Triflumizole
CAS Nos. 68694-11-1 and 99387-89-0

 
 

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Adverse Effects
Abstracts

ACTIVITY: Fungicide (azole)

Synonyms for Triflumizole [BSI:ISO] - CAS No. 68694-11-1
• (E)-4-Chloro-alpha,alpha,alpha-trifluoro-N-(1-imidazol-1-yl-2-propoxyethylidene)-o-toluidine
• 1-(1-((4-Chloro-2-(trifluoromethyl)phenyl)imino)-2-propoxyethyl)-1H-imidazole
• 4-Chloro-alpha,alpha,alpha-trifluoro-N-(1-imidazol-1-yl-2-propoxyethylidene)-o-toluidine

Structure for CAS No. 99387-89-0 Structure for CAS No. 68694-11-1

Adverse Effects:

Anemia
Body Weight Decrease
Bone
Endocrine: Ovary
Endocrine: Vaginal
Kid
ney
Liver
Reproductive Toxicant

Environmental Effects:

Fish: Highly to Very Highy Toxic

Molluscs: Very Highly Toxic

Zooplankton: Very Highly Toxic

Ability to potentiate the toxicity of other pesticides to Honey Bees  

Regulatory Information
(only comprehensive for the US)
US EPA Registered: Yes 
US EPA PC Code: 128879  
California Chemical Code 2260  
US Tolerances:

CFR 180.476

US EPA Permit Date
and Registrant:
1991, Nippon Soda Co., UNIROYAL 
Registered use in
(includes only a limited list of countries)

Australia, Hungary, India, Japan, Netherlands, Philippines, US
Japan's Maximum Residual Levels (MRLs)

Almond, Apple, Apricot, Artichoke, Asparagus, Avocado, Banana, Barley, Blackberry, Blueberry, Broccoli, Brussel Sprouts, Buckwheat, Burdock, Cabbage, Carrot, Cauliflower, Celery, Cherry, Chestnut, Chicory, Corn, Cotton oil seeds, Craneberry, Cucumber, Date, Eggplant, Endive, Garlic, Ginger, Ginkgo nut, Grape, Grapefruit, Guava, Horseradish, Huckleberry, Kale, Kidney beans, Kiwifruit, Komatsuna, Konjac, Kyona, Lemon, Lettuce, Lime, Loquat, Makuwauri, Mango, Melons, Mitsuba, Multiplying onion (inc. Shallot), Mushroom (Button, Shitake, Other), Natsudaidai (whole), Nectarine, Okra, Onion, Orange, Oriental pickling melon, Other Berries, Other Cereal grains, Other Citrus fruits, Other Composite vegs, Other Cucurbitaceous vegs, Other Cruciferous vegs, Other Liliaceous vegs, Other Nuts, Other Oil seeds, Other Solanaceous vegs, Other Umbelliferous vegs, Papaya, Parsley, Parsnip, Passion fruit, Peach, Pear, Peas, Pecan, Persimon, Pimento, Pineapple, Plum, Pumpkin (inc Squash), Quince, Radish, Rape oil seeds, Raspberry, Rye, Safflower oil seeds, Salsify, Sesame oil seeds, Shungiku, Soybeans, Spinach, Strawberry, Sunflower oil seeds, Tea, Tomato, Turnip (inc Rutabaga), Unshu orange, Walnut, Watercress, Watermelon, Welsh (inc Leek), Wheat

-- Note the very high levels - 15 ppm - for Tea (Green, Black, Oolong, Wulung)

US Maximum Residue Levels permitted in food commodities
Permitted in or on over 49 food commodities, including:
Apple, Grape, Pear, Cattle, Egg, Goat, Hog, Horse, Milk, Poultry, Sheep, Cherry, Strawberry
Other Information
Molecular Formula: CAS No. 99387-89-0  C15-H15-CL-F3-N3-O
Molecular Formula: CAS No. 68694-11-1 C15-H15-Cl-F3-N3-O
Discovered/Developed by: Nippon Soda Co., Ltd.
Manufacturers: Crompton Corp.
Certis Europe B.V.
  
