Alicyclic amides having a physiological cooling effect
AssigneeWilkinson Sword Limited
InventorsDavid G. Rowsell, David J. Spring, Roger Hems
Life of this patent
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Abstract
Alkyl-substituted alicyclic carboxylic acids, esters and amides are disclosed having the property of stimulating the cold receptors of the nervous system of the human body to produce a cold sensation and are used for this purpose in a variety of edible and topical preparations.
Claims15
A consumer product for application to or consumption by the human body comprising a consumer product base and, as adjuvants in said base, (i) at least one of the following:
- a flavourant, colourant, perfuming agent, surface active agent or antiseptic agent, and (ii) an ingredient capable of stimulating the cold receptors of the nervous system of the surface tissues of the body in those parts of the human body with which the product comes in contact during use, the improvement which comprises using as the cold receptor stimulating ingredient an effective amount of a cold receptor stimulating alicyclic amide of the formula:
- ##STR11## where n is 0 or an integer of from 2-6 inclusive;
- x has a value of 1, 2 or 3;
- R is C.sub.1 -C.sub.5 alkyl, at least one R group being in a 1, 2 or 3-position relative to X and the total number of carbon atoms provided by the R groups and the carbocycle to which they are attached being from 8-14;
- X is CONR"R''', where R" is H or C.sub.1 -C.sub.10 alkyl;
- and R''' is H, C.sub.1 -C.sub.10 alkyl or hydroxyalkyl, or alkylcarboxyalkyl of up to 8 carbon atoms, with the proviso that when R" is H, R''' may also be cycloalkyl of up to 8 carbon atoms, phenyl or substituted phenyl containing alkyl, hydroxy, or methoxy substituents and a total of up to 10 carbon atoms.
In a consumer product for application to or consumption by the human body comprising a consumer product base and, as adjuvants in said base, (i) at least one of the following:
- a flavourant, colourant, perfuming agent, surface active agent or antiseptic agent, and (ii) an ingredient capable of stimulating the cold receptors of the nervous system of the surface tissues of the body in those parts of the human body with which the product comes in contact during use, the improvement which comprises using as the cold receptor stimulating ingredient an effective amount of a cold receptor stimulating alicyclic amide of the formula:
- ##STR12## where n is 0, 2 or 3;
- at least one of R.sub.1 and R.sub.2 is C.sub.1 -C.sub.5 alkyl and the other is H or C.sub.1 -C.sub.5 alkyl;
- X is CONR'.sup.v R.sup.v where R'.sup.v is H or C.sub.1 -C.sub.5 alkyl;
- and
- R.sup.v is H, C.sub.1 -C.sub.5 alkyl or hydroxyalkyl, alkylcarboxyalkyl of up to 6 carbon atoms or, when R'.sup.v is H, C.sub.5 -C.sub.6 cycloalkyl, phenyl or substituted phenyl containing hydroxy, methyl or methoxy substituents.
In a tobacco or tobacco-containing manufacture comprising tobacco and an agent capable of stimulating the cold receptors of the nervous system of the nasal or oral mucosa when brought into contact therewith upon use of the manufacture, the improvement which comprises using as said agent an effective amount of a cold receptor stimulating amide of the formula:
- ##STR13## where n is 0 or an integer of from 2-6 inclusive;
- x has a value of 1, 2 or 3;
- R is C.sub.1 -C.sub.5 alkyl, at least one R group being in a 1, 2 or 3-position relative to X and the total number of carbon atoms provided by the R groups and the carbocycle to which they are attached being from 8-14;
- X is CONR"R''', where R" is H or C.sub.1 -C.sub.10 alkyl;
- and R''' is H, C.sub.1 -C.sub.10 alkyl or hydroxyalkyl, alkylcarboxyalkyl of up to 8 carbon atoms, with the proviso that when R" is H, R''' may also be cycloalkyl of up to 8 carbon atoms, phenyl or substituted phenyl containing alkyl, hydroxy or methoxy substituents and a total of up to 10 carbon atoms.
Dependencies are inferred from the claim text.