Tolylfluanid (or Tolyfluanid)
CAS No. 731-27-1

 
 

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Adverse Effects
Abstracts

ACTIVITY: Fungicide, Insecticide (phenylsulfamide)

CAS Name: 1,1-dichloro-N-[(dimethylamino)sulfonyl]-1-fluoro-N-(4-methylphenyl)methanesulfenamide

Structure:

Adverse Effects:

Body Weight Decrease
Bone - including Arthrogryposis
Cancer: Likely to be Carcinogenic to Humans - THYROID
Clastogenic
Cytotoxic
Endocrine: Thyroid
Eye
Kidney
Liver
Reproductive/Developmental
Thyroid

Environmental:

Water-sediment systems. A hydrolysis study demonstrated that tolylfluanid was hydrolyzed into DMST [dimethylaminosulfotoluidine], fluoride ion, chloride ion, sulfur and carbon dioxide.

Regulatory Information
(only comprehensive for the US)
US EPA Registered: Yes 
US EPA PC Code: 309200 
California Chemical Code 3542 
US Tolerances: CFR 180.584  
FDA LMS Code: 649 
Registered use in
(includes only a limited list of countries)

Australia, Denmark, Finland, Germany, Hungary, New Zealand, Tanzania, UK, US  
US Maximum Residue Levels permitted in food commodities

On September 25, 2002, US EPA established an import tolerance for residues of tolylfluanid in or on imported

Apple, Grape, Tomato, Hop

Other Information
Molecular Formula: C10H13Cl2 F N2O2S2 
Manufacturers: Bayer 
Other Names: Tolylfluanid
Tolyfluanid
Tolyfluanide
Tolylfluanide [ISO-French]
Euparen M
Euparen Multi
AI3-27470
BAY 49854
BAY 5212
BAY 5712a
BRN 2949607
Bayer 49854
Bayer 5712a
Kue, 13183b
 
Manufacture site: GERMANY:
Bayer, Bayerwerk, Dormagen
 
Of special interest:
PAN Data 

2005 (released May 25, 2005) - Conclusion regarding the peer review of the pesticide risk assessment of the active substance tolylfluanid - updated

- Conclusion/Summary (3 pages)
- Final addendum to the Draft Assessment Report (206 pages)
- Comments on the draft assessment report (53 pages)
- Reporting table (105 pages)
- EPCO expert meeting review reports (66 pages)
- Evaluation table (32 pages)

2002 - Pesticide residues in food - 2002. Report of the Joint Meeting of the FAO Panel of Experts on Pesticide Residues in Food and the Environment and the WHO Core Assessment Group on Pesticide Residues. Rome, Italy. 16- 25 September 2002. ISBN 92-5-104858-4.
http://www.fluorideaction.org/pesticides/tolylfluanid.fao.2002.pdf

Read the section on the concentration of fluoride in bone and teeth which increased in a dose related manner. The report states, "The release of the fluoride ion and its distribution in the body have not been clearly characterized (page 254-255)." In a discussion on water sediment systems, "Another hydrolysis study demonstrated that tolylfluanid was hydrolyzed into DMST, fluoride ion, chloride ion, sulfur and carbon dioxide (page 262)."

The study also states, "Studies that would provide information useful for continued evaluation of the compound
Further characterization of the distribution and excretion of fluoride and thiazolidine-2-thione4-carboxylic acid, particularly in milk (page 257)"

On September 25, 2002, US EPA approved tolerances for tolylfluanid for 4 imported commodities. In its Final Rule, EPA cited several bone effects. However, EPA never discussed fluoride concentrations. (See Federal Register below).

September 2002 - US EPA Pesticide Fact Sheet. Reason for Issuance: Import Tolerance. 
Public Release Summary. Australia National Registration Authority (NRA) for Agricultural and Veterinary Chemicals. 
August 1999: European Commision, Consumer Policy and Consumer Health Protection, Committee Report. Table 5: Pesticides found most often in the national monitoring programmes in Belgium, France, Netherlands, Finland, and Norwary included Tolyfluanid. Also available at: http://www.pestlaw.com/x/international/EC-19990800A.html 
Abstracts 
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: Tolyfluanid  

April 2000 - Food and Drug Administration Pesticide Residue Monitoring. - Table 3. Pesticides detectable by methods used in 1999 regulatory monitoring.

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.  

In 2001, Tolylfluanid ranked 9th out of the ten most frequently found pesticides in fruits and vegetables. There were 151 samples with residues at or above reporting level.
Ref: September 2002 Report of Pesticide Residue Monitoring Results of the Netherlands for 2001. Inspectorate of Health Protection, Commodities and Veterinary Public Health Food Inspection Service Den Haag - Amsterdam Hoogte Kadijk 401 1018 BK Amsterdam The Netherlands

US Federal Register
Date Published Docket Identification Number Details
Jan 6, 2005 OPP-2004-0294

Registration Applications for Pesticide Products Containing Active Ingredients Not Included in any Previously Registered Products.

Product Name:
File Symbol:
Applicant:   Use: % Active Ingredient in product:

Preventol A5-S

39967-UO

Lanxess Corporation,
100 Bayer Road,
Pittsburg, PA 15025.
Antifoulant paint product. 98.1%

Micron Extra P - Blue

2693-ERU

International Paint, Inc.,
2270 Morris Avenue,
Union, NJ 07083.
Antifoulant paint product. 1.96%

Ultra P - Blue

2693-ERL

International Paint, Inc.,
2270 Morris Avenue,
Union, NJ 07083.
Antifoulant paint product. 1.64%

Sept 25, 2002 OPP-2002-0216

BAYER - Pesticide Tolerances - Classified as "Likely to be carcinogenic to humans," EPA approves Pesticide Tolerances in or on imported apple, grape, hop, tomato. FINAL RULE.

- Approved Tolerances Bayer's Tolerance petition of Aug 11, 1997
Apple 5.0 ppm same
Grape 11 ppm 5.0 ppm
Hop 30 ppm same
Tomato 2.0 ppm 1.0 ppm

-- Classification: ``Likely to be carcinogenic to humans'' by the oral route, based on thyroid tumors in high-dose male and female rats. The FQPA SF Committee further recommended a linear low-dose extrapolation approach for the quantification of human cancer risk based on the thyroid tumors in rats. Q1* = 1.59 x 10-\3\ based upon male rat thyroid adenomas and/or carcinomas combined.
-- The cancer risk estimate is
1.2 x 10-\6\ for the general U.S. population (1.2 cancers per million).
-- Prenatal developmental toxicity/rabbit LOAEL = 70 mg/kg/day based
on increased malformations (arthrogryposis of front extremities and small orbital cavity/folded retina) and variations (floating ribs and accelerated ossification).
-- 2-Generation reproduction and fertility effects (rat): Parental/systemic- LOAEL = 15.9-21.5 mg/ kg/day, based on hardened crania of P generation animals
-- Combined chronic toxicity/carcinogenicity rodents (rat): NOAEL = 18.1/21.1 mg/ kg/day (M/F); LOAEL = 90.1/105.2 mg/ kg/day (M/F), based on skeletal changes. Evidence of thyroid follicular cell adenomas and/or carcinomas in high- dose males and females.
-- Combined chronic toxicity/carcinogenicity rodents (rat): NOAEL = 20/20 mg/kg/ day (M/F); LOAEL = 80/110 mg/kg/day (M/F), based on bone hyperostosis in males and females Evidence of thyroid follicular cell adenomas and/or carcinomas in high- dose males and females.
-- Carcinogenicity rodents (mouse): NOAEL = 76.3/123.9 mg/kg/day (M/F) LOAEL = 375.8/610.8 mg/kg/day (M/F), based on skeletal, liver, and kidney changes. No evidence of carcinogenicity.
-- Non-guideline (rat) thyroid function: Thyroid-stimulating
hormone levels significantly increased (168-425%) in high-dose males and females. Slightly increased T3 levels in males rats above 119.3 mg/ kg/day.
-- Acute oral neurotoxicity/rat. LOAEL = 150 mg/kg/day based on FOB effects (pilorection, decreased activity, gait abnormalities, decreased body temperature, and/or decreased rearing).

Aug 11, 1997 PF-755

BAYER - Petition for pesticide tolerances. Bayer requested establishing import tolerances for residues of the fungicide Tolylfluanid in or on the raw agricultural commodities apples and grapes at 5.0 ppm, hops at 30 ppm and tomatoes at 1.0 ppm.

 
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