CAS No. 76674-21-0

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Adverse Effects

ACTIVITY: Fungicide (azole)

CAS Name: ?-(2-fluorophenyl)-?-(4-fluorophenyl)-1H-1,2,4-triazole-1-ethanol


Adverse Effects:

Body Weight Decrease

Environmental Effects:

Extremely persistent in soil

Water contamination is likely

Regulatory Information
(only comprehensive for the US)
US EPA Registered: No 
- Emergency exemption pending (2005)
US EPA PC Code: 128940 
Registered use in
(includes only a limited list of countries)

Australia, Brazil, France, Germany, Hungary, Italy, New Zealand, Russia, South Africa, Tanzania, UK 
Other Information
Molecular Formula: C16H13 F2 N3O 
Entry Year: 1981 (ICI)  
Manufacturers: Cheminova (Syngenta), Zeneca 
Other Names:
PP 450
R 152450





Manufacture site:

Changzhou Nanjing Chemical Factory, No. 1 Xun Xi South Road, Changzhou District

Zeneca, Stiringshire

Of special interest:
PAN Data 
Material Safety Data Sheets & Labels
October 6, 2005: Comments on Flutriafol submitted to US EPA. Docket No. OPP-2005-0243. Submitted by Fluoride Action Network Pesticide Project.
October 2005: The Svalbard archipelago in arctic Norway receives considerable semivolatile organic contaminant (SOC) inputs from the atmosphere... The surface sample also had highest concentrations of pendimethalin (herbicide, 18.6 ng L-1) and flutriafol, the lone observed fungicide (9.6 ng L-1).
Reference: Current-Use and Legacy Pesticide History in the Austfonna Ice Cap, Svalbard, Norway. By Mark H. Hermanson et al. Environ. Sci. Technol., 39 (21), 8163 -8169, 2005. See Abstracts
Cheminova (Denmark) - information submitted as background for Emergency Exemption use request by Minnesota and South Dakota on Sept 21, 2005 (see Federal Register below)
October 1996 - Evaluation on: Flutriafol. Issue No. 158, UK Department for Environment, Food and Rural Affairs, Pesticides Safety Directorate, Mallard House, Kings Pool, 3 Peasholme Green, York YO1 7PX.
"ICI introduced flutriafol in 1981. Since its introduction the compound has attained an important position in the global fungicide market, where flutriafol products have proved effective in controlling a vast number of diseases affecting a wide range of crops.
In April 2001, Cheminova acquired the global flutriafol business from Syngenta, including all of the rights, know-how, registrations, and trademarks for the product. Today, Cheminova sells the product throughout the world as a foliar application product for cereals and other arable crops, as a microgranule product for use in coffee and maize and as a seed treatment product for the control of major seedborne and soil-borne diseases in cereals. The foliar products are mainly marketed under the well-known trade name Impact® whereas the seed treatment products are sold under the trade name Vincit®."
Ref: Cheminova. http://www.cheminova.com/en/fungicides/vincit/background_01.htm
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 - includes reports from the NTIS
April 29, 2000 - UK Department for Environment, Food & Rural Affairs in the online report, "Design of a Tax or Charge Scheme for Pesticides." Annex C3: Overview of Pesticide Industry
March 21, 2001 - Syngenta announces global sale to Cheminova - Press Release.
1998 - Fungicide Resistance - by Kate Griffiths and Dr. Phil Salisbury. Article from Australia. 
October 2001 - Glossary of Pesticide Chemcials - A listing of pesticides subject to analysis of residues in foods and feeds by the US Food and Drug Administration.  

Flutriafol ranked number 20 for "Most Widely used pesticides in the UK (by Area Treated)" and "Chlorothalonil/flutriafol" ranked no. 48 in the same category.

Rank Formulation Method Area treated (ha) Weight applied (kg ai)
20 Flutriafol Spray 496,556 37,357
48 Chlorothalonil/flutriafol Spray 226,595 126,289

Ref: April 29, 2000. UK Department for Environment, Food & Rural Affairs in the online report, "Design of a Tax or Charge Scheme for Pesticides. " Annex C3: Overview of Pesticide Industry

June 14, 2001 - Implementation of the Community Strategy for Endocrine Disruptors - a range of substances suspected of interfering with the hormone systems of humans and wildlife. Communication from the Commission to the Council and the European Parliament. Commission of the European Communities, Brussels COM (2001) 262 final. (More information available at: http://europa.eu.int/comm/environment/docum/01262_en.htm )

