| Revision as of 08:58, 31 May 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (changes to verified fields - added verified revid - updated 'UNII_Ref', 'ChEMBL_Ref') per Chem/Drugbox validation (report errors or← Previous edit | Revision as of 16:53, 3 June 2011 edit undoCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChEMBL_Ref') per Chem/Drugbox validation (report errors or [[user taNext edit → | ||
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| | Name = Resmethrin | | Name = Resmethrin | ||
| | ImageFile = Resmethrin-2D-skeletal.png | | ImageFile = Resmethrin-2D-skeletal.png | ||
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| | CASNo1 = 28434-01-7 | | CASNo1 = 28434-01-7 | ||
| | CASNo1_Comment = (Bioresmethrin) | | CASNo1_Comment = (Bioresmethrin) | ||
| | KEGG_Ref = {{keggcite| |
| KEGG_Ref = {{keggcite|correct|kegg}} | ||
| | KEGG = C10991 | | KEGG = C10991 | ||
| | SMILES = O=C(OCc2cc(Cc1ccccc1)oc2)C3(/C=C(\C)C)C3(C)C | | SMILES = O=C(OCc2cc(Cc1ccccc1)oc2)C3(/C=C(\C)C)C3(C)C | ||
Revision as of 16:53, 3 June 2011
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| Names | |
|---|---|
| IUPAC name 5-benzyl-3-[({[(3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl) cyclopropyl]carbonyl}oxy)methyl]furan; (5-Benzyl-3-furyl)methyl-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropancarboxylat; 5-benzyl-3-furylmethyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; 5-benzyl-3-furylmethyl(1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; 5-benzyl-3-furylmethyl(±)-cis-trans-chrysanthemate | |
| Identifiers | |
| CAS Number |
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| 3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.030.842 
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| KEGG | |
| CompTox Dashboard (EPA) | |
InChI
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SMILES
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| Properties | |
| Chemical formula | C22H26O3 |
| Molar mass | 338.44 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 Y verify (what is ?)
Infobox references
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Resmethrin is a pyrethroid insecticide with many uses, including control of the adult mosquito population.
The resmethrin molecule has four stereoisomers determined by cis-trans orientation around a carbon triangle and chirality. Technical resmethrin is a mixture of (1R,trans)-, (1R,cis)-, (1S,trans)-, (1S,cis)- isomers, typically in a ratio of 4:1:4:1. The 1R isomers (both trans and cis) show strong insecticidal activity, while the 1S isomers do not. The (1R,trans)- isomer is also known as Bioresmethrin,(+)-trans-Resmethrin, or d-trans-Resmethrin; although bioresmethrin has been used alone as a pesticide active ingredient, it is not now registered as a separate Active Ingredient (AI) by the U.S. EPA. The (1R,cis)- isomer is known as Cismethrin, but this is also not registered in the U.S. for use alone as a pesticide AI.
Commercial trade names for products that contain resmethrin are Chrysron, Crossfire, Pynosect, Raid Flying Insect Killer, Scourge, Sun-Bugger #4, SPB-1382, Synthrin, Syntox, Vectrin and Whitmire PT-110.
References
- Pesticide Information Profiles, Extension Toxicology Network (EXTOXNET). Resmethrin
External links
- Resmethrin Technical Fact Sheet - National Pesticide Information Center
- Pyrethrins and Pyrethroids Fact Sheet - National Pesticide Information Center
- Resmethrin Pesticide Information Profile - Extension Toxicology Network
- MSDS for Scourge' Formula II
- Compendium of Pesticide Common Names: Resmethrin
- WHO/FAO DATA SHEETS ON PESTICIDES,No. 83,RESMETHRIN World Health Organization & Food and Agriculture Organization
- Reregistration Eligibility Decision for Resmethrin (2006) - U.S. Environmental Protection Agency
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