Fluazifop-P-butyl
CAS No. 79241-46-6
Fluazifop-P
CAS No. 83066-88-0

 
 

Return to Fluazifop-P-butyl Adverse Effects

ACTIVITY: Herbicide (Arylphenoxy ether ester)

See also Fluazifop-butyl - Fluazifop

Systematic Name for Fluazifop-p-butyl: Propanoic acid, 2-(4-((5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)-, butyl ester, (R)-

Structure for Fluazifop-p-butyl:

Systematic Name for Fluazifop-P: Propanoic acid, 2-(4-((5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)-, (R)-

Structure for Fluazifop-P:


Adverse Effects for Fluazifop-P-butyl

Blood
Body Weight Decrease

Bone
Endocrine: Ovary
Endocrine: Pituitary
Endocrine: Prostate
Endocrine: Testicular
Endocrine: Uterine
Eye
Fetotoxic
Kidney
Liver
Lung
Reproductive
Spleen
Stomach
Teratogenic

Environmental Effects:

Very high to high toxicity to fish.
Metabolites are Highly persisent in water and in soil.

Regulatory Information
(only comprehensive for the US) -
mainly for
Fluazifop-p-butyl
US EPA Registered: Yes 
US EPA PC Code: 122809 
California Chemical Code 5815 
US Tolerances:

CFR 180.411

On May 24, 2000
CFR 185.3250
CFR 186.3250
 
were consolidated into 180.411(a)(1)

US EPA Permit Date
and Registrant:
1985, Zeneca 
Registered use in 

Australia, Canada, Denmark, Finland, Germany, Hungary, Netherlands, New Zealand, Philippines, Portugal, UK, US
Africa: Burkina Faso, Cape Verde, Chad, Gambia, Guinea-Bissau, Mali, Mauritania, Niger, Senegal, South Africa 

Note: Banned in Norway
Japan's Maximum Residue Levels (MRLs) Partial list: All berries, Apricot, Asparagus, Avocado, Banana, Beans (dry), Broccoli, Brussel Sprouts, Cabbage, Carrot, Cauliflower, Celery, Cherry, Coffee beans, Cucumber, Endive, Garlic, Grape, Hop, Kale, Kiwifruit, Lemon, Lettuce, Mango, Nectarine, Onion, Orange, Papaya, Peach, Peanuts (dry), Pear, Pecan, Pineapple, Plum, Potato, Soybeans (dry), Strawberry, Sugar beet, Taro, Watercress, Yam  
US Maximum Residue Levels permitted in food commodities  
permitted in or on 74 food commodities, including:
Asparagus, Carrots, Coffee beans, Cotton seed / oil, Eggs, Endive, Stone fruits, Cattle, Goats, Hogs, Horse, Milk, Macadamia nuts, Onions (dry bulb), Pecans, Peppers (tabasco), Poultry, Rhubarb, Sheep, Soybeans, Spinach, Sweet potatoes
 
Other Information
Molecular Formula for Fluazifop-p-butyl: C19-H20-F3-N-O4  
Molecular Formula for Fluazifop-P: C15-H12-F3-N-O4  
Entry Year: 1981 
Inventing Company: Zeneca 
Manufacturers: Syngenta (Zeneca) 
Other Names for
Fluazifop-p-butyl
Fusilade 5
Fusion
ICI-A0005
SL-118
Fusilade 2000
Fusilade Super
Oramec
PP 005 2E Herbicide
 
Tornado
Typhoon
Other Names for
Fluazifop-P:

(R)-2-(4-((5-(Trifluoromethyl)-2-pyridinyl)oxy)phenoxy)propanoic acid
(R)-2-(4-(5-Trifluoromethyl-2-pyridyloxy)phenoxy)propionic acid
Manufacture site: UK:
Zeneca, Hudderfield
 
Of special interest:
PAN Data 
• new - Fluazifop-p-butyl: Material Safety Data Sheets and Labels
2005 - Schedule for Reregistration & Tolerance Reassessment (RED) is expected to be July 2005. Contact at EPA: Lance Wormell (703) 603-0523; wormell.lance@epa.gov . According to EPA:
Through the pesticide reregistration and tolerance reassessment programs, EPA is assessing risks and making risk management decisions for older pesticides. These decisions are summarized in documents known as REDs, IREDs, and TREDs. By making decisions according to the schedule below, EPA will meet its statutory deadlines for completing reregistration and tolerance reassessment.
Some of the decision dates presented in the schedule may change due to the dynamic nature of the review process. Any pesticide decisions that are not completed during the current fiscal year will be rescheduled for the following year. EPA is committed to meeting its reregistration and tolerance reassessment deadlines.
http://www.epa.gov/pesticides/reregistration/decision_schedule.htm
The estimate for total domestic use (annual average) is approximately 250,000 lbs. active ingredient. More than 90% of fluazifop-P-butyl’s total usage is on soybeans (75%) and cotton (21%) (page 2).
Ref: October 29, 2003. Tier 1 Drinking Water Assessment for Fluazifop-P-butyl
. EPA Federal Register Docket No. OPP-2004-0347-0011.
http://www.fluorideaction.org/pesticides/f-p-b.opp-2004-0347-0011.pdf
Date of Document Title of Document EPA Docket ID Number
01-05-2005  Overview of Fluazifop-P-butyl Risk Assessment - 8 pages OPP-2004-0347-0002
12-10-2004  Fluazifop-P-butyl: Revised HED Chapter of the Tolerance Reassessment Eligibility Decision (TRED) Document - 97 pages. Results of animal studies. OPP-2004-0347-0003 
06-15-2004 Fluazifop-butyl/Fluazifop-P-butyl - Report of the Hazard Identification Assessment Review Committee (HIARC). - 37 pages. OPP-2004-0347-0004 
11-29-2004  Fluazifop-P-butyl: REVISED Residential Exposure Assessment and Recommendations for the Tolerance Reassessment Eligibility Decision (TRED) Document   - 35 pages. OPP-2004-0347-0005 
12-08-2004

