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US4060091A Expired / Lapsed US ⏱️ 0.0 years remaining

Tobacco and tobacco-containing manufactures containing an ingredient having physiological cooling activity

Assignee: Warner Lambert Co LLC
•
Filing: 1974-07-08
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Granted: 1977-11-29
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Expires: 1994-07-08
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Abstract

Abstract According to the invention physiological cooling activity is imparted to tobacco and tobacco-containing manufactures, e.g. pipe tobacco and cigarettes by incorporating therein certain cold receptor stimulating p-menthane-3-carboxamides.

Inventors

  • 👤 Hugh R. Watson
  • 👤 David G. Rowsell
  • 👤 David John Spring

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 06:27
CPC Classifications
A; A24; A24B; A24B15/00; A24B15/18; A24B15/28; A24B15/30; A24B15/34; A61; A61K; A61K2800/00; A61K2800/20; A61K2800/24; A61K2800/244

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 198 words
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, wherein said agent comprises an effective amount of a cold receptor stimulating N-substituted p-methane carboxamide of the formula: ##STR2## Where R', when taken separately, is hydrogen or an aliphatic radical containing up to 25 carbon atoms and selected from alkyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, alkynyl, hydroxyalkynyl, acyloxyalkyl, alkoxyalkyl, aminoalkyl, acylaminoalkyl, calboxyalkyl and alkylcarbonyalkyl; R", when taking separately, is hydroxy, or an aliphatic radical containing up to 25 carbon atoms and selected from alkyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, alkynyl, hydroxyalkynyl, acyloxyalkyl, alkylcarbonyalkyl, with the proviso that when R' is hydrogen R" may also be an aryl radical of up to 10 carbon atoms and selected from the group consisting of benzyl, pyridyl, and substituted phenyl wherein the substituents are selected from C 1 - C 4 alkyl, hydroxy, C 1 - C 4 alkoxy, nitro and halogen; and R' and R", when taken together with the nitrogen atom to which they are attached, represent a cyclic or heterocyclic group of up to 25 carbon atoms.
Claim 2
Dependent Claim 198 words
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, wherein said agent comprises an effective amount of a cold receptor stimulating N-substituted p-methane carboxamide of the formula: ##STR2## Where R', when taken separately, is hydrogen or an aliphatic radical containing up to 25 carbon atoms and selected from alkyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, alkynyl, hydroxyalkynyl, acyloxyalkyl, alkoxyalkyl, aminoalkyl, acylaminoalkyl, calboxyalkyl and alkylcarbonyalkyl; R", when taking separately, is hydroxy, or an aliphatic radical containing up to 25 carbon atoms and selected from alkyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, alkynyl, hydroxyalkynyl, acyloxyalkyl, alkylcarbonyalkyl, with the proviso that when R' is hydrogen R" may also be an aryl radical of up to 10 carbon atoms and selected from the group consisting of benzyl, pyridyl, and substituted phenyl wherein the substituents are selected from C 1 - C 4 alkyl, hydroxy, C 1 - C 4 alkoxy, nitro and halogen; and R' and R", when taken together with the nitrogen atom to which they are attached, represent a cyclic or heterocyclic group of up to 25 carbon atoms.
Claim 3
Dependent Claim 156 words
A manufacture according to claim 1, wherein said N-substituted-p-menthane carboxamide is of the formula defined, where R", when taken separately, is hydrogen, C 1 -C 9 straight or branched chain alkyl, C 1 -C 9 straight or branced chain hydroxyalkyl or aminoalkyl or a C 1 -C 4 acylated derivative thereof, or --C n H 2n COR'" or --C n H 2n COOR'" where --C n H 2n is a straight or branched chain alkylene group in which n is an integer of from 1-6 and R'" is hydrogen or C 1 -C 8 alkyl or C 1 -C 8 hydroxalkyl; R", when taken separately, is an organic group as defined above for R', R' and R" being the same of different; and R' and R", when taken together represent a alkylene chain optionally interrupted by oxygen and forming, together with the nitrogen atom to which R' and R" are attached, a 5- or 6-membered ring.
Claim 4
Dependent Claim 24 words
Manufactures according to claim 1, wherein said agent is of the formula defined where R' and R" are both alkyl of 1-3 carbon atoms.
Claim 5
Dependent Claim 42 words
Manufactures according to claim 1, wherein said agent is of the formula defined where R' is hydrogen and R" is alkyl of 1-3 carbon atoms, hydroxyalkyl of 1-4 carbon atoms or --CH 2 COOR'", where R'" is alkyl of 1-4 carbon atoms.
Claim 6
Dependent Claim 24 words
A manufacture according to claim 1, wherein said agent is one of the following: N-methyl-p-menthane-3-carboxamide; N-ethyl-p-menthane-3-carboxamide; N-t-butyl-p-menthane-3-carboxamide; N-p-menth-3-oylglycine ethyl ester; N-(1,1-dimethyl-2-hydroxy ethyl)-p-menthane-3-carboxamide; N-p-menth-3-oylglycine-n-propyl ester.
Claim 7
Dependent Claim 53 words
Tobacco impregnated with an amount of a cold receptor stimulant effective to stimulate the cold receptors of the nervous system of the oral or nasal mucosa when said tobacco, or the smoke therefrom, is in contact therewith, wherein said stimulant is a cold receptor stimulating 3-substituted-p-menthane of the formula defined in claim 1.
Claim 8
Dependent Claim 47 words
A cigarette containing an amount of a cold receptor stimulant effective to stimulate the cold receptors of the nervous system of the oral or nasal mucosa when the cigarette is smoked, wherein said stimulant is a cold receptor stimulating 3-substituted-p-menthane of the formula defined in claim 1.
Claim 9
Dependent Claim 62 words
A filter-tipped cigarette comprising a filter tip, a tobacco-containing body, and an amount of a cold receptor stimulant effective to stimulate the cold receptors of the nervous system of the oral or nasal mucosa while the cigarette is smoked, wherein said stimulant is a cold receptor stimulating 3-substituted-p-menthane of the formula defined in claim 1 which is impregnated in said filter tip.
Claim 10
Dependent Claim 46 words
A method of stimulating the cold receptors of the nervous system of the nasal and oral mucosa which comprises contacting said mucosa with an effective amount of a cold receptor stimulating 3-substituted-p-menthane of the formula defined in claim 1, entrained in a stream of tobacco smoke.
Claim 11
Dependent Claim 56 words
A method of imparting to tobacco and tobacco-containing manufactures the property of stimulating the cold receptors of the nervous system of oral or nasal mucosa when in contact therewith, or when the smoke therefrom is inhaled, which comprises incorporating therein an effective amount of a cold receptor stimulating 3-substituted-p-menthane of the formula defined in claim 1.

References Cited (Backward Citations)

DE1065767B Cited
US3644653A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-11-28 1981-05-30 1981-11-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-11-28 1985-05-30 1985-11-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-11-28 1989-05-30 1989-11-29 $7700.00 Window Closed / Lapsed

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