Abstracts
Prosulfuron
CAS No. 94125-34-5

For more abstracts search PubMed or Toxnet
 
 

ACTIVITY: Herbicide (sulfonylurea)

CAS Name: N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]-2-(3,3,3-trifluoropropyl)benzenesulfonamide

Structure:

 

Reports available from
The National Technical Information Service
(NTIS)

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Order No. Title Keywords CAS Nos.
NTIS/PB95-270963, 14p.

1995 - Pesticide Fact Sheet: Prosulfuron.

US EPA Office of Pesticide Programs.

Abstract: This document contains up-to-date chemical information, including a summary of the Agency's regulatory position and rationale, on a specific pesticide or group of pesticides. A Fact Sheet is issued after registration of a new chemical. 94125-34-5

NTIS/OTS0529902-3

EPA/OTS; Doc #89-950000124

1995 - SUPPORT: LETTER FROM CIBA GEIGY CORP TO USEPA REGARDING TOXICOLOGICAL STUDIES OF CGA-152005 WITH ATTACHMENTS DATED 02-02-95 CIBA GEIGY CORP
CGA-152005
HEALTH EFFECTS
SUBCHRONIC TOXICITY
MAMMALS
DOGS
ORAL
DIET
REPRODUCTION/FERTILITY EFFECTS
TERATOGENICITY
RABBITS
GAVAGE
MICE
NEUROTOXICITY
RATS
94125-34-5

NTIS/OTS0529902-3

EPA/OTS; Doc #8EHQ-0494-1104

1994 - SUPPORT: LETTER FROM CIBA GEIGY CORP TO USEPA RE: TWO-YEAR DIETARY CHRONIC TOXICITY/ONCOGENICITY STUDY WITH CGA-152005 TECHNICAL IN RATS WITH ATTACHMENTS DATED 04-08-94 CIBA GEIGY CORP
CGA-152005
HEALTH EFFECTS
CHRONIC TOXICITY
CARCINOGENICITY
MAMMALS
RATS
ORAL
DIET
94125-34-5

NTIS/OTS0529902-4

EPA/OTS; Doc #89920000360D

1994 - SUPPORT: LETTER FROM CIBA-GEIGY CORP TO USEPA RE: 1-(4-METHOXY-6-
METHYLTRIAZIN-2-YL)-3-[2-(3,3,3-
TRIFLUOROPROPYL)PHENYLSULFONYL]UREA, DATED 09/21/1992 (DECLASSIFIED)
CIBA-GEIGY CORP
1-(4-METHOXY-6-METHYLTRIAZIN-2-YL)-3-[2-
(3,3,3-TRIFLUOROPRO*
HEALTH EFFECTS
CHRONIC TOXICITY
COMBINED CHRONIC TOXICITY/CARCINOGENICITY
MAMMALS
RATS
ORAL
DIET
94125-34-5

NTIS/OTS0529902-4

EPA/OTS; Doc #89910000273D

1991 - METHYLTRIAZIN-2-YL)-3-[2-(3,3,3-
TRIFLUOROPROPYL)PHENYLSUFONYL]
UREA, DATED 09/03/1991 (DECLASSIFIED)
CIBA-GEIGY CORP
1-(4-METHOXY-6-METHYLTRIAZIN-2-YL)-3-[2-
(3,3,3-TRIFLUOROPRO*
HEALTH EFFECTS
SUBCHRONIC TOXICITY
MAMMALS
DOGS
ORAL
DIET
94125-34-5

NTIS/OTS0529902-4

EPA/OTS; Doc #89910000154D

1991 - SUPPORT: LETTER FROM CIBA-GEIGY CORP TO USEPA RE: 1-(4-METHOXY-6-
METHYLTRIAZIN-2-YL)-3-[2-(3,3,3-
TRIFLUOROPROPYL)PHENYLSULFONYL]
UREA, DATED 05/30/1991 (DECLASSIFIED)
CIBA-GEIGY CORP
1-(4-METHOXY-6-METHYLTRIAZIN-2-YL)-3-[2-
(3,3,3-TRIFLUOROPRO*
HEALTH EFFECTS
SUBCHRONIC TOXICITY
MAMMALS
MICE
ORAL
DIET
94125-34-5