Fluazifop-P-butyl. Revised TRED - Report on FQPA Tolerance Reassessment Progress and Interim Risk Management Decisions. Residue Chemistry Consideration - 67 pages.

OPP-2004-0347-0006 
02-25-2004 Fluazifop-P-butyl: Product Chemistry Chapter for the Reregistration Eligibility Decision [RED] Document   - 2 pages. OPP-2004-0347-0007 
12-08-2004 Fluazifop-P-butyl: Revised Acute and Chronic Dietary Exposure Assessments for the Tolerance Reassessment Eligibility Decision (TRED)  - 22 pages. OPP-2004-0347-0008 
03-10-2004  Review of Fluazifop-P-butyl Incident Reports  - 9 pages. OPP-2004-0347-0009 
07-08-2004 Fluazifop-P-butyl: Report of the Metabolism Assessment Review Committee - 40 pages. OPP-2004-0347-0010 
10-29-2003 Tier 1 Drinking Water Assessment for Fluazifop-P-butyl  - 8 pages.
OPP-2004-0347-0011 
06-30-2004 Tier 2 Drinking Water Assessment for Fluazifop-P-butyl and its Major Degradate Fluazifop-acid   - 7 pages. OPP-2004-0347-0012 
12-10-2004  Response to Public Comments  - 10 pages.
[EPA's response to Syngenta's comments]
OPP-2004-0347-0013 
US Pesticide Use Map - 1992-1995
July 26, 2004. Australia: Urgent Recall for Fusilade Post-Emergence Selective Herbicide. Australian Pesticides & Veterinary Medicines Authority.
May 20, 2002 - SUMMARY OF TOXICOLOGY DATA FLUAZIFOP-P-BUTYL. California EPA. Department of Pesticide Regulation. Medical Tooxicology Branch.
January 21, 2002 - Fluazifop- P - butyl: Material Data Safety Sheet for Fusilade DX. Syngenta.
Fluazifop-P. One of 8 fluorinated pesticides used to cultivate grapes in Australia.

1995 - Fluazifop-p-butyl: McFarland, Kern County, California. The community asked ATSDR, EPA, state, and local agencies to provide assistance in evaluating current health conditions in the area. Health concerns include a perceived increase in the number of childhood cancer cases, incidence of adult cancers, low birth weight, miscarriages, and developmental anomalies. The community is surrounded by agricultural fields where ground and aerial application of pesticides and fertilizers are reported to occur frequently. According to residents, during periods of heavy rain, surface water run-off appears to flow through the neighborhood into sump areas. Potential contaminated soil from surface water run-off is also of concern. The drinking water issue is of primary concern, specifically the status of municipal wells used for drinking water in the neighborhood... Fusilade (fluazifop-p-butyl) was one of 6 substances found in an analysis of the community's drinking water at low concentrations in three samples at levels of: 0.16 g/L, 0.06 g/L, and 0.17 g/L. Fusilade is not a common contaminant of groundwater because it is rapidly broken down in water and has low mobility in soils. It is listed as an EPA class IV contaminant and is considered relatively nontoxic.
Ref: PETITIONED PUBLIC HEALTH ASSESSMENT MCFARLAND STUDY AREA MCFARLAND, KERN COUNTY, CALIFORNIA. Agency for Toxic Substances and Disease Registry.
http://www.atsdr.cdc.gov/HAC/PHA/mcfarland/msa_p1.html#sum
 

October 2001 - Fluazifop-butyl and Fluazifop-p-butyl. Glossary of Pesticide Chemicals. A listing of pesticides subject to analysis of residues in foods and feeds by the US Food and Drug Administration.
Fluazifop-p-butyl: Pesticide Information Profile - Cornell Management Education Program
Herbicide Products - partial list
PubMed Abstracts 
PAN Data for Fluazifop-butyl
PAN Data
for Fluazifop 
 

