TRANSPERMETHRIN

Details

Stereochemistry	RACEMIC
Molecular Formula	C21H20Cl2O3
Molecular Weight	391.288
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC2=CC=CC(OC3=CC=CC=C3)=C2

InChI

InChIKey=RLLPVAHGXHCWKJ-MJGOQNOKSA-N

InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3/t17-,19+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C21H20Cl2O3
Molecular Weight	391.288
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Purification and preliminary characterization of permethrinase from a pyrethroid-transforming strain of Bacillus cereus.	1993 Jul	8357241
Increased ErbB-2 tyrosine kinase activity, MAPK phosphorylation, and cell proliferation in the prostate cancer cell line LNCaP following treatment by select pesticides.	2001 Mar	11222871
Simultaneous determination of malathion, permethrin, DEET (N,N-diethyl-m-toluamide), and their metabolites in rat plasma and urine using high performance liquid chromatography.	2001 Sep	11470206
Residential pesticide use during pregnancy among a cohort of urban minority women.	2002 May	12003754
Comparison of five extraction methods for determination of incurred and added pesticides in dietary composites.	2002 Sep-Oct	12374417
Determination of pyrethrin and pyrethroid pesticides in urine and water matrixes by liquid chromatography with diode array detection.	2003 Nov-Dec	14979708
Determination of enantiomers of synthetic pyrethroids in water by solid phase microextraction - enantioselective gas chromatography.	2004 Feb 25	14969524
Neurological deficits induced by malathion, DEET, and permethrin, alone or in combination in adult rats.	2004 Feb 27	14713564
Microbial transformation of pyrethroid insecticides in aqueous and sediment phases.	2004 Jan	14768859
Effectiveness of residual spraying of peridomestic ecotopes with deltamethrin and permethrin on Triatoma infestans in rural western Argentina: a district-wide randomized trial.	2004 Mar	15112008
Separation and aquatic toxicity of enantiomers of synthetic pyrethroid insecticides.	2005	15806620
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005 Jun	15962942
HER-2/neu and CD117 (c-kit) overexpression in patients with pesticide exposure and extensive stage small cell lung carcinoma (ESSCLC).	2005 Jun 9	15946380
Rapid analysis of pyrethroids in whole urine by high-performance liquid chromatography using a monolithic column and off-line preconcentration in a restricted access material cartridge.	2005 May	15719232
Lessons learned for the assessment of children's pesticide exposure: critical sampling and analytical issues for future studies.	2005 Oct	16203262
Hydrolytic metabolism of pyrethroids by human and other mammalian carboxylesterases.	2006 Feb 28	16387282
Laboratory and scaled up evaluation of cis-permethrin applied as a new ultra low volume formulation against Aedes aegypti (Diptera: Culicidae).	2006 Jan	16174514
Enantioselective degradation and chiral stability of pyrethroids in soil and sediment.	2006 Jul 12	16819914
An observational study of 127 preschool children at their homes and daycare centers in Ohio: environmental pathways to cis- and trans-permethrin exposure.	2007 Jun	17258193
Hydrolysis of pyrethroids by human and rat tissues: examination of intestinal, liver and serum carboxylesterases.	2007 May 15	17442360
Changes in pest infestation levels, self-reported pesticide use, and permethrin exposure during pregnancy after the 2000-2001 U.S. Environmental Protection Agency restriction of organophosphates.	2008 Dec	19079720
Molecular cloning and characterization of a novel pyrethroid-hydrolyzing esterase originating from the Metagenome.	2008 Dec 30	19116015
Permethrin may induce adult male mouse reproductive toxicity due to cis isomer not trans isomer.	2008 Jun 27	18455858
Mitigation assessment of vegetated drainage ditches for collecting irrigation runoff in California.	2008 Mar-Apr	18268312
Neurobehavioral toxicology of pyrethroid insecticides in adult animals: a critical review.	2008 Mar-Apr	18206347
The effect of insecticide synergists on the response of scabies mites to pyrethroid acaricides.	2009	19125173
Design of a compressed air modulator to be used in comprehensive multidimensional gas chromatography and its application in the determination of pesticide residues in grapes.	2009 Apr 10	19233371
In vitro metabolism of pyrethroid pesticides by rat and human hepatic microsomes and cytochrome p450 isoforms.	2009 Jan	18948380
Measuring pyrethroids in sediment pore water using matrix-solid phase microextraction.	2009 Jan	18712946
Evidence for dose-additive effects of pyrethroids on motor activity in rats.	2009 Oct	20019907
Acaricidal activity of eugenol based compounds against scabies mites.	2010 Aug 11	20711455
Distribution and determinants of pesticide mixtures in cord serum using principal component analysis.	2010 Jul 15	20550184
Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids.	2011 Sep 14	21786822

Patents

Substance Class	Chemical Created by `admin` on `Thu Jul 06 02:53:18 UTC 2023` Edited by `admin` on `Thu Jul 06 02:53:18 UTC 2023`
Record UNII	MQP2PAM1G5
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

TRANSPERMETHRIN

Common Name

English

TRANS-M-PHENOXYBENZYL 3-(2,2-DICHLOROVINYL-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE

Systematic Name

English

NRDC-146

Code

English

1RS,TRANS-PERMETHRIN

Common Name

English

CYCLOPROPANECARBOXYLIC ACID, 3-(2,2-DICHLOROETHENYL)-2,2-DIMETHYL-, (3-PHENOXYPHENYL)METHYL ESTER, (1R,3S)-REL-

Systematic Name

English

TRANSPERMETHRIN [ISO]

Common Name

English

TRANS-PERMETHRIN

Common Name

English

PERMETHRIN, TRANS-

Common Name

English

Code System Code Type Description

ALANWOOD

transpermethrin