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Merck
CN

45495

Fenvalerate

PESTANAL®, analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C25H22ClNO3
CAS Number:
Molecular Weight:
419.90
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
257-326-3
Beilstein/REAXYS Number:
2025982
MDL number:
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InChI key

NYPJDWWKZLNGGM-UHFFFAOYSA-N

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

grade

analytical standard

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

Quality Level

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Type II pyrethroid. Potent inhibitor of calcineurin (protein phosphatase 2B).

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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

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

Regulatory Information

农药列管产品
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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
Jian-Hua Qu et al.
Toxicology, 292(2-3), 151-155 (2012-01-03)
Exposure to fenvalerate has been shown to be associated with decreased steroid hormone production by mouse Leydig tumor cells (MLTC-1) in our previous study and the interference with cAMP-PKA pathway cannot explain this inhibitory effect completely. In this study, the
Xiaohua Gao et al.
American journal of physiology. Endocrinology and metabolism, 303(8), E1025-E1035 (2012-08-02)
Previously, we reported that fenvalerate (Fen) promotes proliferation of human uterine leiomyoma (UtLM) cells by enhancing progression of cells from G(0)-G(1) to S phase through molecular mechanisms independent of estrogen receptor-α and -β. The cyclin-dependent kinase (CDK) inhibitor p27, which
Fang B Yu et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 48(3), 198-207 (2013-01-30)
A fenvalerate-degrading bacterial strain F-7 was isolated from long-term contaminated sludge. Based on morphological, physiological and biochemical characterization, and phylogenetic analysis of 16S rRNA gene sequence, strain F-7 was identified as Sphingomonas sp. The bacterium could utilize fenvalerate as the
Chris W Coppin et al.
Insect biochemistry and molecular biology, 42(5), 343-352 (2012-02-04)
Esterases have been implicated in metabolic resistance to synthetic pyrethroids in several insect species but little is yet known of the molecular basis for these effects. In this work modern directed evolution technology was used to test to what extent

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