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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 of TRANSPERMETHRIN

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

PubMed

TitleDatePubMed
Purification and preliminary characterization of permethrinase from a pyrethroid-transforming strain of Bacillus cereus.
1993 Jul
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
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
Residential pesticide use during pregnancy among a cohort of urban minority women.
2002 May
Comparison of five extraction methods for determination of incurred and added pesticides in dietary composites.
2002 Sep-Oct
Determination of pyrethrin and pyrethroid pesticides in urine and water matrixes by liquid chromatography with diode array detection.
2003 Nov-Dec
Determination of enantiomers of synthetic pyrethroids in water by solid phase microextraction - enantioselective gas chromatography.
2004 Feb 25
Neurological deficits induced by malathion, DEET, and permethrin, alone or in combination in adult rats.
2004 Feb 27
Microbial transformation of pyrethroid insecticides in aqueous and sediment phases.
2004 Jan
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
Separation and aquatic toxicity of enantiomers of synthetic pyrethroid insecticides.
2005
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
HER-2/neu and CD117 (c-kit) overexpression in patients with pesticide exposure and extensive stage small cell lung carcinoma (ESSCLC).
2005 Jun 9
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
Lessons learned for the assessment of children's pesticide exposure: critical sampling and analytical issues for future studies.
2005 Oct
Hydrolytic metabolism of pyrethroids by human and other mammalian carboxylesterases.
2006 Feb 28
Laboratory and scaled up evaluation of cis-permethrin applied as a new ultra low volume formulation against Aedes aegypti (Diptera: Culicidae).
2006 Jan
Enantioselective degradation and chiral stability of pyrethroids in soil and sediment.
2006 Jul 12
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
Hydrolysis of pyrethroids by human and rat tissues: examination of intestinal, liver and serum carboxylesterases.
2007 May 15
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
Molecular cloning and characterization of a novel pyrethroid-hydrolyzing esterase originating from the Metagenome.
2008 Dec 30
Permethrin may induce adult male mouse reproductive toxicity due to cis isomer not trans isomer.
2008 Jun 27
Mitigation assessment of vegetated drainage ditches for collecting irrigation runoff in California.
2008 Mar-Apr
Neurobehavioral toxicology of pyrethroid insecticides in adult animals: a critical review.
2008 Mar-Apr
The effect of insecticide synergists on the response of scabies mites to pyrethroid acaricides.
2009
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
In vitro metabolism of pyrethroid pesticides by rat and human hepatic microsomes and cytochrome p450 isoforms.
2009 Jan
Measuring pyrethroids in sediment pore water using matrix-solid phase microextraction.
2009 Jan
Evidence for dose-additive effects of pyrethroids on motor activity in rats.
2009 Oct
Acaricidal activity of eugenol based compounds against scabies mites.
2010 Aug 11
Distribution and determinants of pesticide mixtures in cord serum using principal component analysis.
2010 Jul 15
Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids.
2011 Sep 14
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
ISO  
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
Created by admin on Thu Jul 06 02:53:18 UTC 2023 , Edited by admin on Thu Jul 06 02:53:18 UTC 2023
PRIMARY
FDA UNII
MQP2PAM1G5
Created by admin on Thu Jul 06 02:53:18 UTC 2023 , Edited by admin on Thu Jul 06 02:53:18 UTC 2023
PRIMARY
CAS
61949-77-7
Created by admin on Thu Jul 06 02:53:18 UTC 2023 , Edited by admin on Thu Jul 06 02:53:18 UTC 2023
PRIMARY
CAS
52341-32-9
Created by admin on Thu Jul 06 02:53:18 UTC 2023 , Edited by admin on Thu Jul 06 02:53:18 UTC 2023
SUPERSEDED
ECHA (EC/EINECS)
263-347-9
Created by admin on Thu Jul 06 02:53:18 UTC 2023 , Edited by admin on Thu Jul 06 02:53:18 UTC 2023
PRIMARY
EPA CompTox
DTXSID4037611
Created by admin on Thu Jul 06 02:53:18 UTC 2023 , Edited by admin on Thu Jul 06 02:53:18 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE