Flufenacet
CAS No. 142459-58-3
 
 

Return to
Adverse Effects
Abstracts

ACTIVITY: Herbicide (anilide)

CAS Name: N-(4-fluorophenyl)-N-(1-methylethyl)-2-[[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]oxy]acetamide

Structure:

Adverse Effects:

Blood
Body Weight Decrease
Bone
Brain
Cholesterol
Endocrine: Thyroid
Endocrine: Uterus
Eye
Heart
Kidney
Liver
Sciatic Nerve
Spinal Cord
Spleen

Environmental Effects:

Highly toxic to terrestrial, semi-aquatic, and aquatic plants.

Likely to persist in soil for some time

Regulatory Information
(only comprehensive for the US)
US EPA Registered: Yes 
US EPA PC Code: 121903 
California Chemical Code 5293 
US Tolerances: CFR 180.527 
FDA LMS Code: B30 
Registered use in
(includes only a limited list of countries)

Canada, Germany, Hungary, Philippines, South Africa, US, UK
US Maximum Residue Levels permitted in food commodities
Permitted in or on over 500 food commodities, including: Alfalfa, Cattle, Clover, Corn, Goat, Hog, Horse, Sheep, Soybean, Wheat  
UK Temporary MRL's

Applicable from: June 2001

Potato: 0.1 p pm
Wheat & Barley (winter): 0.05 ppm

Other Information
Molecular Formula: C14H13 F4 N3O2S 
Entry Year: 1998 
Manufacturers: Bayer 
Other Names: Artist, Axiom DF, Domain, Epic, Fluthiamide, Herold, Terano,
FOE 5043 Technical,
FOE 5043 DF, Thiafluamide
 
Of special interest:
PAN Data 
Material Safety Data Sheets & Labels
April 26, 2005 - U.S. Congressman Emmanuel Cleaver (D-MO) introduced a bill "to extend the temporary suspension of duty on Flufenacet (FOE Hydroxy) " from Dec. 31, 2006 to Dec. 31, 2008. The bill was referred to the House Committee on Ways and Means.
July 2003 - Review report for the active substance flufenacet. Flufenacet 7469/VI/98-Final. European Commission. Finalised in the Standing Committee on the Food Chain and Animal Health at its meeting on 4 July 2003 in view of the inclusion of flufenacet in Annex I of Directive 91/414/EEC. 
April 8, 1998 - Pesticide Fact Sheet. - US EPA
April 2002 - Beer in the UK: 23 organofluorine pesticides approved for use on malting barley.
Published by the British Beer and Pubs Association and Brewing Research International.
 
Abstracts 

February 18, 2002 - European Commission decision to extend provisional authorisation granted for new active substances including flufenacet

March 15, 2000 - BAYER - Press Release on new $45 million facility at Kansas City headquarters to manufacture flufenacet, the active ingredient in Axiom, Axiom® AT, Domain™ and Epic™ DF Herbicides. 
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: Flufenacet

Metabolites / Breakdown products of Flufenacet
Ref: Pesticide Action Network
PAN Data 1,3,4-Thiadiazol-2(3H)-one, 5-(trifluoromethyl) CAS No. 84352-75-0
PAN Data 3-Glucosyl-5-trifluoromethyl-1,3,4-thiadiazol-2(3H)-one No CAS No.
Note from FAN: US EPA tolerances for residues of flufenacet on food commodities include metabolites containing the 4-fluoro-N-methylethyl benzenamine moiety.

"Based on the toxicological findings for flufenacet relating to endocrine disruption effects, flufenacet should be considered as a candidate for evaluation as an endocrine disrupter when the criteria are established."
Ref. US EPA:Federal Register. March 29, 2000.


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
May 9, 2007 EPA-HQ-OPP-2006-0965

Bayer CropScience. Pesticide Tolerance. FINAL RULE.

