT SHEET 
March 7, 2001 - Phototoxic Pesticides: US EPA Memo Requesting Phototoxicity Study Protocol for Light-Dependent Peroxidizing Herbicides 
Undated - Article: Evaluation of Herbicides for Nutsedge control in Carrots; by Kai Umeda. Sulfentrazone was found "not safe to carrots at the lowest rates tested."
May 26, 2000 - Article: Soybean Injury from Sulfentrazone - by Aaron Hager and Christy Sprague. Pest Management and Crop Development Bulletin.
April 17, 1998 - Article: Sulfentrazone-containing Herbicides may cause Soybean Crop Injury. - Integrated Pest & Crop Management Newsletter, University of Missouri-Columbia
Undated - FMC CORPORATION - Press Release on Spartan® herbicide
September 1998 - DuPont to market FMC's sulfentrazone herbicide. - DuPont and FMC have agreed on specific terms, volumes, and pricing in a product deal that gives DuPont exclusive marketing rights to sulfentrazone for use in U.S. soybeans. In the soybean market, sulfentrazone herbicide has been sold under the brand names, Authority¨ and Canopy XL¨, and DuPont was already a distributor for the product. FMC will continue to manufacture sulfentrazone, and to market and sell the brandnames Spartan¨ for use in U.S. tobacco, and Boral¨ for use in Brazilian sugarcane and soybeans.
 
August 2001 - IR-4: New Products/Transitional Solution List - This list contains brief descriptions of numerous new pest control materials that have been introduced over the last several years. Additionally, it contains information on some "older" crop protection chemicals that are believed to have room for new uses. This List includes: Sulfentrazone  
Abstracts
October 2001 - Glossary of Pesticide Chemicals. A listing of pesticides subject to analysis of residues in foods and feeds by the US Food and Drug Administration. 

Major 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)
DMS (N-(2,4-dichloro-5-(4- (difluoromethyl)-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1- yl)phenyl)methanesulfonamide


US Federal Register

•• Note: Due to length, the following is a partial list. Click here to see full list of FR entries.

Published Date Docket Identification Number Details
August 25, 2006 EPA-HQ-OPP-2006-0659 Pesticide Emergency Exemptions; Agency Decisions and State and Federal Agency Crisis Declarations
• Iowa: Specific: EPA authorized the use of sulfentrazone on strawberries to
control broadleaf weeds; June 25, 2006 to December 15, 2006.
• Michigan: EPA authorized the use of sulfentrazone on strawberries to control
broadleaf weeds; June 25, 2006 to December 15, 2006.
• Wisconsin: Specific: EPA authorized the use of sulfentrazone on strawberries to control common groundsel; June 20, 2006 to December 15, 2006.
June 7, 2006 EPA-HQ-OPP- 2006-0387 Pesticide Emergency Exemptions; Agency Decisions and State and Federal Agency Crisis Declarations.
• North Dakota: Specific: EPA authorized the use of sulfentrazone on flax to control kochia; March 31, 2006 to June 30, 2006.
• Ohio: Specific: EPA authorized the use of sulfentrazone on strawberries to control common groundsel; June 20, 2006 to December 15, 2006.
• Oregon: Specific: EPA authorized the use of sulfentrazone on strawberries to control broadleaf weeds; March 15, 2006 to February 28, 2007.
• Washington: EPA authorized the use of sulfentrazone on strawberries to control broadleaf weeds; March 15, 2006 to February 28, 2007.
August 31, 2005 OPP-2005-0223

Pesticide Emergency Exemptions:

• Michigan. EPA authorized the use of sulfentrazone on strawberries to control broadleaf weeds; June 25, 2005 to December 15, 2005. Contact: (Andrew Ertman).

August 3, 2005 OPP-2005-0201

Cancellation of Pesticides for Non-payment of Year 2005 Registration Maintenance Fees.

