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F1428

Sigma-Aldrich

Fenvalerate

≥97%

Sinonimo/i:

α-Cyano-3-phenoxybenzyl α-(4-chlorophenyl)­iso­valerate

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About This Item

Formula empirica (notazione di Hill):
C25H22ClNO3
Numero CAS:
51630-58-1
Peso molecolare:
419.90
Beilstein:
2025982
Numero MDL:
MFCD00055324
Codice UNSPSC:
12352200
ID PubChem:
329799681
NACRES:
NA.77

Livello qualitativo

200

Saggio

≥97%

Temperatura di conservazione

−20°C

Stringa SMILE

CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c3ccc(Cl)cc3

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
NYPJDWWKZLNGGM-UHFFFAOYSA-N

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Descrizione generale

Fenvalerate an ester molecule, exists in four stereoisomers with two chiral centers.

Applicazioni

Fenvalerate has been used to study the effect of Fen exposure on reproductive functions.

Azioni biochim/fisiol

Fenvalerate has good insecticidal potential and is less toxic to animals. It might cause endocrine disruption and reproductive dysfunction in humans. Metabolism of fenvalerate includes oxidation, ester cleavage and conjugation reaction. It is stable at pH 5 and 7, while it gets hydrolyzed at pH 9. In rat models it is found to hinder the action of mitochondrial enzymes.
Fenvalerate is a type II semi-synthetic pyrethrin, which acts as a potent inhibitor of calcineurin (protein phosphatase 2B). This inhibitory action results in cellular hyperexcitability by causing non-mutated calcium channels to remain open for an extended period of time allowing an abundance of Ca2+ to enter the cell.
Type II pyrethroid. Potent inhibitor of calcineurin (protein phosphatase 2B).

Nota sulla preparazione

Fenvalerate has been reported to be soluble in DMSO, ethanol, and acetone.

Pittogrammi

Skull and crossbonesEnvironment
GHS06,GHS09

Avvertenze

Danger

Indicazioni di pericolo

H301,H315,H319,H335,H410

Classi di pericolo

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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Metabolic Pathways of Agrochemicals: Insecticides and fungicides, 659-659 (1998)
Paternal fenvalerate exposure influences reproductive functions in the offspring
Xia D, et al.
Reproductive Sciences, 20(11), 1308-1315 (2013)
Fenvalerate-induced oxidative damage in rat tissues and its attenuation by dietary sesame oil
Prasanthi K, et al.
Food And Chemical Toxicology, 43(2), 299-306 (2005)
Effects of fenvalerate exposure on semen quality among occupational workers
Lifeng T, et al.
Contraception, 73(1), 92-96 (2006)
Terrence L Adelsbach et al.
Reviews of environmental contamination and toxicology, 176, 137-154 (2002-11-22)
Fenvalerate is listed under Class IV of the U.S. Food and Drug Administration (USFDA) Surveillance Index Classification, indicating a low hazard potential to humans from both exposure and toxicological standpoints; thus, minimal monitoring is required (Reed 1981; Eisler 1992). To
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