F1428

Fenvalerate

≥97%

• Synonym(s): α-Cyano-3-phenoxybenzyl α-(4-chlorophenyl)­iso­valerate
• Empirical Formula (Hill Notation): C₂₅H₂₂ClNO₃
• CAS Number: 51630-58-1
• Molecular Weight: 419.90
• UNSPSC Code: 12352200
• NACRES: NA.77
• PubChem Substance ID: 329799681
• MDL number: MFCD00055324
• Beilstein/REAXYS Number: 2025982
• Assay: ≥97%
• Quality level: 200

Properties

• Quality Level: 200
• assay: ≥97%
• storage temp.: −20°C
• SMILES string: 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
• InChI key: NYPJDWWKZLNGGM-UHFFFAOYSA-N

Description

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

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).

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.

Preparation Note

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

Safety Information

• pictograms: GHS06,GHS09
• signalword: Danger
• hcodes: H301,H315,H319,H335,H410
• pcodes: P261 - P264 - P273 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• 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
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable