Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – C-o-group doai
Patent
1996-11-06
2000-10-10
Pak, John
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
C-o-group doai
514919, 424DIG10, A01N 3104, A01N 3106
Patent
active
061302554
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to noxious-insect repellents comprising a compound which is substantially odorless and has an extremely excellent noxious-insect repelling effect and durability.
BACKGROUND ART
As a noxious-insect repellent for protecting bodies from noxious-insects such as mosquitoes, flies and the like, a preparation applied to the skin which contains N,N-diethyltoluamide has so far been extensively used. Additionally, it has been known that p-menthane-3,8-diol and 8-hydroxy-p-menthan-3-one have a strong insect-repelling effect (Japanese Patent Application Kokai Nos. 60-199,804 and 5-173,104) and that 2-ethyl-1,3-hexanediol and 2-(1-hydroxyethyl)-cyclohexanol also have a similar repelling effect (U.S. Pat. No. 2,407,205). However, problems have been posed such that N,N-diethyltoluamide has a peculiar offensive odor and p-menthane-3,8-diol, 8-hydroxy-p-menthan-3-one, 2-ethyl-1,3-hexanediol or 2-(1-hydroxyethyl)-cyclohexanol lacks durability. Therefore, development of novel noxious-insect repellents has been expected.
The present invention has been accomplished under these circumstances. The object of the present invention is to provide noxious-insect repellents which have no peculiar offensive odor and exhibit an excellent noxious-insect repelling effect and durability.
DISCLOSURE OF INVENTION
We, the inventors, as a result of assiduous studies conducted in order to achieve the above object, have succeeded in synthesizing substantially odorless compounds having an excellent noxious-insect repelling effect and durability, and thus accomplished the present invention.
Namely, the first embodiment of the present invention is a noxious-insect repellent which contains 0.1-90% by weight, based on the total weight, of at least one of 2-(1-hydroxy-alkyl)-cycloalkanols represented by the following general structural formula (1): ##STR2## wherein n is an integer of 3-10, R.sup.1 is hydrogen or a straight-chain saturated hydrocarbon radical having 1-6 carbon atoms; R.sup.2 is hydrogen or methyl group; R.sub.m represents m of the same or different, straight-chain or branched, saturated or unsaturated, hydrocarbon radicals R which, as a substituent group, can be bonded to carbocyclic atoms; m is an integer of 0-8, provided that m should be at least 1 when either one of R.sup.1 or R.sup.2 is an alkyl group and m should be at least 2 when both the R.sup.1 and R.sup.2 are alkyl groups; the sum of the carbon atoms of R.sub.m does not exceed 8; and, further, when n is 4, R may by an isopropylidene group which intramolecularly bridges between the third and sixth carbocyclic atoms.
Among the above 2-(1-hydroxyalkyl)-cycloalkanols, preferred are 2-(1-hydroxyisopropyl)-5-methylcyclohexanol derivatives represented by the following general structural formula (2): ##STR3## wherein R.sup.3 is a straight-chain or branched, saturated or unsaturated, hydrocarbon radical having 1-8 carbon atoms; 2-(1-hydroxyisopropyl)-5,6-dimethyl-cyclohexanol represented by the following chemical structural formula (3): ##STR4## 2-(1-hydroxyisopropyl)-5-methyl-6-methylene-cyclohexanol represented by the following chemical structural formula (4): ##STR5## and, 2-(1-hydroxyalkyl)-cycloalkanols represented by the following general structural formula (5): ##STR6## wherein n, m, R.sub.m and R.sup.1 are the same as above; particularly, 2-(hydroxymethyl)-cycloalkanols represented by the following general structural formula (6): ##STR7## wherein n, m and R.sub.m are the same as above; and inter alia 2-(hydroxymethyl)-3-methyl-6-isopropyl-cyclohexanol represented by the following chemical structural formula (7): ##STR8##
Furthermore, among the 2-(1-hydroxyalkyl)-cycloalkanols represented by the general structural formula (5), particularly preferred are 2-(1-hydroxymethyl)cyclohexanol derivatives represented by the following general structural formula (8): ##STR9## wherein R.sup.4 is a straight-chain or branched, saturated or unsaturated, hydrocarbon radical having 1-8 carbon atoms; and 2-(1-hydroxymethyl)-cyclopentanol deriv
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Ikemoto Takeshi
Nakatsugawa Hiroko
Nishio Hiroyuki
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