Optically active arthropod repellents for use against disease vectors.
Optically inactive 1-[3-cyclohexen-1-ylcarbonyl] piperidine and 1-[3-cyclohexen-1-ylcarbonyl]-2-methylpiperidine are repellents against blood-feeding arthropods. Pure stereoisomers of these compounds were synthesized and characterized for use in bioassays. Initial laboratory tests with the malaria vector Anopheles stephensi Liston showed that this species was repelled differentially by the stereoisomers of 1-[3-cyclohexen-1-ylcarbonyl]-2-methylpiperidine. Two stereoisomers were twice as repellent as the other stereoisomers. These results indicate that stereoisomerism influences repellent efficacy in this class of compounds.
Klun
J A
JA
Insect Chemical Ecology Laboratory, USDA-ARS, Beltsville, MD 20705, USA.
Ma
D
D
Gupta
R
R
D000818:Animals; D009033:Culicidae; D008968:Molecular Conformation; D009032:Mosquito Control / Q000379:methods; D010575:Pesticides / Q000633:toxicity*; D010880:Piperidines / Q000737:chemistry / Q000633:toxicity*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D010575:Pesticides; D010880:Piperidines