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Fenvalerate information


Fenvalerate
structural formula of fenvalerate with an unknown stereochemistry
Fenvalerate molecule
Names
IUPAC name
(RS)-alpha-Cyano-3-phenoxybenzyl (RS)-2-(4-chlorophenyl)-3-methylbutyrate
Identifiers
CAS Number
  • 51630-58-1 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:5014 checkY
ChEMBL
  • ChEMBL492491 checkY
ChemSpider
  • 3230 checkY
ECHA InfoCard 100.052.098 Edit this at Wikidata
KEGG
  • C10988 checkY
PubChem CID
  • 3347
RTECS number
  • CY 1576350
UNII
  • Z6MXZ39302 checkY
CompTox Dashboard (EPA)
  • DTXSID101017940 DTXSID3020621, DTXSID101017940 Edit this at Wikidata
InChI
  • InChI=1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3 checkY
    Key: NYPJDWWKZLNGGM-UHFFFAOYSA-N checkY
  • InChI=1/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3
    Key: NYPJDWWKZLNGGM-UHFFFAOYAU
SMILES
  • Clc1ccc(cc1)C(C(=O)OC(C#N)c3cccc(Oc2ccccc2)c3)C(C)C
Properties
Chemical formula
C25H22ClNO3
Molar mass 419.91 g·mol−1
Appearance Yellow-brown viscous liquid
Density 1.175 g/cm3
Solubility in water
2 μg/L
Pharmacology
ATCvet code
QP53AC14 (WHO) QP53AX02 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Fenvalerate is a synthetic pyrethroid insecticide. It is a mixture of four optical isomers which have different insecticidal activities. The 2-S alpha (or SS) configuration, known as esfenvalerate, is the most insecticidally active isomer. Fenvalerate consists of about 23% of this isomer.

Fenvalerate is an insecticide of moderate mammalian toxicity. In laboratory animals, central nervous system toxicity is observed following acute or short-term exposure. Fenvalerate has applications against a wide range of pests including some of the more destructive such as the Helicoverpa assulta.[1] Residue levels are minimized by low application rates. Fenvalerate is most toxic to bees and fish. It is found in some emulsifiable concentrates, ULV, wettable powders, slow release formulations, insecticidal fogs, and granules. It is most commonly used to control insects in food, feed, and cotton products, and for the control of flies and ticks in barns and stables. Fenvalerate does not affect plants, but is active for an extended period of time.

Fenvalerate may irritate the skin and eyes on contact, and is also harmful if swallowed.

  1. ^ Wang, Kai-Yun; Zhang, Yong; Wang, Hong-Yan; Xia, Xiao-Ming; Liu, Tong-Xian (2010-01-01). "Influence of three diets on susceptibility of selected insecticides and activities of detoxification esterases of Helicoverpa assulta (Lepidoptera: Noctuidae)". Pesticide Biochemistry and Physiology. 96 (1): 51–55. doi:10.1016/j.pestbp.2009.09.003.

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Fenvalerate

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Fenvalerate is a synthetic pyrethroid insecticide. It is a mixture of four optical isomers which have different insecticidal activities. The 2-S alpha...

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Citrobacter freundii

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acid used in tanneries. C. freundii includes a fenvalerate-degrading bacterial strain, CD-9. Fenvalerate degradation through CD-9 also includes degradation...

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Pyrethroid

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alcohol. However, the cyclopropyl ring does not occur in all pyrethroids. Fenvalerate, which was developed in 1972, is one such example and was the first commercialized...

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Esfenvalerate

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insecticide marketed under the brand Asana. It is the (S)-enantiomer of fenvalerate. In the United States, a limit of .05 ppm of the chemical's residue is...

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Aneuploidy

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insecticides fenvalerate and carbaryl have been reported to increase spermatozoa aneuploidy. Occupational exposure of pesticide factory workers to fenvalerate is...

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Nondisjunction

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occupational exposure to benzene, and exposure to the insecticides fenvalerate and carbaryl also increase aneuploidy. Simmons, D. Peter Snustad, Michael...

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Goji

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the early 21st century, high levels of insecticide residues (including fenvalerate, cypermethrin, and acetamiprid) and fungicide residues (such as triadimenol...

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Chromosome abnormality

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effects on human spermatozoa among pesticide factory workers exposed to fenvalerate". Toxicology. 203 (1–3): 49–60. doi:10.1016/j.tox.2004.05.018. PMID 15363581...

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Chromosome

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effects on human spermatozoa among pesticide factory workers exposed to fenvalerate". Toxicology. 203 (1–3): 49–60. doi:10.1016/j.tox.2004.05.018. PMID 15363581...

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Spermatozoon

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effects on human spermatozoa among pesticide factory workers exposed to fenvalerate". Toxicology. 203 (1–3): 49–60. doi:10.1016/j.tox.2004.05.018. PMID 15363581...

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Pest control

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Permethrin

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Prallethrin

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Insecticide

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Lambda-cyhalothrin Cypermethrin Cyfluthrin Deltamethrin Etofenprox Fenvalerate Permethrin Phenothrin Prallethrin Resmethrin Tetramethrin Tralomethrin...

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Aneugen

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insecticides fenvalerate and carbaryl have been reported to increase spermatozoa aneuploidy. Occupational exposure of pesticide factory workers to fenvalerate is...

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C25H22ClNO3

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mass: 419.90 g/mol, exact mass: 419.1288 u) may refer to: Esfenvalerate Fenvalerate This set index page lists chemical structure articles associated with...

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ATCvet code QP53

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QP53AC11 Deltamethrin QP53AC12 Cyfluthrin QP53AC13 Tetramethrin QP53AC14 Fenvalerate QP53AC15 Acrinathrin QP53AC30 Combinations of pyrethrines QP53AC51 Pyrethrum...

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Aluminium phosphide

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Bifenthrin

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Cypermethrin

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Deltamethrin

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Carbaryl

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Fipronil

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Piperonyl butoxide

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Boric acid

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Pyrethrum

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DDT

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List of insecticides

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Metofluthrin

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