| Revision as of 12:12, 7 December 2010 editBeetstra (talk | contribs)Edit filter managers, Administrators172,044 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey.← Previous edit | Revision as of 12:23, 7 December 2010 edit undoCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WiNext edit → | ||
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| {{chembox | {{chembox | ||
| | verifiedrevid = 401040842 | |||
| | Name = Resmethrin | | Name = Resmethrin | ||
| | ImageFile = Resmethrin-2D-skeletal.png | | ImageFile = Resmethrin-2D-skeletal.png | ||
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| 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 | 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 | ||
| | Section1 = {{Chembox Identifiers | | Section1 = {{Chembox Identifiers | ||
| | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | |||
| | |
| ChemSpiderID = 19952179 | ||
| | InChI = 1/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3/t19-,20?/m1/s1 | | InChI = 1/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3/t19-,20?/m1/s1 | ||
| | InChIKey = VEMKTZHHVJILDY-FIWHBWSRBD | | InChIKey = VEMKTZHHVJILDY-FIWHBWSRBD | ||
| | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | |||
| | StdInChI = 1S/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3/t19-,20?/m1/s1 | | StdInChI = 1S/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3/t19-,20?/m1/s1 | ||
| | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | |||
| | StdInChIKey = VEMKTZHHVJILDY-FIWHBWSRSA-N | | StdInChIKey = VEMKTZHHVJILDY-FIWHBWSRSA-N | ||
| | CASNo = 10453-86-8 | | CASNo = 10453-86-8 | ||
Revision as of 12:23, 7 December 2010
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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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| 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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