Trifloxysulfuron-sodium
CAS No. 199119-58-9

 
 

Return to Adverse Effects

ACTIVITY: Herbicide (Sulfonylurea)

CAS Name: N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-3-(2,2,2-trifluoroethoxy)-2-pyridinesulfonamide

Structure for Trifloxysulfuron:

Adverse Effects:

Anemia
Bladder
Blood

Body Weight Decrease
Bone
CNS
Endocrine: Testicular
Endocrine: Thymus
Heart
Kidney
Liver
Lung
Lymph Node
Spleen

Environmental Effects:

Potential Ground Water Contaminant.

Regulatory Information
(only comprehensive for the US)
US EPA Registered: Yes
US EPA PC Code: 119009  
US Tolerances: CFR 180.591
Registered use in
(includes only a limited list of countries)

US

Note:
Australia - pending

US Maximum Residue Levels permitted in food commodities

almond; almond, hulls; fruit, citrus, group 10 (including: grapefruit, lemon, lime, mandarin, orange, tangelo, tangerine); cotton, undelinted seed; cotton, gin byproducts; sugarcane; and tomato.

Other Information
Molecular Formula: C14H13F3N5O6SNa
Entry Year: 1999 
Inventing Company: Novartis 
Manufacturers: Syngenta
Other Names: Brawn
Evoke
CGA-279202 WG
CGA-279202 Technical
CGA-279202 WG Turf
CGA 292230
CGA 362622
 
Monument 75 WG
Of special interest:
PAN Data
Material Safety Data Sheets & Labels
May 24, 2004 - Summary of Toxicological Data, California EPA
August 2002 - Evaluation of the new active Trifloxysulfuron-sodium in the product ENVOKE HERBICIDE. Public Release Summary. National Registration Authority for Agricultural and Veterinary Chemicals 2002 ISSN1443-1335. 
2003 - US EPA 2003 work plan for registration of 19 conventional pesticides; 6 of the 19 are fluorinated. They are Butafenacil, Flonicamid, Flufenpyr-ethyl, Noviflumuron, Quinoxyfen,
Herbicide: Trifloxysulfuron
Uses:
Almond, Citrus, Cotton, Sugarcane, Tomato, Turf
Registrant: Syngenta
Comments:
 Methyl Bromide Alternative (tomatoes only); Electronic Data Submission 
August 6, 2002 - Trifloxysulfuron-sodium - Evoke Herbicide. Australia NRA Gazette (page 24) 
August 6, 2002 - NOTICE Trifloxysulfuron-Sodium. Commonwealth of Australia Gazette (page 27). Agricultural and Veterinary Chemicals Code Act 1994. 
October 2001 - "Brawn-a 'new generation' sulfonylurea herbicide also known as CGA-362622 or trifloxysulfuron-received Methyl Bromide Alternative status for use on tomatoes, making this active ingredient eligible for accelerated review at the Environmental Protection Agency. According to Greg Watson, Herbicides Team Leader in the Syngenta Crop Protection Regulatory Affairs group, EPA granted this status primarily due to Brawn's excellent safety profile and excellent performance on sedges in tomato crops." Ref: Manatee Vegetable Newsletter September/October 2001  
June 2001 - Trial use on cotton in the US. 2000 Cotton Research Report No. 19. Alabama Agricultural Experiment Station, Auburn University, Auburn, Alabama.  
See also Trifloxysulfuron

US Federal Register

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

Date Published Docket Identification Number Details
April 13, 2007 EPA-HQ-OPP-2007-0005

Notice of Receipt of Requests to Voluntarily Cancel Certain Pesticide Registrations.

Registration No. Product Name Registrant
000100 TX-06-0019 Envoke Herbicide Syngenta Crop Protection, Inc.
Po Box 18300
Greensboro NC 274198300
Sept 17, 2003 OPP-2003-0286

SYNGENTA: Pesticide tolerances. FINAL RULE.