Section 24(c) Registrations canceled for non-payment of the 2005
maintenance fee are shown in the following Table 1:

Table 1.--Section 24(c) Registrations Canceled for Non-Payment of Maintenance Fee

SLN no. Product Name
000279 ID-04-0001 Spartan Herbicide
000279 NV-04-0001 Spartan Herbicide
000279 OR-04-0024 Spartan Herbicide
000279 WA-04-0002 Spartan Herbicide
July 13, 2005 OPP-2005-0188 Pesticide Emergency Exemptions:
Oregon: EPA authorized the use of sulfentrazone on strawberries to control broadleaf weeds; March 11, 2005 to February 28, 2006.
Washington: EPA authorized the use of sulfentrazone on strawberries to control broadleaf weeds; March 2, 2005 to February 28, 2006.
Wisconsin: Specific: EPA authorized the use of sulfentrazone on strawberries to control broadleaf weeds; June 20, 2005 to December 15, 2005.
March 10, 2005 OPP-2005-0057 Requests to Voluntarily Cancel Certain Pesticide Registrations.
Unless a request is withdrawn by September 6, 2005, orders will be issued canceling these registrations. The Agency will consider withdrawal requests postmarked no later than September 6, 2005.
Chemical Name Registration No. Product Name Company Name and Address
Sulfentrazone 000279 WA-04-0002 Spartan Herbicide FMC Corp. Agricultural Products
Group, 1735 Market St, Philadelph, PA 19103
Feb 10, 2005 OPP-2005-0025 Removal of Expired Time-limited Tolerances for Emergency Exemptions. FINAL RULE.
20. Sulfentrazone. The time-limited tolerance for chickpea seed is being removed from Sec. 180.498 because it expired on December 31, 2004.
Dec 10, 2004 OPP-2004-0392

Extension of Tolerances for Emergency Exemptions. FINAL RULE. EPA has authorized under FIFRA section 18 the use of sulfentrazone on lima beans and cowpeas for control of hophornbeam copperleaf in Tennessee. This regulation extends a time-limited tolerance for combined residues of the herbicide sulfentrazone and the metabolites 3-hydroxymethyl sulfentrazone and 3-desmethyl sulfentrazone in or on succulent bean seed without pod at 0.1 ppm for an additional 3-year period. This tolerance will expire and is revoked on December 31, 2007. A time-limited tolerance was originally published in the Federal Register of September 21, 1999 (64 FR 51060) (FRL-6097-8).

Note: This FR of Sept 21, 1999, titled "Sulfentrazone; Pesticide Tolerances for Emergency Exemptions" stated:
-- Developmental toxicity studies - Rats: In EPA's oral developmental study in rats, the maternal (systemic) NOAEL was 25 mg/ kg/day, based on increased relative spleen weights and splenic extramedullary hematopoiesis at the LOAEL of 50 mg/kg/day. The developmental (fetal) NOAEL was 10 mg/kg/day, based on decreased mean fetal weight and retardation in skeletal development as evidenced by increased numbers of litters with any variation and by decreased numbers of caudal vertebral and metacarpal ossification sites at the LOEL of 25 mg/kg/day.
-- The developmental (fetal) NOAEL was 100 mg/kg/day, based on decreased fetal weight and increased fetal variations (hypoplastic or wavy ribs, incompletely ossified lumbar vertebral arches, incompletely ossified ischia or pubes, and reduced numbers of thoracic vertebral and rib ossification sites) at the LOAEL of 250 mg/kg/day.
-- Reproductive toxicity study -- Rats. In the 2-generation reproductive toxicity study in rats- The reproductive NOAEL was 14/16 mg/kg/day, based on: (a) Increased duration of gestation in both F1 and F2 dams; (b) decreased fertility in F1 generation (males); and/or (c) atrophy of the germinal epithelium of the testes, oligospermia and intratubular degeneration of the seminal product in the epididymis at the LOAEL of 33/40 mg/kg/day.
--
Chronic risk. RfD = 0.14 mg/kg/day. For chronic dietary risk assessment the Agency recommended use of the NOAEL of 14 mg/kg/day with an uncertainty factor of 100, based on:
(a) Decreased maternal body weight and/or body weight gain during gestation in both P and F1 generations;
(b) reduced premating body weight gains in the second generation (F1 adults);
(c) increased duration of gestation in both F1 and F2 dams;
(d) reduced prenatal viability (fetal and litter);
(e) reduced litter size;
(f) increased number of stillborn pups;
(g) reduced pup and litter postnatal survival;
(h) decreased pup body weights throughout lactation;
(i) decreased fertility in F1 generation males; and
(j) atrophy of the germinal epithelium of the testes, oligospermia and intratubular degeneration of the seminal product in the epididymis at the L

Due to length, the above is a partial list. Click here to see full list of Federal Register entries.
 
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