F1428

Fenvalerat

≥97%

• Synonym(e): α-Cyano-3-phenoxybenzyl α-(4-chlorphenyl)­iso­valerat
• Empirische Formel (Hill-System): C₂₅H₂₂ClNO₃
• CAS-Nummer: 51630-58-1
• Molekulargewicht: 419.90
• Beilstein: 2025982
• MDL-Nummer: MFCD00055324
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329799681
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥97%
• Lagertemp.: −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
• InChIKey: NYPJDWWKZLNGGM-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Fenvalerate an ester molecule, exists in four stereoisomers with two chiral centers.[1]

Anwendung

Fenvalerate has been used to study the effect of Fen exposure on reproductive functions.[2]

Biochem./physiol. Wirkung

Typ II Pyrethroid. Potenter Inhibitor von Calcineurin (Proteinphosphatase 2B).

Fenvalerate has good insecticidal potential and is less toxic to animals.[3] It might cause endocrine disruption and reproductive dysfunction in humans.[4] 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.[1] In rat models it is found to hinder the action of mitochondrial enzymes.[3]

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.

Angaben zur Herstellung

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

Sicherheitshinweise

• Piktogramme: GHS06,GHS09
• Signalwort: Danger
• H-Sätze: H301,H315,H319,H335,H410
• P-Sätze: P261 - P264 - P273 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable