tolylfluanid
methanesulfenamide, 1,1-dichloro-N-[(dimethylamino)sulfonyl]-1-fluoro-N-(4-methylphenyl)-
 
Notes:
None found
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CAS Number: 731-27-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 211-986-9
FDA UNII: 382277YXSG
Nikkaji Web: J6.957D
Beilstein Number: 2949607
MDL: MFCD00055477
XlogP3: 3.90 (est)
Molecular Weight: 347.25841320
Formula: C10 H13 Cl2 F N2 O2 S2
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 96.00 °C. @ 760.00 mm Hg
Boiling Point: 365.99 °C. @ 760.00 mm Hg (est)
Flash Point: 347.00 °F. TCC ( 175.10 °C. ) (est)
logP (o/w): 3.900
Soluble in:
 water, 0.9 mg/L @ 25 °C (exp)
 water, 3.006 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Tolylfluanid
Sigma-Aldrich
For experimental / research use only.
Tolylfluanid PESTANAL®, analytical standard
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-guinea pig LD50  250 mg/kg
"Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.

oral-mouse LD50  1000 mg/kg
Pesticide Science. Vol. 4, Pg. -, 1973.

unreported-quail LD50  > 5000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C131, 1991.

oral-rabbit LD50  500 mg/kg
"Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 225, 1976.

oral-rat LD50  1000 mg/kg
Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 505, 1973.

Dermal Toxicity:
skin-rat LD50 500 mg/kg
Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 505, 1973.

subcutaneous-rat LD50 500 mg/kg
Pesticide Science. Vol. 4, Pg. -, 1973.

Inhalation Toxicity:
inhalation-rat LC50 300 mg/m3/4H
Pesticide Manual. Vol. 9, Pg. 827, 1991.

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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for tolylfluanid usage levels up to:
 not for fragrance use.
 
Recommendation for tolylfluanid flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Reasoned opinion on the review of the existing maximum residue levels (MRLs) for tolylfluanid according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 12898
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 N-[dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)-4-methylaniline
Chemidplus: 0000731271
RTECS: WO6560000 for cas# 731-27-1
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References:
 N-[dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)-4-methylaniline
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 731-27-1
Pubchem (cid): 12898
Pubchem (sid): 134975856
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C18899
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•nominally 98.1% technical product. •wettable powder, water dispersible granule. •selected tradenames: elvaron m; euparen m; euparen multi. mixtures: talat (+fenhexamid); folicur em (+tebuconazole) (spray, germany); folicur multi (+tebuconazole) (spray); hattrick (+tebuconazole) (spray, czech republic, slovakia); melody multi (+iprovalicarb) (germany); yeomji (+tebuconazole) (spray , korea).
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 bayer 5712a
 dichlofluanid-methyl
1,1-dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)methanesulfenamide
1,1-dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)methanesulfenamide (9CI)
N-[dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)-4-methylaniline
N-{[dichloro(fluoro)methyl]sulfanyl}-N',N'-dimethyl-N-(4-methylphenyl)sulfuric diamide
N-dichlorofluoromethanesulphenyl-N',N'-dimethyl-N-p-tolylsulphamide
N-dichlorofluoromethylthio-N',N'-dimethyl-N-p-tolylsulfamide
N-dichlorofluoromethylthio-N',N'-dimethyl-N-p-tolylsulphamide
N,N-dimethyl-N-(4-tolyl)-N-(dichlorofluor-methylthio)-sulfamide
N,N-dimethyl-N'-(4-tolyl)-N'-(dichlorfluormethylthio)-sulfamid [German]
 euparen M
 methanesulfanenamide, 1,1-dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)-
 methanesulfenamide, 1,1-dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)-
 methanesulfenamide, 1,1-dichloro-N-[(dimethylamino)sulfonyl]-1-fluoro-N-(4-methylphenyl)-
 sulfamide, N-((dichlorofluoromethyl)thio)-N',N'-dimethyl-N-(p-tolyl)-
 tolyfluanide
 tolylfluanide
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Articles:
PubMed: Emerging pesticide metabolites in groundwater and surface water as determined by the application of a multimethod for 150 pesticide metabolites.
PubMed: Effects of five antifouling biocides on settlement and growth of zoospores from the marine macroalga Ulva lactuca L.
PubMed: The endocrine disrupting chemical tolylfluanid alters adipocyte metabolism via glucocorticoid receptor activation.
PubMed: A sensitive and selective method for the determination of selected pesticides in fruit by gas chromatography/mass spectrometry with negative chemical ionization.
PubMed: Comparative efficiency of macroalgal extracts and booster biocides as antifouling agents to control growth of three diatom species.
PubMed: Effects of seven antifouling compounds on photosynthesis and inorganic carbon use in sugar kelp Saccharina latissima (Linnaeus).
PubMed: Pesticide residues in Portuguese strawberries grown in 2009-2010 using integrated pest management and organic farming.
PubMed: The novel endocrine disruptor tolylfluanid impairs insulin signaling in primary rodent and human adipocytes through a reduction in insulin receptor substrate-1 levels.
PubMed: Aging of methabenzthiazuron, imidacloprid, and N,N-dimethylsulfamide in silty soils and effects on sorption and dissipation.
PubMed: Chromosomal aberrations in ovine lymphocytes exposed in vitro to tolylfluanid.
PubMed: Multiresidue determination of 160 pesticides in wines employing mixed-mode dispersive-solid phase extraction and gas chromatography-tandem mass spectrometry.
PubMed: Induction of SCEs and DNA fragmentation in bovine peripheral lymphocytes by in vitro exposure to tolylfluanid-based fungicide.
PubMed: Development of a new QuEChERS method based on dry ice for the determination of 168 pesticides in paprika using tandem mass spectrometry.
PubMed: Influence of P-glycoprotein on embryotoxicity of the antifouling biocides to sea urchin (Strongylocentrotus intermedius).
PubMed: Toxicity evaluation of single and mixed antifouling biocides using the Strongylocentrotus intermedius sea urchin embryo test.
PubMed: Effect of fungicide Euparen Multi (Tolylfluanid) on the induction of chromosomal aberations in cultivated bovine lymphocytes.
PubMed: Acute toxicity and synergism of binary mixtures of antifouling biocides with heavy metals to embryos of sea urchin Glyptocidaris crenularis.
PubMed: Booster biocides and microfouling.
PubMed: Micronucleus frequency in sheep lymphocytes after in vitro exposure to fungicide tolylfluanid.
PubMed: Comparison of QuEChERS sample preparation methods for the analysis of pesticide residues in fruits and vegetables.
PubMed: Environmental endocrine disruptors promote adipogenesis in the 3T3-L1 cell line through glucocorticoid receptor activation.
PubMed: The use of parasites as bioindicators of pesticide exposure.
PubMed: Probabilistic acute dietary exposure assessments to captan and tolylfluanid using several European food consumption and pesticide concentration databases.
PubMed: Development of an LC-MS/MS method for the determination of pesticides and patulin in apples.
PubMed: Predicted concentrations of biocides from antifouling paints in Visakhapatnam Harbour.
PubMed: Development of a multi-residue method for the determination of pesticides in cereals and dry animal feed using gas chromatography-tandem quadrupole mass spectrometry II. Improvement and extension to new analytes.
PubMed: Screening preharvest/postharvest strategies to prevent fruit rot decay.
PubMed: Evaluation of anilinopyrimidine and other fungicides for control of grey mould (Botrytis cinerea) in container-grown Calluna vulgaris.
PubMed: [Occurrence of pesticide residues in raspberries in 2000-2005].
PubMed: Safe apples for baby-food production: survey of pesticide treatment regimes leaving minimum residues.
PubMed: Determination of pesticide residues in foods by acetonitrile extraction and partitioning with magnesium sulfate: collaborative study.
PubMed: Phytotoxicity of tolylfluanid in tomatoes.
PubMed: In vitro effect of pesticides (dichlofluanid, endosulfan, simazine, tolylfluanid and triallate) on proliferative activity of animal derived cell cultures.
PubMed: Measurement uncertainty associated with sample processing of oranges and tomatoes for pesticide residue analysis.
PubMed: Comparative toxicity of alternative antifouling biocides on embryos and larvae of marine invertebrates.
PubMed: Monitoring of pesticide residues in apples, lettuce and potato of the Slovene origin, 2001-04.
PubMed: Determination of fungicide residues in field-grown strawberries following different fungicide strategies against gray mold (Botrytis cinerea).
PubMed: Baby food production chain: pesticide residues in fresh apples and products.
PubMed: Chromosomal aberrations and frequency of micronuclei in sheep subchronically exposed to the fungicide Euparen Multi (tolylfluanid).
PubMed: Xenobiotics and the glucocorticoid receptor: additive antagonistic effects on tyrosine aminotransferase activity in rat hepatoma cells.
PubMed: Toxicity of pesticides to predatory mites and insects in apple-tree site under field conditions.
PubMed: Distribution of multiple pesticide residues in apple segments after home processing.
PubMed: Processing factors and variability of pyrimethanil, fenhexamid and tolylfluanid in strawberries.
PubMed: Assessment of the stability of pesticides during cryogenic sample processing. 1. Apples.
PubMed: Investigation on fungicide residues in greenhouse-grown strawberries.
PubMed: Exposure to fungicides in fruit growing: re-entry time as a predictor for dermal exposure.
PubMed: Fate of the fungicide tolylfluanid in the pear cold stored in controlled or non controlled atmosphere.
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