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
SMILES
CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC2=CC(OC3=CC=CC=C3)=CC=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
| 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 |
|---|---|---|
| Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids. | 2011-09-14 |
|
| Distribution and determinants of pesticide mixtures in cord serum using principal component analysis. | 2010-07-15 |
|
| In vitro dermal absorption of pyrethroid pesticides in human and rat skin. | 2010-07 |
|
| Current and historically used pesticides in residential soil from 11 homes in Atlanta, Georgia, USA. | 2010-05 |
|
| Time-dependent integrity during storage of natural surface water samples for the trace analysis of pharmaceutical products, feminizing hormones and pesticides. | 2010-04-19 |
|
| Effects of several pyrethroids on hepatic cytochrome P450 activities in rats. | 2010-04 |
|
| Isotope dilution gas chromatography/mass spectrometry method for determination of pyrethroids in apple juice. | 2010-03 |
|
| Parallel metatranscriptome analyses of host and symbiont gene expression in the gut of the termite Reticulitermes flavipes. | 2009-10-15 |
|
| Evidence for dose-additive effects of pyrethroids on motor activity in rats. | 2009-10 |
|
| Ability of four emergent macrophytes to remediate permethrin in mesocosm experiments. | 2009-08 |
|
| American Healthy Homes Survey: a national study of residential pesticides measured from floor wipes. | 2009-06-15 |
|
| 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. | 2009-04-10 |
|
| In vitro metabolism of pyrethroid pesticides by rat and human hepatic microsomes and cytochrome p450 isoforms. | 2009-01 |
|
| Measuring pyrethroids in sediment pore water using matrix-solid phase microextraction. | 2009-01 |
|
| Molecular cloning and characterization of a novel pyrethroid-hydrolyzing esterase originating from the Metagenome. | 2008-12-30 |
|
| 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. | 2008-12 |
|
| Permethrin may induce adult male mouse reproductive toxicity due to cis isomer not trans isomer. | 2008-06-27 |
|
| Mitigation assessment of vegetated drainage ditches for collecting irrigation runoff in California. | 2008-02-13 |
|
| Multimedia measurements and activity patterns in an observational pilot study of nine young children. | 2008-01 |
|
| Efficacy of permethrin cream and oral ivermectin in treatment of scabies. | 2007-10 |
|
| Permethrin may disrupt testosterone biosynthesis via mitochondrial membrane damage of Leydig cells in adult male mouse. | 2007-08 |
|
| Neurobehavioral toxicology of pyrethroid insecticides in adult animals: a critical review. | 2007-07-13 |
|
| Pesticides and their metabolites in the homes and urine of farmworker children living in the Salinas Valley, CA. | 2007-07 |
|
| The in vitro metabolism of a pyrethroid insecticide, permethrin, and its hydrolysis products in rats. | 2007-06-25 |
|
| An observational study of 127 preschool children at their homes and daycare centers in Ohio: environmental pathways to cis- and trans-permethrin exposure. | 2007-06 |
|
| Hydrolysis of pyrethroids by human and rat tissues: examination of intestinal, liver and serum carboxylesterases. | 2007-05-15 |
|
| Synergism between cis-permethrin and benzoyl phenyl urea insect growth regulators against Aedes aegypti larvae. | 2007-03 |
|
| Enantiomeric differences in permethrin degradation pathways in soil and sediment. | 2006-11-29 |
|
| An intervention to reduce residential insecticide exposure during pregnancy among an inner-city cohort. | 2006-11 |
|
| Method of analysis of a selected group of pyrethroids in soil samples using off-line flow-through extraction and on-column direct large-volume injection in reversed phase high performance liquid chromatography. | 2006-09 |
|
| Enantioselective degradation and chiral stability of pyrethroids in soil and sediment. | 2006-07-12 |
|
| Hydrolytic metabolism of pyrethroids by human and other mammalian carboxylesterases. | 2006-02-28 |
|
| Molecular cloning, purification, and biochemical characterization of a novel pyrethroid-hydrolyzing esterase from Klebsiella sp. strain ZD112. | 2006-02-08 |
|
| Laboratory and scaled up evaluation of cis-permethrin applied as a new ultra low volume formulation against Aedes aegypti (Diptera: Culicidae). | 2006-01 |
|
| Lessons learned for the assessment of children's pesticide exposure: critical sampling and analytical issues for future studies. | 2005-10 |
|
| Purification and characterization of a novel pyrethroid hydrolase from Aspergillus niger ZD11. | 2005-09-21 |
|
| HER-2/neu and CD117 (c-kit) overexpression in patients with pesticide exposure and extensive stage small cell lung carcinoma (ESSCLC). | 2005-06-09 |
|
| 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. | 2005-05 |
|
| Diffusion of the synthetic pyrethroid permethrin into bed-sediments. | 2005-01-15 |
|
| Separation and aquatic toxicity of enantiomers of synthetic pyrethroid insecticides. | 2005 |
|
| Determination of solid-liquid partition coefficients (K(d)) for diazinon, propetamphos and cis-permethrin: implications for sheep dip disposal. | 2004-08-15 |
|
| Identification, expression, and purification of a pyrethroid-hydrolyzing carboxylesterase from mouse liver microsomes. | 2004-07-09 |
|
| [Inhibitory effect of zinc on beta-hexosaminidase release from RBL-2H3 cells by synthetic chemicals]. | 2004-04 |
|
| Effectiveness of residual spraying of peridomestic ecotopes with deltamethrin and permethrin on Triatoma infestans in rural western Argentina: a district-wide randomized trial. | 2004-03 |
|
| Neurological deficits induced by malathion, DEET, and permethrin, alone or in combination in adult rats. | 2004-02-27 |
|
| Determination of pyrethrin and pyrethroid pesticides in urine and water matrixes by liquid chromatography with diode array detection. | 2004-02-26 |
|
| Determination of enantiomers of synthetic pyrethroids in water by solid phase microextraction - enantioselective gas chromatography. | 2004-02-25 |
|
| Microbial transformation of pyrethroid insecticides in aqueous and sediment phases. | 2004-01 |
|
| Inhibition of trans-permethrin hydrolysis in human liver fractions by chloropyrifos oxon and carbaryl. | 2004 |
|
| Purification and preliminary characterization of permethrinase from a pyrethroid-transforming strain of Bacillus cereus. | 1993-07 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:59:00 GMT 2025
by
admin
on
Mon Mar 31 19:59:00 GMT 2025
|
| Record UNII |
MQP2PAM1G5
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
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Systematic Name | English | ||
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| Code System | Code | Type | Description | ||
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transpermethrin
Created by
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MQP2PAM1G5
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61949-77-7
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52341-32-9
Created by
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263-347-9
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admin on Mon Mar 31 19:59:00 GMT 2025 , Edited by admin on Mon Mar 31 19:59:00 GMT 2025
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DTXSID4037611
Created by
admin on Mon Mar 31 19:59:00 GMT 2025 , Edited by admin on Mon Mar 31 19:59:00 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ENANTIOMER -> RACEMATE |
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