Other Names for CAS No. 68694-11-1

A815 TECHNICAL
NF-114
Procure
Terraguard
Triflumizol
Triflumizole
Trifmine

Manufacture site: JAPAN:
Nippon Soda, Takaoka City, Toyama Prefecture
 
Of special interest:
March 28, 2007: EPA DOCUMENTS IN FEDERAL REGISTER DOCKET

Triflumizole Summary Document including Preliminary Work Plan Document (51 pages)
EPA-HQ-OPP-2006-0115-0003

List of Products Containing Triflumizole Pesticide Products Registered Under Section 3 of FIFRA (1 page)
EPA-HQ-OPP-2006-0115-0004

Health Effects Documents

Review of Triflumizole Incidents Reports. August 15, 2006 (3 pages)
EPA-HQ-OPP-2006-0115-0005

Section 18 Specific Exemption for the Use of Triflumizole on Parsley, Dandelion, Swiss Chard, Collards, Kale, Kohlrabi, Mustard Greens, Chinese Napa Cabbage, Broccoli, Cilantro, and Turnip Greens in Texas. March 1, 2006. (12 pages)
EPA-HQ-OPP-2006-0115-0006

Triflumizole – Exposure/Risk Assessment for the FIFRA Section 18 Use of Triflumizole on Leafy Green Vegetable in Texas. February 1, 2006. (10 pages)
EPA-HQ-OPP-2006-0115-0007

Request for Permanent Tolerance for Residues of Triflumizole in/on Imported Greenhouse-Grown Tomatoes and Section 18 Specific Exemption for the Use of Triflumizole on Turnip Greens in Texas. May 26, 2005. (12 pages)
EPA-HQ-OPP-2006-0115-0008

Section 18 Specific Exemptions for the Use of Triflumizole on parsley, Dandelion, Swiss Chard, Collards, Kale, Kohlrabi, Mustard Greens, Chinese Napa Cabbage, Broccoli, and Cilantro. January 28, 2005. (14 pages)
EPA-HQ-OPP-2006-0115-0009

Triflumizole – Waiver Request for 28-Day Inhalation Study September 23, 2004. (3 pages)
EPA-HQ-OPP-2006-0115-0010

Triflumizole – Amendment to: Human Exposure and Risk Assessment for Proposed New Uses on Cherries, Hazelnuts, Cucurbits, Strawberries, Outdoor Ornamentals, and Institutional, Recreational and Residential Landscapes. April 26, 2002. (15 pages)
EPA-HQ-OPP-2006-0115-0011

Triflumizole in/on Strawberries, Cucurbit Vegetables, Cherries, and Hazelnuts. April 25, 2002. (44 pages)
EPA-HQ-OPP-2006-0115-0012

Minutes of 9/17/03 Chem SAC Meeting. 1/20/04. Render Food/Non-Food use Decision on the Proposed Use of Procure 50WS Fungicide to Treat Pineapple Seed Pieces. January 20, 2003. (1 page)
EPA-HQ-OPP-2006-0115-0013

HED SOP 2002.01 Standard Operating Procedure – Waiver Criteria for Multiple-Exposure Inhalation Toxicity Studies August 15, 2002. (7 pages)
EPA-HQ-OPP-2006-0115-0014

Triflumizole – Revised Report of the Hazard Identifiaction assessment Review committee. March 19, 2002. (30 pages)
EPA-HQ-OPP-2006-0115-0015

Triflumizole – Report of the FQPA Safety Factor Committee. March 21, 2002. (9 pages)
EPA-HQ-OPP-2006-0115-0016

Triflumizole. Issues to be Presented to the Health Effects Division (HED) Metabolism Assessment Review Committee (MARC) Meeting on 2/26/2002. February 26, 2002. (24 pages)
EPA-HQ-OPP-2006-0115-0017

Ecological Fate & Effects Documents

Section 3 Request for Uses of Triflumizole on Foliage for Filberts. February 7, 2006. (130 pages)
EPA-HQ-OPP-2006-0115-0018

Tier 1 Drinking Water Assessment for Use of Triflumizole on Filberts. January 5, 2006. (8 pages)
EPA-HQ-OPP-2006-0115-0019

Tier 1 Estimated Drinking Water Concentrations for Triflumizole including Degradates. March 13, 2002. (14 pages)
EPA-HQ-OPP-2006-0115-0020

Section 3 Request for Use of Triflumizole (Chemical #128879) on Cherries, Strawberries, Cucurbits, and Ornamentals. May 21, 2001. (44 pages)
EPA-HQ-OPP-2006-0115-0021

Triflumizole Screening Level Estimated of Agricultural Uses March 29, 2006. (2 pages)
EPA-HQ-OPP-2006-0115-0022

Triflumizole Appendix A. October 26, 2006. (3 pages)
EPA-HQ-OPP-2006-0115-0023

PAN Data
Material Safety Data Sheets & Labels
Fungicide products - older partial list
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: Triflumizole  
2002 - NIPON SODA ANNUAL REPORT 2002 - cites the following organofluorine pesticides and their product names: Chlorfenapyr * Fluacrypyrim * Fluazinam * Fluvalinate * Triflumizole 
Abstracts
October 2001 - Glossary of Pesticide Chemicals. A listing of pesticides subject to analysis of residues in foods and feeds by the US Food and Drug Administration. 
April 2000 - Food and Drug Administration Pesticide Residue Monitoring. - Table 3. Pesticides detectable by methods used in 1999 regulatory monitoring.  