Commodity

Final
Tolerance

PPM

Commodity

Tolerances originally requested by Syngenta

PPM

sugarcane 0.01 sugarcane 0.01
Cotton, undelinted seed 0.05 cottonseed 0.05
Cotton, gin byproducts 1.0 cotton byproducts 1.0

Fruit, citrus, Group 10

*see below for fruits in this category

0.03 citrus 0.01
almond hulls 0.01 - -
almond 0.02 almond nut meat 0.01
tomatoe 0.01 tomatoes 0.01
Fruit, citrus, Group 10 includes - Ref: http://cfpub.epa.gov/oppref/food_feed/index.cfm
calamondin citrus, oil lemon orange, sour, juice
citron, citrus fruit lemon, dried pulp orange, sour, oil
citrus fruit, citrus lemon, juice orange, sweet
citrus hybrids fruit, citrus, dried pulp lemon, oil orange, sweet, dried pulp
citrus hybrids, dried pulp fruit, citrus, except mandarin lime orange, sweet, juice
citrus hybrids, juice fruit, citrus, postharvest lime, dried pulp orange, sweet, oil
citrus hybrids, oil grapefruit lime, juice pummelo
citrus, dried pulp grapefruit, dried pulp lime, oil tangelo
citrus, juice grapefruit, juice mandarin, satsuma tangerine
citrus, meal grapefruit, oil orange, sour --
citrus, molasses kumquat orange, sour, dried pulp
Some excerpts from Table 1.-- Subchronic, Chronic, and Other Toxicity
Sudy Type and -[Guideline No.] Results
90-Day oral toxicity rodents (rats) - [870.3100] NOAEL: 507/549 milligrams/kilogram/day (mg/ kg/day) Male/Female (M/F) LOAEL: 1052/1128 mg/kg/day (M/F):
M = decreased body weight, decreased body weight gain, equivocal increased testicular atrophy at end of recovery phase;
F = decreased body weight, decreased body weight gain, equivocal slightly increased histopathology in liver (single cell necrosis, focal necrosis, inflammation, hepatocellular hypertrophy).
90-Day oral toxicity rodents (mice) - [870.3100] NOAEL: 1,023/1,507 mg/kg/day (M/F) LOAEL: >1,023/>1,507 mg/kg/day (M/F):
M = not attained;
F = not attained.
90-Day oral toxicity in nonrodents (dogs) - [870.3150] NOAEL: 19.8/19.6 mg/kg/day (M/F) LOAEL: 164.2/167.3 mg/kg/day (M/F):
M = decreased body weight gain (20%), slight hematological effects, clinical chemistry changes suggesting hepatotoxicity, decreased thymus weight, thymic atrophy, increased glycogen in liver, hemorrhage in mesenteric lymph nodes;
F = decreased body weight gain (44%), anemia with extramedullary hematopoiesis in liver/ spleen and myeloidhyperplasia in bone marrow, clinical chemistry changes suggesting hepatotoxicity, decrease thymus weight, thymic atrophy and hyaline tubular change in kidney.
21/28-Day dermal toxicity (rats) - [870.3200] NOAEL: 1,000/100 mg/kg/day (M/F) LOAEL: >1,000/1,000 mg/kg/day(M/F):
M = not attained;
F = decreased body weight gain. No dermal irritation M/F.
Prenatal developmental in rodents (rats) - [870.3700] Maternal NOAEL: 300 mg/kg/day Maternal LOAEL: 1,000 mg/kg/day based on decreased food consumption during treatment, decreased body weight gain during post-treatment. Developmental NOAEL: 300 mg/kg/day Developmental LOAEL: 1,000 mg/kg/day based on slight decrease in fetal weight, increased skeletal anomalies, increased poor/absent skeletal ossification.
Prenatal developmental in nonrodents (rabbit) - [870.3700] Maternal NOAEL: 100 mg/kg/day Maternal LOAEL: 250 mg/kg/day based on increased mortality, increased vaginal/ anal bleeding. Developmental NOAEL: 50 mg/kg/day Developmental LOAEL: 100 mg/kg/day based on abnormally shaped heart (one fetus at 100 mg/kg/day and 3 fetuses from 2 litters at 250 mg/kg/day).
-- In historical control data provided by the registrant, there were no reported instances of abnormally shaped hearts.
Reproduction and fertility effects (rat) - [870.3800] Parental systemic NOAEL: 78.8/83.5 mg/kg/ day
(M/F) Parental systemic LOAEL: 631/676 mg/kg/day (M/F) based on decreased body weight and gain as well as decreased food consumption.
Offspring systemic NOAEL: 78.8/83.5 mg/kg/ day (M/F) Offspring systemic LOAEL: 631/676 mg/kg/day (M/F): decreased pup weight and weight gain, decreased spleen weight, thymus weight and increased vaginal patency. Reproductive NOAEL: 968/1,030 mg/kg/day (M/ F) Reproductive LOAEL: >968/1,030 (M/F)

