cyano(3-phenoxyphenyl)methyl 2-(4-chlorophenyl)-3-methylbutanoate

• ChemBase ID: 105148
• Molecular Formular: C25H22ClNO3
• Molecular Mass: 419.90008
• Monoisotopic Mass: 419.12882125
• SMILES: CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1
• Canonical SMILES: N#CC(c1cccc(c1)Oc1ccccc1)OC(=O)C(c1ccc(cc1)Cl)C(C)C
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: cyano(3-phenoxyphenyl)methyl 2-(4-chlorophenyl)-3-methylbutanoate
• IUPAC Traditional name: tirade
• Synonyms: α-Cyano-3-phenoxybenzyl α-(4-chlorophenyl)-iso-valerate; Fenvalerate; 4-Chloro-α-(1-methylethyl)benzeneacetic Acid Cyano(3-phenoxyphenyl)methyl Ester; Agrofen; Aqmatrine; Belmark; Cyano(3-phenoxyphenyl)methyl 4-Chloro-α-(1-methylethyl)benzeneacetate; Ectrin; Evercide 2362; Fenaxin; Fenkem; Fenkill; Fenoxin; Fenval; Phenaxin; Phenoxin; Phenvalerate; Pydrin; FENVALERATE; Fenvalerate; Sanmarton; α-氰基-3-苯氧基苄基-α-(4-氯苯基)-3-甲基丁酸酯; 氰戊菊酯; 氰戊菊酯

Database IDs

• CAS Number: 51630-58-1
• EC Number: 257-326-3
• MDL Number: MFCD00055324
• Beilstein Number: 2025982
• PubChem SID: 162091945
• PubChem CID: 3347
• CHEBI ID: 5014
• ATC CODE: QP53AC14; QP53AX02
• CHEMBL: 492491
• Chemspider ID: 3230
• KEGG ID: C10988
• Unique Ingredient Identifier: Z6MXZ39302
• Wikipedia Title: Fenvalerate

CALCULATED PROPERTIES

• Acid pKa: 10.618983
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.6081524
• LogD (pH = 7.4): 6.6078935
• Log P: 6.6081557
• Molar Refractivity: 116.3262 cm^3
• Polarizability: 45.596733 Å^3
• Polar Surface Area: 59.32 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 2 μg/L in water; Chloroform
• Apperance: Viscous Yellow Oil; Yellow-brown viscous liquid
• Boiling Point: Very high. 300 °C at 37 mmHg. Decomposes gradually between 150 and 300 °C.
• Density: 1.17 at 23 °C; also reported as 1.26 at 22 °C (water = 1); 1.175 g/cm^3
• Vapor Pressure: Very low (2.8 x 10-7 mm Hg at 25 °C), 1.1 x 10-8 mm Hg at 25 °C

Safety Information

• Storage Condition: -20°C; -20°C Freezer
• RTECS: CY 1576350; CY1576350
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 25-36/37/38-50/53; 25-36/37/38-50/53-57; R:25
• Safety Statements: 26-45-60-61; 26-45-61; S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335-H410
• GHS Precautionary statements: P261-P273-P301 + P310-P305 + P351 + P338-P501
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%
• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 250 mg
• Empirical Formula (Hill Notation): C25H22ClNO3

DETAILS

MP Biomedicals - 02158922

Mixture of isomers.
Fenvalerate is a Type II pyrethrin and a potent inhibitor of calcineurin (protein phosphatase 2B).

Sigma Aldrich - F1428

Biochem/physiol Actions
Type II pyrethroid. Potent inhibitor of calcineurin (protein phosphatase 2B).

Sigma Aldrich - 45495

Biochem/physiol Actions
Type II pyrethroid. Potent inhibitor of calcineurin (protein phosphatase 2B).
Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - PS1032

Biochem/physiol Actions
Type II pyrethroid. Potent inhibitor of calcineurin (protein phosphatase 2B).

Toronto Research Chemicals - F279450

An insecticide, used to control insects from food crops, animal feed and cotton products.

REFERENCES

• Sharma, R., et al.: Environ. Ecol., 27, 1481 (2009)
• Choudhary, S., et al.: J. Industrial Poll. Cont., 25, 145 (2009)
• Tang, J., et al.: Pest Man. Sci., 66, 121 (2009)
• Ai, G., et al.: J. Agric. Food Chem., 58, 694 (2009)