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Physiological cooling compositions

A composition, physiological technique

Inactive Publication Date: 2007-05-09
RENESSENZ
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0034] Currently, the literature on liquid compositions of solvent-free physiological coolants is rather limited

Method used

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Examples

Experimental program
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preparation example Construction

[0083] Suitable methods for the preparation of cyclohexanecarboxamides of general formula 1d are shown below and include, but are not limited to, catalyzed cyclization of geranilic acid to cyclogeranonitrile and hydrogenation of cyclogeranonitrile isomers according to the following scheme to dihydrocyclogeranonitrile, which is subsequently reacted with a suitable alkoxy-containing compound, such as an alkanol (X-OH), in the presence of an acid as follows.

[0084]

[0085] Alternatively, the isomeric cyclogeranylnitriles can be first converted to unsaturated cyclogeranylamides followed by hydrogenation to compounds of general formula 1d following the following scheme. The unsaturated cyclogeranylamides shown in the scheme below also have cooling activity and can be used as components of mixtures in place of their saturated analogues.

[0086]

[0087] Preferably at least one cyclohexanecarboxamide or mixture of cyclohexanecarboxamides is incorporated in an amount ranging...

Embodiment 31-38

[0149] Compositions containing WS-3 as cyclohexane carboxamide, WS-23 as acyclic carboxamide and ML containing ML-2S-(1R,2S,5R) stereoisomer

[0150] A mixture of WS-3, WS-23, and menthyl lactate was prepared by co-melting quantitative amounts of WS-3, WS-23, and menthyl lactate and cooling it to ambient laboratory temperature (20-25°C). Mixtures that did not cure spontaneously were mechanically mixed (vibrated) for 0.5-3 minutes and / or seeded with WS-3, WS-23 and / or ML. The results are shown in Table 7 below.

[0151] implement

Embodiment 39

[0153] Compositions containing WS-3 as cyclohexane carboxamide, WS-23 as acyclic carboxamide and ML with ML-2S-(1R,2S,5R) stereoisomer prepared by kneading

[0154] A mixture of 18 g WS-3, 18 g WS-23 and 24 g ML was kneaded in a rotating flask at room temperature and atmospheric pressure for 12 hours. The resulting composition was a clear liquid and contained about 30% WS-3, about 30% WS-23 and about 40% menthyl lactate.

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Abstract

The present invention provides, in one aspect, a physiological cooling composition comprising at least one cyclohexane carboxamide, at least one acyclic carboxamide, and at least one stereoisomer of menthyl lactate. In another aspect, disclosed is a method for producing such composition. In still another aspect, disclosed are various consumer products comprising a physiological cooling composition comprising at least one cyclohexane carboxamide, at least one acyclic carboxamide, and at least one stereoisomer of menthyl lactate.

Description

field of invention [0001] The present invention relates to compounds with physiological cooling activity, compositions containing these compounds, their preparation and use. Background of the invention [0002] Physiological coolants, generally referred to as coolants, have been gaining popularity in a variety of consumer applications due to their recognized ability to enhance desired perceived performance in consumer products. The desired sensory properties are generally explained by the chemical action of the coolant compound on the nerve endings that cause the sensation of cold. Common fields and uses of these compounds include, but are not limited to, food, beverages, condiments, drugs, perfumes, and various cosmetics. [0003] One of the most widely known physiological coolants is 1-menthol, a compound having the structure described below, which has been widely used in a variety of the above-mentioned fields. Specifically, 1-menthol has excellent c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A23L1/226A23L27/20A61K31/16A61K31/215
CPCA23L1/2265A61K31/215A61K31/16A23L1/22614A23L27/202A23L27/203A61P1/02A61P43/00A61K2300/00
Inventor M·B·厄曼P·J·维兰J·W·斯诺
Owner RENESSENZ
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