The submitted metabolism data on fluazifop-butyl and fluazifop-P-butyl (the subject of reregistration) support the finding that they are similar, if not identical in toxicity. Rat metabolism data showed that [RS] fluazifop-butyl is converted to [R] fluazifop acid within a short time period. Fluazifop-butyl is rapidly hydrolyzed to fluazifop acid by blood esterases and the [S] enantiomer is rapidly converted to the [R] enantiomer; apparently the [R] enantiomer is the preferred configuration. Whether rats are administered [RS] fluazifop-butyl (50:50 mixture) or [R] fluazifop-P-butyl (purified, 90%:10%= [R]:[S]), a ratio of [R]:[S]= 97%:3% for fluazifop acid was identified within a hour in the blood of rats (Page 9) ... Based on their structures, the Metabolism Assessment Review Committee (MARC) was unable to conclude that the major metabolites of fluazifop-P-butyl will be significantly less toxic than the parent and therefore, recommended that for risk assessment purposes, the residues of concern are parent, fluazifop acid (free and conjugated), 5-trifluoromethyl-2-pyridone, and 2-(4hydroxyphenoxy) propionic acid (free and conjugated).
Ref: December 10, 2004. US EPA> Fluazifop-P-butyl: Revised HED Chapter of the Tolerance Reassessment Eligibility Decision (TRED) Document. EPA Docket number: OPP-2004-0347-0003
http://www.fluorideaction.org/pesticides/f-p-b.opp-2004-0347-0003.pdf


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
February 28, 2007 EPA-HQ-OPP-2007-0005

Notice of Receipt of Requests to Voluntarily Cancel Certain Pesticide Registrations. Comments due by August 27, 2007.

Registration No. Product Name Registrant
034704-00766 Kleenup Grass & Weed Killer Formula II Loveland Products, Inc., P.O.
Box 1286, Greeley, CO 80632
040849-00070 AT Weed & Grass Killer Concentrate Enforcer Products, A Division
of Acuity Specialty Products
Group, Inc,
1420 Seaboard Industrial Blvd., Atlanta, GA 30318


October 21, 2005 OPP-2004-0347

Tolerance Reassessment Decision (TRED); Notice of Availability for Public Comment. EPA has issued its Report on Food Quality Protection Act (FQPA) Tolerance Reassessment Progress and Risk Management Decision for fluazifop-P-butyl, known as a TRED, as well as related technical support documents. EPA must review tolerances and tolerance exemptions that were in effect when FQPA was enacted in August 1996, to ensure that these existing pesticide residue limits for food and feed commodities meet the safety standard established by the new law.

Technical Support Documents, in the Docket, in support of this TRED
Dated Title Docket No.
Jan 5, 2005 Overview of the Fluazifop-P-butyl Risk Assessments - 8 pages OPP-2004-0347-0002
12-10-2004 Fluazifop-P-butyl: Revised HED Chapter of the Tolerance Reassessment Eligibility Decision (TRED) Document   - 97 pages OPP-2004-0347-0003 
06-15-2004  Fluazifop-butyl/Fluazifop-P-butyl - Report of the Hazard Identification Assessment Review Committee (HIARC).  - 37 pages
OPP-2004-0347-0004 
11-29-2004 Fluazifop-P-butyl: REVISED Residential Exposure Assessment and Recommendations for the Tolerance Reassessment Eligibility Decision (TRED) Document   - 35 pages OPP-2004-0347-0005
12-08-2004 Fluazifop-P-butyl. Revised TRED - Report on FQPA Tolerance Reassessment Progress and Interim Risk Management Decisions. Residue Chemistry Considerations - 67 pages OPP-2004-0347-0006 
02-25-2004 Fluazifop-P-butyl: Product Chemistry Chapter for the Reregistration Eligibility Decision [RED] Document  - 2 pages OPP-2004-0347-0007 
12-08-2004 Fluazifop-P-butyl: Revised Acute and Chronic Dietary Exposure Assessments for the Tolerance Reassessment Eligibility Decision (TRED) - 22 pages OPP-2004-0347-0008
03-10-2004  Review of Fluazifop-P-butyl Incident Reports - 9 pages OPP-2004-0347-0009 
07-08-2004  Fluazifop-P-butyl: Report of the Metabolism Assessment Review Committee  - 40 pages OPP-2004-0347-0010
10-29-2003  Tier 1 Drinking Water Assessment for Fluazifop-P-butyl  - 8 pages OPP-2004-0347-0011
06-30-2004 Tier 2 Drinking Water Assessment for Fluazifop-P-butyl and its Major Degradate Fluazifop-acid   - 7 pages OPP-2004-0347-0012 
12-10-2004 Response to Public Comments - 10 pages OPP-2004-0347-0013 
03-24-2005 Comments from the Office of the Attorney General of the State of New York  - 3 pages OPP-2004-0347-0015 
03-24-2005 Comments from the Syngenta Crop Protection, Inc- 5 pages OPP-2004-0347-0016 
03-24-2005 Comments from the Office of the Attorney General of the State of New York - duplicate of Docket OPP-2004-0347-0015  OPP-2004-0347-0017 

•• 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