2000
DOI: 10.1603/0022-2585-37.1.182
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Optically Active Arthropod Repellents for Use Against Disease Vectors

Abstract: 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 … Show more

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Cited by 15 publications
(9 citation statements)
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“…1). 67, 78, 79 Interestingly, the 1 S , 2 S stereoisomer (SS220) is the most effective isomer against mosquitoes 79. Some of the early synthesis work on derivatives of cyclic amines includes a study by Alexander and Beroza60 on repellency of aliphatic amides of cyclic amines (C4, C5 and C6).…”
Section: Structural Diversity Of Chemical Repellentsmentioning
confidence: 99%
“…1). 67, 78, 79 Interestingly, the 1 S , 2 S stereoisomer (SS220) is the most effective isomer against mosquitoes 79. Some of the early synthesis work on derivatives of cyclic amines includes a study by Alexander and Beroza60 on repellency of aliphatic amides of cyclic amines (C4, C5 and C6).…”
Section: Structural Diversity Of Chemical Repellentsmentioning
confidence: 99%
“…Of these, 1,4-naphthoquinone has many substituted forms that occur in nature (such as vitamin K), and several piperidines (many of which are natural, such as coniine) were repellent . We have already seen that some piperidine compounds were comparable to DEET in providing protection from several species of Acarina and Diptera (Klun et al, 2000). The USDA study also evaluated extracts of neem, and only the ether soluble portions of the ethanol extract were repellent .…”
Section: Insect Repellents Of Natural Originmentioning
confidence: 98%
“…Currently, several other compounds of interest are being evlauated. AI3-37220, or l-(3-cyclohexen-l-yl-carbonyl)-2-methyl piperidine, C1C-4, or (2hydroxymethyl cyclohexyl) acetic acid lactone (Frances et al, 1998) and cyclohexen-l-yl carbonyl) piperidine (Klun et al, 2000, and references therein) have been reported to have activity similar to DEET against several important species of Diptera and Acarina. Permethrin is used in mosquito bed nets (Robert et al, 1991 ), and permethrin and cypermethrin have been shown to repel the Western subterranean termite, Recticiili/ermes hesperas (Rust and Smith, 1993).…”
Section: Synthetic Compoundsmentioning
confidence: 99%
“…Currently, several other compounds of interest are being evlauated. AI3-37220, or l-(3-cyclohexen-l-yl-carbonyl)-2-methyl piperidine, C1C-4, or (2-hydroxymethyl cyclohexyl) acetic acid lactone (Frances et al, 1998) and AI3-35765, or l-(3-cyclohexen-l-yl carbonyl) piperidine (Klun et al, 2000, and references therein) have been reported to have activity similar to DEET against several important species of Diptera and Acarina. Permethrin is used in mosquito bed nets (Robert et al, 1991 ), and permethrin and cypermethrin have been shown to repel the Western subterranean termite, Recticiili/ermes hesperas (Rust and Smith, 1993).…”
Section: Synthetic Compoundsmentioning
confidence: 99%
“…Of these, 1,4-naphthoquinone has many substituted forms that occur in nature (such as vitamin K), and several piperidines (many of which are natural, such as coniine) were repellent . We have already seen that some piperidine compounds were comparable to DEET in providing protection from several species of Acarina and Diptera (Klun et al, 2000). The USDA study also evaluated extracts of neem, and only the ether soluble portions of the ethanol extract were repellent (Russel et al, 1994).…”
mentioning
confidence: 99%