NTIS/OTS0529902-4

EPA/OTS; Doc #89910000026D

1991 - SUPPORT: LETTER FROM CIBA-GEIGY CORP TO USEPA RE: 1-(4-METHOXY-6-
METHYLTRIAZIN-2-YL)-3-[2-(3,3,3-
TRIFLUOROPROPYL)PHENYLSULFONYL]
UREA, DATED 01/02/1991 (DECLASSIFIED)
CIBA-GEIGY CORP
1-(4-METHOXY-6-METHYLTRIAZIN-2-YL)-3-[2-
(3,3,3-TRIFLUOROPRO*
HEALTH EFFECTS
REPRODUCTION/FERTILITY EFFECTS
TERATOGENICITY
MAMMALS
RABBITS
ORAL
94125-34-5

NTIS/OTS0529902-4

EPA/OTS; Doc #88910000017D

1990 - INITIAL SUBMISSION: LETTER FROM CIBA-GEIGY CORP TO USEPA RE: 1-(4-
METHOXY-6-METHYLTRIAZIN-2-YL)-3-[2-(3,3,3-
TRIFLUOROPROPYL)PHENYLSULFONYL]UREA, DATED 10/19/1990 (DECLASSIFIED)
CIBA-GEIGY CORP
1-(4-METHOXY-6-METHYLTRIAZIN-2-YL)-3-[2-
(3,3,3-TRIFLUOROPRO*
HEALTH EFFECTS
REPRODUCTION/FERTILITY EFFECTS
TERATOGENICITY
MAMMALS
RABBITS
ORAL
SUBCHRONIC TOXICITY
DOGS
94125-34-5

 

http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=12769518&dopt=Abstract

J Agric Food Chem. 2003 Jun 4;51(12):3525-7.

Soil transformation of prosulfuron.

Menniti C, Cambon JP, Bastide J.

Centre de Phytopharmacie, FRE CNRS 2605, Universite de Perpignan, 52 Avenue de Villeneuve, 66860 Perpignan Cedex, France.

The transformation of prosulfuron [1-(4-methoxy-6-methyltriazine-2-yl)-3-[2-(3,3,3-trifluropropyl)phenylsulfonyl]urea] in three soils at different pH values (sterilized and unsterilized) was studied, and it was shown that the rate of transformation was high in acidic soil. From the results obtained in sterile soils, it is shown that the mechanism of dissipation was mainly chemical in acidic soils. A new metabolite, 2-(3,3,3-trifluoropropyl)phenylsulfonic acid, was identified.

PMID: 12769518 [PubMed - in process]


http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=12009993&dopt=Abstract

J Agric Food Chem. 2002 May 22;50(11):3236-43.

Effects of soil pH and soil water content on prosulfuron dissipation.

Hultgren RP, Hudson RJ, Sims GK.

Department of Natural Resources and Environmental Sciences, University of Illinois, Urbana, Illinois 61801, USA. hultgren@ecn.purdue.edu

The sulfonylurea herbicide prosulfuron, 1-(4-methoxy-6-methyltriazin-2-yl)-3-[2-(3,3,3-trifluoropropyl)phenylsulfonyl]urea, is used for the selective control of broadleaf weeds in corn, sorghum, and cereal grains. To investigate its fate in soils, this study examined the effects of soil pH and water content on the rates of dissipation processes and the products formed under aerobic conditions. Radiometry and chromatography analyses were used to quantify the degradation products and bound residues formed in incubations of 10 different soils. The pH-dependent hydrolysis of the sulfonylurea bridge to form phenyl sulfonamide was the primary transformation process. Significant microbial degradation of prosulfuron occurred in 2 of the 10 soils, yielding (14)CO(2) and desmethyl prosulfuron among the major products. The time required for 50% dissipation of the herbicide (DT(50)) was determined for each soil and water content treatment. At equivalent water contents, prosulfuron DT(50) values were positively correlated with soil pH (P < 0.0001), varying from 6.5 days at pH 5.4 to 122.9 days at pH 7.9. Soil pH and water content strongly influence the fate of sulfonylurea herbicides in agricultural fields. Differences in the effect of soil water content on dissipation kinetics in a comparison of two soils were attributed to differences in soil pH, texture, and the ability of indigenous microorganisms to transform the herbicide.

PMID: 12009993 [PubMed - indexed for MEDLINE]


From Toxline at Toxnet

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY; 45 (5). 1997. 1940-1945.

Hydrolytic dissipation of four sulfonylurea herbicides.

DINELLI G, VICARI A, BONETTI A, CATIZONE P

Dep. Agronomy, Univ. Bologna, Via Filippo Re 6/8, 40126 Bologna, Italy.