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
June 27, 2007 EPA-HQ-OPP-2007-0312

IR-4. Pesticide Petition. PP 7E7183. Proposal to establish a tolerance for residues of the fungicide triflumizole and its metabolites containing the 4-chloro-2-trifluoromethylaniline moiety, calculated as the parent compound in or on food commodity

leafy Brassica (subgroup 5B)

This subgroup includes 8 commodities.
broccoli raab • cabbage, chinese bok choy • collards • kale • mizuna • mustard greens • mustard spinach • rape greens

20.0 ppm

The analytical method is suitable for analyzing crops for residues of triflumizole and its aniline
containing metabolites at the proposed tolerance levels. The analytical method has been independently validated. Residue levels of triflumizole are converted to FA-1-1 by acidic and alkaline reflux, followed by distillation. Residues are then extracted and subjected to solid phase extraction (SPE) purification. Detection and quantitation are conducted by a GC equipped with nitrogen phosphorus detector, electron capture detector or mass spectrometry detection. The LOQ of the method has been determined at 0.05 ppm for the combined residues of triflumizole and FA-1-1 in mustard greens. The enforcement methodology has been submitted to the Food and Drug Administration (FDA) for publication in the PAM II.

March 28, 2007 EPA-HQ-OPP-2006-0115

Pesticide Registration Review; New Docket Opened for Review and Comment. As directed by FIFRA section 3(g), EPA is periodically reviewing pesticide registrations to assure that they continue to satisfy the FIFRA standard for registration--that is, they can still be used without unreasonable adverse effects on human health or the environment. The implementing regulations establishing the procedures for registration review appear at 40 CFR part 155. A pesticide's registration review begins when the Agency establishes a docket for the pesticide's registration review case and opens the docket for public review and comment. At present, EPA is opening registration review for triflumizole. Comments must be received on or before June 26, 2007.

DOCUMENTS IN FEDERAL REGISTER DOCKET

Triflumizole Summary Document including Preliminary Work Plan Document (51 pages)
EPA-HQ-OPP-2006-0115-0003

