N-alkyl neotridecanamide insect repellents

Details N-alkyl neotridecanamide insect repellents N-alkyl neotridecanamide insect repellents

1987-07-16

1989-02-14

Schenkman, Leonard

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Nitrogen containing other than solely as a nitrogen in an...

514613, 514919, A01N 3718

Patent

active

048046833

ABSTRACT:
N-lower alkyl neoalkanamides of 1 to 4 carbon atoms in the lower alkyl thereof, and of 12 to 14 carbon atoms in the neoalkanoyl group, e.g., N-methyl- and N-ethyl neotridecanamides, are new compounds which have insect repellent properties, being especially effective against cockroaches, e.g., the German and American cockroaches. However, they are also useful as repellents for other insects, including mosquitoes, moths, flies, fleas, ants, and lice. Additionally, they may repel arachnids, such as spiders, ticks and mites. The new neoalkanamides may be synthesized easily, as by reacting a primary lower alkyl amine with a neoalkanoyl halide, e.g., by reacting methyl amine or ethyl amine with neotridecanoyl chloride.
The most effective of the described amides for insect repellency, N-methyl neotridecanamide, is normally liquid and is sufficiently volatile to be detectable in air by insects. The neoalkanamides may be applied directly to surfaces to be treated or they may be incorporated in detergent compositions, such as laundry detergents, floor and wall cleaners, rug cleaners and shampoos, hair shampoos, and liquid and bar soaps, and have been found to be sufficiently substantive to the substrate being washed so as to impart insect repelling properties to it. They may be dissolved, dispersed or emulsified (emulsions are considered to be special cases of dispersions) in appropriate liquid media and may be applied to surfaces to be made insect repellent, as by spraying, brushing, wiping or other suitable processes, including "aerosol" spraying from pressurized containers. They have been found to be of long lasting effectiveness, with significant and measurable insect repellency being obtainable for as long as two weeks after application. The described N-lower alkyl neoalkanamides are stable during normal uses, relatively low in manufacturing cost, of high substantivities to substrates, economical to use, unobjectionable, even pleasant in ordor to humans, and safe to humans and animals, and to the environment.

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