This document presents a "priority list of substances for further evaluation of their role in endocrine disruption. During 2000, a candidate list of 553 man-made substances and 9 synthetic/natural hormones has been identified." Organofluorine pesticides in this list include:

Substances included on the Endocrine Disruptor Liist CAS No. Substances included on the Endocrine Disruptor Liist CAS No.
Bifenthrin 82657-04-3 Flutriafol 76674-21-0
Cyhalothrin (@Karate) 91465-08-6 Fluvalinate 69409-94-5
Diflubenzuron 35367-38-5 Prodiamine 29091-21-2
Epoxiconazole - Stannane, tributylfluoro [Tributyltin fluoride] 1983-10-4
Fipronil - Thiazopyr -
Fluazifop-butyl 69806-50-4 Trifluralin

Federal Register
Date Docket No. Details
Sept 21, 2005 OPP-2005-0243

Request for Emergency Exemption. EPA has received a quarantine exemption request from the
Minnesota and South Dakota Departments of Agriculture to use the pesticide product flutriafol (Impact 125SC), (CAS No. 76674-21-0), on soybeans to control Asian soybean rust. The Applicant proposes the use of a new chemical which has not been registered by EPA. EPA is soliciting public comment before making the decision whether or not to grant the exemption.

• See March 2005 request from the states of Minnesota and South Dakota (Docket No. OPP-2005-0242-0002):

-- Flutriafol has a low toxicity to mammals, birds, and insects (see Appendix 5, this addendum). Flutriafol may be toxic to fish and aquatic invertebrates. In Minnesota the endangered Higgins Eye and Winged Mapleleaf mussels are found in the St. Croix River between Minnesota and Wisconsin. The counties adjacent to the St. Croix River in Minnesota account for less than one percent of the total soybean acres and are not in the primary soybean production areas of Minnesota. It is not likely that flutriafol would reach the mussel habitat and would not be expected to be continuously or recurrently present in water as a result of use under this exemption. The endangered Topeka shiner fish live in small to mid-sued prairie streams and is found only in sub-watersheds of the Missouri River basin. In Minnesota, this includes the counties of Lincoln, Murray, Nobles, Pipestone, and Rock. To mitigate risk to Topeka shiners from use of flutriafol under this sec. 18, the Minnesota sec. 18 flutriafol use directions would include a statement 'To prevent risk to the endangered species Topeka shiner, flutriafol should not be applied in Lincoln, Murray, Nobles, Pipestone, or Rock counties if heavy rainfall is imminent." Based on the above discussion, the use of flutriafol under this exemption would not be a risk to threatened and endangered mammals, birds, insects, fish or aquatic organisms in Minnesota (pp 28-29).

-- Cyproccnazole, metconazole, flusilazole, prothioconazole, and flutriafol are triazole fungicides. EPA is evaluating the toxicological significance of triazole metabolites 1,2,4-triazole, triazolylalanine (TA) and triazolylacetic acid (TAA). Of the three metabolites, only 1,2,4-triazole can be considered toxicologically significant and EPA has identified developmental toxicity as the endpoint of concern. An industry Triazole Task Force has submitted worst-case studies (Appendix J, original submission) to EPA demonstrating a reasonable certainty of no harm for 1,2,4-triazole stemming from triazole detivative fungicides for food only, as well as for food and water (p 29).

-- The manufacturers of flusilazole (Punch) and flusilazole + famoxadone (Charisma) -DuPont Crop Protection, Inc.; and, flutriafol (Impact) -Cheminova, are aware of and supportive of this request. Letters of support and draft labels for soybeans have been received (Appendix 3, this addendum) (p 30).

-- This request is the first request for the use of each of the requested products; Alto, Quadris Xtra, Caramba, Headline-Caramba, Operetta, Punch, Charisma, JAU 6476, and Impact on soybean by all states (p 30).

-- Flusilazole - DuPont is actively pursuing registration of flusilazole on soybeans. See Appendlx 1. this addendum for studies on product chemistry, toxicology and ecotoxicology, environmental fate and residues (p 30).

-- Flutriafol - Cheminova will submit its first application for registration of flutriafol to EPA this summer. Field residue and processing studies on soybeans in the U.S. are underway (p 31).

• See

October 5, 2005 - Comments submitted to EPA by the Agricultural Retailers Association. Docket No. OPP-2005-0243-0004. From James D. Thrift, V.P., Regulatory Policy and Corporate Relations. 

October 6, 2005: Comments on Flutriafol submitted to US EPA. Docket No. OPP-2005-0243. Submitted by Fluoride Action Network Pesticide Project. OPP-2005-0243-0005.

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