List of Products Containing Triflumizole Pesticide Products Registered Under Section 3 of FIFRA (1 page)
EPA-HQ-OPP-2006-0115-0004
HEALTH EFFECTS DOCUMENTS
Review of Triflumizole Incidents Reports. August 15, 2006 (3 pages)
EPA-HQ-OPP-2006-0115-0005
Section 18 Specific Exemption for the Use of Triflumizole on Parsley, Dandelion, Swiss Chard, Collards, Kale, Kohlrabi, Mustard Greens, Chinese Napa Cabbage, Broccoli, Cilantro, and Turnip Greens in Texas. March 1, 2006. (12 pages)
EPA-HQ-OPP-2006-0115-0006
Triflumizole – Exposure/Risk Assessment for the FIFRA Section 18 Use of Triflumizole on Leafy Green Vegetable in Texas. February 1, 2006. (10 pages)
EPA-HQ-OPP-2006-0115-0007
Request for Permanent Tolerance for Residues of Triflumizole in/on Imported Greenhouse-Grown Tomatoes and Section 18 Specific Exemption for the Use of Triflumizole on Turnip Greens in Texas. May 26, 2005. (12 pages)
EPA-HQ-OPP-2006-0115-0008
Section 18 Specific Exemptions for the Use of Triflumizole on parsley, Dandelion, Swiss Chard, Collards, Kale, Kohlrabi, Mustard Greens, Chinese Napa Cabbage, Broccoli, and Cilantro. January 28, 2005. (14 pages)
EPA-HQ-OPP-2006-0115-0009
Triflumizole – Waiver Request for 28-Day Inhalation Study September 23, 2004. (3 pages)
EPA-HQ-OPP-2006-0115-0010
Triflumizole – Amendment to: Human Exposure and Risk Assessment for Proposed New Uses on Cherries, Hazelnuts, Cucurbits, Strawberries, Outdoor Ornamentals, and Institutional, Recreational and Residential Landscapes. April 26, 2002. (15 pages)
EPA-HQ-OPP-2006-0115-0011
Triflumizole in/on Strawberries, Cucurbit Vegetables, Cherries, and Hazelnuts. April 25, 2002. (44 pages)
EPA-HQ-OPP-2006-0115-0012
Minutes of 9/17/03 Chem SAC Meeting. 1/20/04. Render Food/Non-Food use Decision on the Proposed Use of Procure 50WS Fungicide to Treat Pineapple Seed Pieces. January 20, 2003. (1 page)
EPA-HQ-OPP-2006-0115-0013
HED SOP 2002.01 Standard Operating Procedure – Waiver Criteria for Multiple-Exposure Inhalation Toxicity Studies August 15, 2002. (7 pages)
EPA-HQ-OPP-2006-0115-0014
Triflumizole – Revised Report of the Hazard Identifiaction assessment Review committee. March 19, 2002. (30 pages)
EPA-HQ-OPP-2006-0115-0015
Triflumizole – Report of the FQPA Safety Factor Committee. March 21, 2002. (9 pages)
EPA-HQ-OPP-2006-0115-0016
Triflumizole. Issues to be Presented to the Health Effects Division (HED) Metabolism Assessment Review Committee (MARC) Meeting on 2/26/2002. February 26, 2002. (24 pages)
EPA-HQ-OPP-2006-0115-0017
ECOLOGICAL FATE & EFFECTS DOCUMENTS
Section 3 Request for Uses of Triflumizole on Foliage for Filberts. February 7, 2006. (130 pages)
EPA-HQ-OPP-2006-0115-0018
Tier 1 Drinking Water Assessment for Use of Triflumizole on Filberts. January 5, 2006. (8 pages)
EPA-HQ-OPP-2006-0115-0019
Tier 1 Estimated Drinking Water Concentrations for Triflumizole including Degradates. March 13, 2002. (14 pages)
EPA-HQ-OPP-2006-0115-0020
Section 3 Request for Use of Triflumizole (Chemical #128879) on Cherries, Strawberries, Cucurbits, and Ornamentals. May 21, 2001. (44 pages)
EPA-HQ-OPP-2006-0115-0021
Triflumizole Screening Level Estimated of Agricultural Uses March 29, 2006. (2 pages)
EPA-HQ-OPP-2006-0115-0022
Triflumizole Appendix A. October 26, 2006. (3 pages)
EPA-HQ-OPP-2006-0115-0023
August 23, 2006 EPA-HQ-OPP-2006-0461 Pesticide tolerance. FINAL RULE.
This regulation establishes time-limited tolerances for combined residues of triflumizole in or on turnip, greens. Additionally, this regulation increases the tolerance levels and extends time-limited tolerances for Chinese Napa cabbage, collards, coriander leaves (cilantro), kale, kohlrabi, mustard greens and parsley. Further, this regulation extends time-limited tolerances for broccoli, dandelion and Swiss chard.
Commodity
PPM
Expiration date
Broccoli
1.0
12/31/09
Cabbage, chinese, napa
20
12/31/09
Collards
20
12/31/09
Coriander, leaves
20
12/31/09
Dandelion, leaves
7.0
12/31/09
Kale
20
12/31/09
Kohlrabi
20
12/31/09
Mustard, greens
20
12/31/09
Parsley, leaves
20
12/31/09
Swiss chard
7.0
12/31/09
Turnip, greens
20
12/31/09
March 15, 2006 EPA-HQ-OPP-2006-0103

IR-4. Pesticide Tolerance. FINAL RULE. (Pesticide Petition 3E6535).
This regulation establishes a tolerance for combined residues of triflumizole and its metabolites containing the 4-chloro-2-trifluoromethylaniline moiety, calculated as the parent compound in or on filberts at 0.05 ppm.

-- A summary of the toxicological endpoints for triflumizole used for human risk assessment is discussed in Unit VI.A. of the final rule published in the
Federal Register of April 8, 2005 (70 FR 17908) (FRL-7701-6)
.

-- Specific information on the studies received and the nature of the toxic effects caused by triflumizole as well as the no observed adverse effect level (NOAEL) and the lowest observed adverse effect level (LOAEL) from the toxicity studies can be found at
http://www.epa.gov/EPA-PEST/2002/June/Day-12/p14768.htm

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

 
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