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Merck
CN

F1428

氰戊菊酯

≥97%

别名:

α-氰基-3-苯氧基苄基-α-(4-氯苯基)-3-甲基丁酸酯

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关于此项目

经验公式(希尔记法):
C25H22ClNO3
化学文摘社编号:
分子量:
419.90
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2025982
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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

SMILES string

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

InChI key

NYPJDWWKZLNGGM-UHFFFAOYSA-N

assay

≥97%

storage temp.

−20°C

Quality Level

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General description

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

Application

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

Biochem/physiol Actions

II 型拟除虫菊酯。强效钙调磷酸酶(蛋白磷酸酶 2B)抑制剂。
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.

Preparation Note

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

wgk

WGK 3

pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

存储类别

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

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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Effects of fenvalerate exposure on semen quality among occupational workers
Lifeng T, et al.
Contraception, 73(1), 92-96 (2006)
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)
Paternal fenvalerate exposure influences reproductive functions in the offspring
Xia D, et al.
Reproductive Sciences, 20(11), 1308-1315 (2013)
Metabolic Pathways of Agrochemicals: Insecticides and fungicides, 659-659 (1998)
Tao Tang et al.
Pest management science, 68(11), 1501-1511 (2012-06-13)
The function of cytochrome P450 proteins (P450s) in the metabolism of a variety of compounds by oxidation and reduction is well elucidated, but its interactions with other electron transfer components in the pyrethroid resistance of insect pests have been a

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