Chronic toxicity rodents
(rat) - [870.4100]

Chronic feeding/ carcinogenicity
rats - [870.4300]

Carcinogenicity
rats
- [870.4200]

NOAEL: 82.6/23.7 mg/kg/day (M/F) LOAEL: 429/99.3 mg/kg/day (M/F):
M = decreased body weight and gains, decreased food consumption and increased Leydig cell hyperplasia in testes;
F = increased tubular atrophy in kidneys. At 500 mg/kg/ day decreased body weight, body weight gain, food consumption and increased tubular atrophy in kidneys. Negative for carcinogenicity in M and F.
Carcinogenicity
mice - [870.4200]
NOAEL: 854/112 mg/kg/day (M/F) LOAEL: >854/818 mg/kg/day (M/F):
M = not determined;
F =
decreased body weight, body weight gain and food consumption.
Negative for carcinogenicity in M and F.
Chronic toxicity
dogs - [870.4100]
NOAEL: 51.1/45.3 mg/kg/day (M/F) LOAEL: 123/121 mg/kg/day (M/F):
M = gray- white foci in lungs, fibrous thickening of lung pleura, equivocal decreased body weight gain;
F = equivocal increased incidence and severity of chronic urinary bladder inflammation.
In vitro unscheduled DNA synthesis (primary rat hepatocytes)
- [870.5500]

Negative response up to 250 [mu]g/mL. Cytotoxicity at =15.63 [mu]g/ mL.

Acute neurotoxicity screening battery (rat) - [870.6200] NOAEL: <2,000 mg/kg/day (M/F) LOAEL: 2,000 mg/kg/day (M/F): M and F = decreased motor activity on day 1, histopathological lesions in nervous system tissues.
Subchronic neurotoxicity screening battery (rat) - [870.6200 ] NOAEL: 112/553 mg/kg/day (M/F) LOAEL: 472/1,128 mg/kg/day (M/F):
M = decreased body weight, body weight gain and food consumption.;
F = decreased body weight.

-- Trifloxysulfuron will be registered for use on the following non-dietary sites: Turf--golfcourses.
-- A developmental neurotoxicity study in rats is not required.

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


June 8, 2001 - Syngenta AG. Form 20-F. US Securities and Exchange Commission.

