KAPPA-BIFENTHRIN

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H22ClF3O2
Molecular Weight	422.868
Optical Activity	( + )
Defined Stereocenters	2 / 2
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(C=CC=C1COC(=O)[C@@H]2[C@H](\C=C(/Cl)C(F)(F)F)C2(C)C)C3=CC=CC=C3

InChI

InChIKey=OMFRMAHOUUJSGP-IRHGGOMRSA-N

InChI=1S/C23H22ClF3O2/c1-14-16(10-7-11-17(14)15-8-5-4-6-9-15)13-29-21(28)20-18(22(20,2)3)12-19(24)23(25,26)27/h4-12,18,20H,13H2,1-3H3/b19-12-/t18-,20-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C23H22ClF3O2
Molecular Weight	422.868
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.fs.fed.us/foresthealth/pesticide/pdfs/Bifenthrin_SERA-056-12-02C.pdf | https://www.ncbi.nlm.nih.gov/pubmed/28815728 | http://www.fao.org/fileadmin/templates/agphome/documents/Pests_Pesticides/JMPR/Evaluation10/Bifenthrin.pdf

Bifenthrin is a pyrethroid insecticide used in urban and agricultural applications. Bifenthrin is a broad-spectrum insecticide that modifies voltage-gated ion channels disrupting the normal function of nerve cells. In May 2010 EU Commission withdrawn plant protection products containing bifenthrin.

Approval Year

PubMed

Title	Date	PubMed
Identification, expression, and purification of a pyrethroid-hydrolyzing carboxylesterase from mouse liver microsomes.	2004 Jul 9	15123619
Structure-activity relationships for the action of 11 pyrethroid insecticides on rat Na v 1.8 sodium channels expressed in Xenopus oocytes.	2006 Mar 15	16051293
Evidence for dose-additive effects of pyrethroids on motor activity in rats.	2009 Oct	20019907
Bifenthrin-induced oxidative stress in human erythrocytes in vitro and protective effect of selected flavonols.	2010 Mar	19833193
Disrupting effects of bifenthrin on ovulatory gene expression and prostaglandin synthesis in rat ovarian granulosa cells.	2011 Mar 28	21251947
Correlation of tissue concentrations of the pyrethroid bifenthrin with neurotoxicity in the rat.	2011 Nov 28	21854826
Disruption of the hormonal network and the enantioselectivity of bifenthrin in trophoblast: maternal-fetal health risk of chiral pesticides.	2014 Jul 15	24938463

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:10:51 GMT 2023` Edited by `admin` on `Sat Dec 16 18:10:51 GMT 2023`
Record UNII	CNW4AM9VYX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

KAPPA-BIFENTHRIN

Official Name

English

κ-Bifenthrin

Common Name

English

(2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL (1R,3R)-3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPEN-1-YL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE

Systematic Name

English

(+)-(1R)-CIS-BIFENTHRIN

Common Name

English

CYCLOPROPANECARBOXYLIC ACID, 3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPEN-1-YL)-2,2-DIMETHYL-, (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER, (1R,3R)-

Systematic Name

English

1R-CIS-BIFENTHRIN

Common Name

English

(2-METHYLBIPHENYL-3-YL)METHYL (1R,3R)-3-((Z)-2-CHLORO-3,3,3-TRIFLUOROPROP-1-ENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE

Systematic Name

English

(2-METHYLBIPHENYL-3-YL)METHYL (1R)-CIS-3-((Z)-2-CHLORO-3,3,3-TRIFLUOROPROP-1-ENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE

Systematic Name

English

(2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL (1R,3R)-3-((1Z)-2-CHLORO-3,3,3-TRIFLUOROPROP-1-EN-1-YL)-2,2-DIMETHYLCYCLOPROPANE-1-CARBOXYLATE

Systematic Name

English

CYCLOPROPANECARBOXYLIC ACID, 3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYL-, (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER, (1R,3R)-

Systematic Name

English

(R)-BIFENTHRIN

Common Name

English

(1R)-CIS-BIFENTHRIN

Common Name

English

KAPPA-BIFENTHRIN [ISO]

Common Name

English

Code System Code Type Description

FDA UNII

CNW4AM9VYX