Allethrin

Allethrin is a pyrethroid insecticide and modulator of voltage-gated sodium channels (NaV). It delays channel deactivation in cockroach giant axons when used at a concentration of 1 µM. Allethrin is 100-fold more potent at insect than rat NaV1.8 channels expressed in Xenopus oocytes. It decreases egg production by and is lethal to mosquitoes (LC50 = 0.01%). Allethrin induces production of reactive oxygen species (ROS), lipid peroxidation, and apoptosis in rat primary Leydig cells. In vivo, the smoke of an allethrin-based mosquito coil increases levels of the hepatic enzymes ALT and AST and induces hepatocyte apoptosis as well as emphysema and lung hyperplasia in mice. Formulations containing allethrin have been used as insect repellants.Formal Name: 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-cyclopropanecarboxylic acid, 2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl ester. CAS Number: 584-79-2. Synonyms: NSC 11782, RU 27436. Molecular Formula: C19H26O3. Formula Weight: 302.4. Purity: >95%. Formulation: (Request formulation change), An oil. Solubility: Chloroform: Slightly Soluble. SMILES: C/C(C)=C/C1C(C)(C)C1C(OC2C(C)=C(CC=C)C(C2)=O)=O. InChi Code: InChI=1S/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3. InChi Key: ZCVAOQKBXKSDMS-UHFFFAOYSA-N.