"Divestments. Novartis, AstraZeneca and Syngenta made several divestments in order to satisfy conditions imposed by the FTC and the European Commission in connection with the formation of Syngenta. The divestments completed in 2000 included the sale of the acetochlor based herbicide products to Dow AgroSciences LLC and the selling of the strobilurin fungicide product line FLINT® to Bayer AG. The divestments completed in 2001 include the sales of the grass herbicide propaquizafop and the pyrethroid insecticide tau-fluvalinate to Makhteshim Agan Industries Ltd, the sale of its sulcotrione herbicide MIKADO ® in the European Economic Area to Bayer AG, the divestment of its global flutriafol fungicide business to Cheminova A/S and the divestment to Makhteshim Agan Ltd. of its former Novartis cereal fungicide product range in Denmark, Sweden and Finland (p 9)."... Active Substances. Herbicides: Fluthiacet, Butafenacil, Mesotrione, Pyriftalid, Trifloxysulfuron-sodium. Fungicides: Picoxystrobin. Insecticides: Nemathorin. Recently Launched Products: Herbicide: S-metolachlor (Dual Magnu, Dual Gold, Bicep Magnum). Fungicides: Metalaxyl-M (Ripomil, Gold, Apron XL) Acibenzolar-S-Methyl (Bion, Boost, Actigard), Azoxystrobin (Amistar, Quadris, Heritage, Abound). Insecticides: Thiamethoxam, Emamectin Benzoate, Pymetrozine. Key Marketed Products: Metolachlor (Dual, Bicep), Atrazine (Aatex, Gesaprim), Clodinafop (Topik, Horizon, Celio, Banvel, Mondak, Clarity), Triasulfuron (Logran, Amber), Trinexapa (Moddeus, Primo), Flauzifop-P-Butyl (Fusilade), Fomesafen (Flex, Reflex), Molinate (Ordram), Tralkoxydim (Achieve, Grasp). Non-selective herbicides: Paraquat (Gramoxone), Sulfosate (Touchdown, Zapp, Ouragan), Diquat (Reglone). Fungicides: Metalaxyl (Ridomil, Apron), Propiconazole (Tilt), Difenoconazole (Score, Dividend), Fludioxonil (Celest, Maxim, Geoxe, Medallion), Cyprodnil (Unix, Stereo, (5) Switch), Cyrpoconazole (Alto), Chlorothalonil (Bravo, Daconil), Fluazinam (Shirlan). Insecticides: Abamectin (Vertimec, Agrimek), Profenofos (Curacron, Selectron), Methidathion (Supracide), Lufenuron (Match), Lambda-cyhalothrin (Karate, Kung-Fu, Icon), Tefluthrin (Force). Products in Development: Fluthiacet (licensed from Kumiai, Inc.), Butafenacil, Pyriftalid, Trifloxysulfuron-sodium, Mesotrione, Recently launced products: Dual Gold and Dual Magnum. Key marketed products: Dual® and Bicep®, our eading corn grass herbicides, are currently being replaced by Dual Gold®, Dual Magnum® and Bicep Magnum®...
Nature of operations. Syngenta AG is a world leading crop protection and seeds business that is involved in the discovery, development, manufacture and marketing of a range of agricultural products designed to improve crop yields and food quality. Syngenta is headquartered in Basel, Switzerland and was formed by Novartis AG ("Novartis") and AstraZeneca PLC ("AstraZeneca") through an agreement to spin off and merge the Novartis crop protection and seeds businesses with the Zeneca agrochemicals business to create a dedicated agribusiness company whose shares were then the subject of a global offering (the "Transactions"). The Transactions were completed on November 13, 2000 (the "Transaction Date"). In this annual report, for periods prior to November 13, 2000, we refer to the businesses contributed by Novartis as the "Novartis agribusiness"; and we refer to the businesses contributed to Syngenta by AstraZeneca as the "Zeneca agrochemicals business" (p i)."

Note:
Fluorinated pesticides highlighted in red


May 9, 2000 - Novartis: Form 20-F/A. US Securities & Exhange Commission.
New products in development: Butafenacil, Clodinafop, Fludioxonil (Apron), Fluthiacet, Metolachlor, Trifloxystrobin, Trifloxysulfuron. Note: "The Company was created by the merger of Sandoz AG and CIBA-Geigy AG (the "Merger") in December 1996. Prior to the Merger, Sandoz AG and CIBA-Geigy AG were each global participants in the pharmaceutical and agrochemical industries. The predecessor companies of the Company merged to realize sales, cost and cross-sector synergies, and to create a combined entity with the resources and ability to compete in the long term in an increasingly competitive global environment. The Boards of the Company and AstraZeneca announced on December 2, 1999, that they each agreed to spin off and merge Novartis Crop Protection and Seeds businesses and Zeneca Agrochemicals to create the world's first dedicated agribusiness company with pro forma combined sales in 1998 of approximately $7.9 billion. The new company will be named Syngenta AG ("Syngenta"), headquartered in Basel, Switzerland (p 5)... In Crop Protection, the major production sites for the active ingredients are located in India, Switzerland, the UK and the U.S., with the major production sites for formulation and packaging in Brazil, China, France, South Korea, Switzerland and the U.S. (p 36)... Agribusiness. On September 1, 1998, Novartis acquired a production plant and related operating assets from Oriental Chemicals Industries, South Korea for CHF 196 million (p F-13)."
Note: Fluorinated pesticides highlighted in red

 
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