BIOSIS COPYRIGHT: BIOL ABS. The fate of prosulfuron, primisulfuron methyl, rimsulfuron, and thifensulfuron methyl in aqueous solutions was investigated, using capillary electrophoresis (CE) for herbicide detection. The hydrolysis of the four sulfonylureas followed first-order kinetics and was pH dependent and accelerated at higher temperature. Rimsulfuron and thifensulfuron methyl showed fast degradation in water, with half-lives from 12 to 0.06 days in the pH range from 2 to 8.5 at 25êC. The degradation rate of prosulfuron and primisulfuron methyl resulted relatively slow, with half-lives from 49 to 399 days in the pH range from 5 to 7.5, at 25êC. The hydrolysis of the four sulfonylureas as a function of temperature and pH was mathematically combined. The resulting complex equations represent simple and useful models to predict the hydrolytic dissipation of these sulfonylureas. The complex equations of prosulfuron and primisulfuron methyl suggest that once these herbicides reach the groundwater, [abstract truncated]


From Toxline at Toxnet

PESTICIDE SCIENCE; 51 (1). 1997. 56-64.

Hydrolysis of prosulfuron at pH 5: Evidence for a resonance-stabilized triazine cleavage product.

BRAY LD, HEARD NE, OVERMAN MC, VARGO JD, KING DL, LAWRENCE LJ, PHELPS AW

Dep. Environ. Fate Effects, Ciba-Geigy Corp., 410 Swing Road, Greensboro, NC 27419, USA.

BIOSIS COPYRIGHT: BIOL ABS. Prosulfuron is a herbicide for the selective control of broadleaf weeds in corn. In order to examine the effect of pH on the stability of prosulfuron in aqueous solution, a hydrolysis experiment was conducted in buffer at pH 5, 7 and 9 utilizing (phenyl-14C) and (triazine-14C)prosulfuron. Prosulfuron was found to be stable under neutral and basic conditions and hydrolytically unstable under acidic conditions (T1/2 5 involved hydrolysis of the sulfonylurea bridge to yield the corresponding phenyl- and triazine-cleavage products and minor amounts of desmethyl-prosulfuron and dihydroxymethyltriazine. In addition to these hydrolysis products, an unknown species was observed at significant levels after 30 days ( 20% of the applied dose). A large-scale experiment was subsequently performed to generate additional material for the spectroscopic characterization and identification of this unknown degradate. A thorough spectral evaluation of this unknown revealed a resonance-sta [abstract truncated]


From Toxline at Toxnet

Order No. NTIS/PB95-270963, 14p.

1995 - Pesticide Fact Sheet: Prosulfuron.

US EPA Office of Pesticide Programs.

This document contains up-to-date chemical information, including a summary of the Agency's regulatory position and rationale, on a specific pesticide or group of pesticides. A Fact Sheet is issued after registration of a new chemical.


http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=8820859&dopt=Abstract

Drug Metabol Drug Interact. 1995;12(3-4):317-27.

Induction of cytochrome P450 genes by ethanol in maize.

Potter S, Moreland DE, Kreuz K, Ward E.

Ciba Agricultural Biotechnology, Research Triangle Park, NC 27709, USA.

Ethanol treatment of etiolated maize seedlings led to a marked enhancement in metabolism of the herbicides metolachlor and prosulfuron. cDNA clones representing eight genes that encode putative cytochrome P450 enzymes were isolated from maize. They fall into three families and are designated CYP71C5, CYP73A6, A7, and A8, and CYP81A1, A2, A3, and A4. Ethanol treatment induced the CYP81A subfamily at the mRNA level in both roots and shoots of etiolated seedlings.

PMID: 8820859 [PubMed - indexed for MEDLINE]


From Toxline at Toxnet

PESTICIDE SCIENCE; 41 (3). 1994. 259-267.

Key chemical inputs to new herbicides: Intermediates, processes and mechanistic investigations.

DINGHWALL JG

CIBA Plant Prot., R and D Weed Control, CH-4002 Basel, SWI.

BIOSIS COPYRIGHT: BIOL ABS. The key chemical inputs that led to the discovery of the three herbicides CGA 215 684 (a cyclohexanedione), CGA 244 126 (a substituted pyridine) and CGA 152 005 (sulfonylurea) and the plant-growth regulant CGA 163 935 (a cyclohexanedione) are described.

CAS Registry Numbers:
95266-40-3
94125-34-5 - Prosulfuron


 

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