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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
Purification and characterization of trans-permethrin metabolizing microsomal esterases from workers of the eastern subterranean termite, Reticulitermes flavipes (Kollar).
2001 Apr 27
High performance liquid chromatographic determination of diazinon, permethrin, DEET (N, N-diethyl-m-toluamide), and their metabolites in rat plasma and urine.
2001 Jun
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 chlorpyrifos, permethrin, and their metabolites in rat plasma and urine by high-performance liquid chromatography.
2001 May-Jun
A solid phase extraction reversed-phase HPLC method for the simultaneous determination of methoprene, permethrin and selected metabolites in rat plasma and urine.
2001 Nov
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
Thermal decomposition and isomerization of cis-permethrin and beta-cypermethrin in the solid phase.
2002 Feb
Neonatal exposure of newborn mice to pyrethroid (permethrin) represses activity-dependent c-fos mRNA expression in cerebellum.
2002 Jul
Residential pesticide use during pregnancy among a cohort of urban minority women.
2002 May
Determination of pyrethrin and pyrethroid pesticides in urine and water matrixes by liquid chromatography with diode array detection.
2003 Nov-Dec
Inhibition of trans-permethrin hydrolysis in human liver fractions by chloropyrifos oxon and carbaryl.
2004
[Inhibitory effect of zinc on beta-hexosaminidase release from RBL-2H3 cells by synthetic chemicals].
2004 Apr
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
Identification, expression, and purification of a pyrethroid-hydrolyzing carboxylesterase from mouse liver microsomes.
2004 Jul 9
Separation and aquatic toxicity of enantiomers of synthetic pyrethroid insecticides.
2005
Diffusion of the synthetic pyrethroid permethrin into bed-sediments.
2005 Jan 15
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
Enantioselective degradation and chiral stability of pyrethroids in soil and sediment.
2006 Jul 12
Enantiomeric differences in permethrin degradation pathways in soil and sediment.
2006 Nov 29
Permethrin may disrupt testosterone biosynthesis via mitochondrial membrane damage of Leydig cells in adult male mouse.
2007 Aug
The in vitro metabolism of a pyrethroid insecticide, permethrin, and its hydrolysis products in rats.
2007 Jun 25
Synergism between cis-permethrin and benzoyl phenyl urea insect growth regulators against Aedes aegypti larvae.
2007 Mar
Hydrolysis of pyrethroids by human and rat tissues: examination of intestinal, liver and serum carboxylesterases.
2007 May 15
Efficacy of permethrin cream and oral ivermectin in treatment of scabies.
2007 Oct
Permethrin may induce adult male mouse reproductive toxicity due to cis isomer not trans isomer.
2008 Jun 27
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
Time-dependent integrity during storage of natural surface water samples for the trace analysis of pharmaceutical products, feminizing hormones and pesticides.
2010 Apr 19
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 Fri Dec 15 19:51:20 GMT 2023
Edited
by admin
on Fri Dec 15 19:51:20 GMT 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 Fri Dec 15 19:51:20 GMT 2023 , Edited by admin on Fri Dec 15 19:51:20 GMT 2023
PRIMARY
FDA UNII
MQP2PAM1G5
Created by admin on Fri Dec 15 19:51:20 GMT 2023 , Edited by admin on Fri Dec 15 19:51:20 GMT 2023
PRIMARY
CAS
61949-77-7
Created by admin on Fri Dec 15 19:51:20 GMT 2023 , Edited by admin on Fri Dec 15 19:51:20 GMT 2023
PRIMARY
PUBCHEM
43859
Created by admin on Fri Dec 15 19:51:20 GMT 2023 , Edited by admin on Fri Dec 15 19:51:20 GMT 2023
PRIMARY
CAS
52341-32-9
Created by admin on Fri Dec 15 19:51:20 GMT 2023 , Edited by admin on Fri Dec 15 19:51:20 GMT 2023
SUPERSEDED
ECHA (EC/EINECS)
263-347-9
Created by admin on Fri Dec 15 19:51:20 GMT 2023 , Edited by admin on Fri Dec 15 19:51:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID4037611
Created by admin on Fri Dec 15 19:51:20 GMT 2023 , Edited by admin on Fri Dec 15 19:51:20 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE