Flumethrin
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Basic Info
Common Name | Flumethrin(F04382) |
2D Structure | |
Description | Flumethrin is an alpha-cyano-3-phenoxyphenyl pyrethroid insecticide used in the control of ectoparasites on cattle, sheep, goats, horses, and dogs. It is formulated as a 6% solution for use as a spray or dip and as a 1% solution for the pour-on treatment of cattle. In addition, flumethrin is marketed as strips for the diagnosis and control of varroatosis in bee hives. A pyrethroid is a synthetic chemical compound similar to the natural chemical pyrethrins produced by the flowers of pyrethrums (Chrysanthemum cinerariaefolium and C. coccineum). Pyrethroids are common in commercial products such as household insecticides and insect repellents. In the concentrations used in such products, they are generally harmless to human beings but can harm sensitive individuals. They are usually broken apart by sunlight and the atmosphere in one or two days, and do not significantly affect groundwater quality except for being toxic to fish. Insects with certain mutations in their sodium channel gene may be resistant to pyrethroid insecticides. (L811, L708, L857, L885) |
FRCD ID | F04382 |
CAS Number | 69770-45-2 |
PubChem CID | 6033664 |
Formula | C28H22Cl2FNO3 |
IUPAC Name | [cyano-(4-fluoro-3-phenoxyphenyl)methyl] 3-[(Z)-2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropane-1-carboxylate |
InChI Key | YXWCBRDRVXHABN-JCMHNJIXSA-N |
InChI | InChI=1S/C28H22Cl2FNO3/c1-28(2)21(15-22(30)17-8-11-19(29)12-9-17)26(28)27(33)35-25(16-32)18-10-13-23(31)24(14-18)34-20-6-4-3-5-7-20/h3-15,21,25-26H,1-2H3/b22-15- |
Canonical SMILES | CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(C4=CC=C(C=C4)Cl)Cl)C |
Isomeric SMILES | CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)/C=C(/C4=CC=C(C=C4)Cl)\Cl)C |
Synonyms | Cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropanecarboxylate Flumethrin 69770-45-2 Flumethrin [BAN] Flumethrin (BAN) EINECS 274-110-4 AI3-29751 CHEBI:39361 C28H22Cl2FNO3 Bayticol |
Classifies | Veterinary Drug Pesticide |
Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Lipids and lipid-like molecules |
Class | Fatty Acyls |
Subclass | Fatty acid esters |
Intermediate Tree Nodes | Not available |
Direct Parent | Pyrethroids |
Alternative Parents |
|
Molecular Framework | Aromatic homomonocyclic compounds |
Substituents | Pyrethroid skeleton - Diphenylether - Diaryl ether - Benzyloxycarbonyl - Phenoxy compound - Phenol ether - Styrene - Chlorobenzene - Fluorobenzene - Halobenzene - Aryl chloride - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Cyclopropanecarboxylic acid or derivatives - Benzenoid - Carboxylic acid ester - Vinyl halide - Vinyl chloride - Haloalkene - Chloroalkene - Nitrile - Carbonitrile - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Ether - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organohalogen compound - Organochloride - Organic nitrogen compound - Organofluoride - Aromatic homomonocyclic compound |
Description | This compound belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 510.386 |
Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 5 |
Rotatable Bond Count | 8 |
Complexity | 825 |
Monoisotopic Mass | 509.096 |
Exact Mass | 509.096 |
XLogP | 7.6 |
Formal Charge | 0 |
Heavy Atom Count | 35 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 3 |
Defined Bond Stereocenter Count | 1 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 1 |
MRLs
Food | Product Code | Country | MRLs | Application Date | Notes |
---|---|---|---|---|---|
Honey | Japan | 0.005ppm | |||
Other Aquatic Animal | Japan | 0.005ppm | |||
Crustaceans | Japan | 0.005ppm | |||
Shelled Molluscas | Japan | 0.005ppm | |||
Other Fish | Japan | 0.005ppm | |||
Perciformes | Japan | 0.005ppm | |||
Anguilliformes | Japan | 0.005ppm | |||
Salmoniformes | Japan | 0.005ppm | |||
Other Poultry,Eggs | Japan | 0.03ppm | |||
Chicken,Eggs | Japan | 0.03ppm | |||
Other Poultry Animals,Edible Offal | Japan | 0.005ppm | |||
Chicken,Edible Offal | Japan | 0.03ppm | |||
Other Poultry Animals,Kidney | Japan | 0.005ppm | |||
Chicken,Kidney | Japan | 0.03ppm | |||
Other Poultry Animals,Liver | Japan | 0.005ppm | |||
Chicken,Liver | Japan | 0.03ppm | |||
Other Poultry Animals,Fat | Japan | 0.005ppm | |||
Chicken,Fat | Japan | 0.03ppm | |||
Other Poultry Animals,Muscle | Japan | 0.005ppm | |||
Chicken,Muscle | Japan | 0.03ppm |
References
Title | Journal | Date | Pubmed ID |
---|---|---|---|
Occurrence and Health Risk of Patulin and Pyrethroids in Fruit Juices Consumed in Bangkok, Thailand. | J Food Prot | 2017 Sep | 28762777 |
Deciphering the groove binding modes of tau-fluvalinate and flumethrin with calf thymus DNA. | Spectrochim Acta A Mol Biomol Spectrosc | 2016 Feb 15 | 26571092 |