Documents available with this Final Rule:
3-15-07 Flufenacet: HED Human Health Risk Assessment for Uses on Wheat, Perennial Grasses Grown for Seed and Sweet Corn (46 pages) EPA-HQ-OPP-2006-0965-0004
3-29-07 Flufenacet - Revised Memorandum: Acute and Chronic Aggregate Dietary Exposure and Risk Assessments for the Proposed Section 3 Registration on Wheat, Sweet Corn and Grass Grown for Seed. (43 pages) EPA-HQ-OPP-2006-0965-0005
7-1-06 Flufenacet - Company Notice of Filing (8 pages) EPA-HQ-OPP-2006-0965-0002

EPA determined that additional tolerances are needed in connection with the petitioned-for tolerances for wheat bran 0.80 ppm, grass forage at 7.0 ppm, and grass hay at 0.4 ppm, cattle kidney at 0.05 ppm, goat kidney
at 0.05 ppm, hog kidney at 0.05 ppm, horse kidney at 0.05 ppm, and sheep kidney at 0.05 ppm. EPA determined that tolerance levels are needed that differ from those proposed by the registrant for sweet corn forage at 0.45 ppm (0.4 ppm proposed) sweet corn stover at 0.30 ppm, (0.4 ppm proposed) wheat forage at 6.0 ppm (10.0 ppm proposed), wheat grain at 0.60 ppm (1.0 ppm proposed), wheat hay at 1.2 ppm (2.0 ppm proposed), and wheat straw at 0.35 ppm (0.5 ppm proposed). EPA determined that tolerances are not necessary for fat, meat, and meat
byproducts of cattle, goat, hog, horse, and sheep. Since permanent tolerances are being established for wheat
and kidney of cattle, goat, hog, horse, and sheep, emergency exemption tolerances for these commodities are being deleted.

Prenatal and postnatal sensitivity. According to EPA: There is no indication of additional susceptibility of young rats or rabbits following prenatal exposure to flufenacet in the developmental toxicity studies. There was an indication of qualitative susceptibility in the 2-generation reproduction study. Effects seen in the offspring in the reproductive toxicity studies (including increased pup death in early lactation and cannibalism) were more severe than those seen in the parental animals (increased liver weight and cytomegaly), although there was no difference in the NOAELs/LOAELS between parental animals and offspring in that study. Increased susceptibility (qualitative and quantitative) was seen in the developmental neurotoxicity study in rats. Decreased body weight was seen in pups at all dose levels, and additional effects, including decreased motor activity, delayed developmental landmarks, and decreases in morphometric measurements were seen at mid and high doses. Morphometric measurements were not made at the low dose. A slight decrease in body weight in mid and high dose dams during early lactation may have been due to palatability of test substance and was not considered adverse.

Conclusion. Several factors weighed in favor of the conclusion that no additional safety factor is needed to protect the safety of infants and children. First, there was no evidence of increased susceptibility in the developmental toxicity studies (rats and rabbits), and qualitative susceptibility seen in the rat reproduction study did not raise concerns because the pup death may be attributable to maternal cannibalism, and there was a clear NOAEL for the effect. Second, there are also no additional residual uncertainties with respect to exposure data:

General Tolerances are established for the combined residues of the herbicide flufenacet, N-(4-fluorophenyl)-N-(1-methylethyl)-2-[[5-(trifluoromethyl)-1, 3, 4-thiadiazol-2-yl] oxy]acetamide and its metabolites containing the 4-fluoro-N-methylethyl benzenamine moiety in or on the following commodities.
Commodity Parts per million
Cattle, kidney 0.05
Corn, field, forage 0.4
Corn, field, grain. 0.05
Corn, field, stover 0.4
Corn, sweet, forage 0.45
Corn, sweet, kernel plus cob with husks removed 0.05
Corn, sweet, stover 0.30
Goat, kidney 0.05
Hog, kidney 0.05
Horse, kidney 0.05
Sheep, kidney 0.05
Soybean, seed 0.1
Wheat, bran 0.80
Wheat, forage 6.0
Wheat, grain 0.60
Wheat, hay 1.2
Wheat, straw 0.35

Tolerances with regional registrations. Tolerances are established for combined residues of flufenacet, N-(4-fluorophenyl)-N-(1-methylethyl)-2-[[5-(trifluoromethyl)-1, 3, 4-thiadiazol-2-yl]
oxy]acetamide, and its metabolites containing the 4-fluoro-N- methylethyl benzenamine moiety, with regional registration.
Commodity Parts per million
Grass, forage 7.0
Grass, hay 0.4

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

 
Fluoride Action Network | Pesticide Project | 315-379-9200 | pesticides@fluoridealert.org