Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1995-04-25
1998-05-26
Shaver, Paul F.
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568670, 424 49, 424 55, 424 65, 424 69, 424715, 514715, 514844, 514847, 514848, 514901, C07C 4100
Patent
active
057568570
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a novel cyclohexanol derivative having refrigerating activity and to a cool feeling (refrigerant) and a cool feeling composition each containing the derivative. Moreover, the present invention relates to a process for producing the above cyclohexanol derivative and a novel benzyl cyclohexyl ether derivative being an intermediate therefor.
BACKGROUND ART
For long, peppermint oil and .lambda.-menthol being a principal component thereof are known as substances each giving physiological cold flush to the skin and mouth mucosa, namely, having refrigerating activity. These are mixed as aromatics into foods, drinks, dentifrices, tobaccos and the like and are widely used in various cosmetics, external preparations and the like as refrigerants.
However, .lambda.-menthol has had a drawback because, although it has satisfactory refrigerating activity, it is so crystalline that, when it is used in some composition forms, especially when it is mixed into a fomentation or a tape, it crystallizes in the base to thereby, for example, lower the release of other drugs with the result that a resolvent must be additionally added. Moreover, as is commonly known, .lambda.-menthol has a powerful odor, so that it has been frequent that, when it is mixed into, for example, a cosmetic, the refined fragrance thereof is ruined.
Further, .lambda.-menthol sublimes, so that its peculiar peppermint odor widely spreads even if its amount is very small and irritates the eyes and the mouth mucosa. Therefore, the work environment of a production process in which .lambda.-menthol is handled has not been very favorable. Further, in recent years, there has been a problem that consumers tend to be nervous about the peppermint odor of drugs, etc., so that the use of .lambda.-menthol is not favored. Still further, it has been difficult to persistently secure the stability of the quality of .lambda.-menthol during use because .lambda.-menthol sublimes.
In recent years, a number of patent applications have been filed relating to less odorous .lambda.-menthol derivatives and homologues thereof. For example, Japanese Patent Laid-Open Nos. Gazette 16647/1972, 16649/1972, 88334/1983, 194049/1986 and 290827/1990 disclose menthol derivatives, Japanese Patent Laid-Open Gazette Nos. 93454/1983 and 95194/1983 tricyclic alcohols, and Japanese Patent Laid-Open Gazette No. 136544/1985 tricyclic amides as refrigerants. However, these are mostly far inferior to .lambda.-menthol in the refrigeration intensity although their aromas are improved. Therefore, the conventional refrigerants other than .lambda.-menthol have not been fully satisfactory in the application to the less sensitive skin or the like although they refrigerate a mouth mucosa believed to be highly sensitive to the refrigerants.
Consequently, the employment of the above .lambda.-menthol and the conventional menthol homologues as ingredients of cosmetics and drugs has caused a problem in any of the refrigerating effect (1), the continuity of cool feeling function (2), the peculiar odor (peppermint odor) (3), the stability of the preparation (4) and the solubility (5), so that it has not led to offering a fully satisfactory product.
Thus, the object of the present invention is to develop a compound as well as a cool feeling and cool feeling composition both based on the compound, the compound having excellent properties, for example, having satisfactory refrigerating activity (1) being free from peppermint odor (2) not subliming at ordinary temperatures (3) not crystallizing in a base (4) and being highly compatible with various bases (5). The compound and cool feeling and cool feeling composition will be useful for developing various preparations such as cosmetics, buccals and drugs each intended for the mouth mucosa or the skin.
SUMMARY OF THE INVENTION
The inventors have made extensive and intensive studies with a view toward attaining the above objects. As a result, they have found that a novel cyclohexanol derivative represented by the struc
REFERENCES:
patent: 2656385 (1953-10-01), Hogg et al.
patent: 4654167 (1987-03-01), Degner et al.
patent: 4757051 (1988-07-01), Gramlich et al.
patent: 4956341 (1990-09-01), Degner et al.
patent: 5037802 (1991-08-01), Eilerman et al.
Hirano Munehiko
Kuribayashi Mitsuru
Nakagawa Akira
Oda Hideshi
Tanoue Mitsuru
Hisamitsu Pharmaceutical Co. Inc.
Shaver Paul F.
LandOfFree
Cyclohexanol derivative, cool feeling and cool feeling compositi does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Cyclohexanol derivative, cool feeling and cool feeling compositi, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Cyclohexanol derivative, cool feeling and cool feeling compositi will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1962882