US4318418A
Expired / Lapsed
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Smoking compositions
Assignee: Philip Morris USA Inc
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Filing: 1979-06-05
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Granted: 1982-03-09
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Expires: 1999-06-05
Abstract
Abstract This invention provides tobacco and non-tobacco smoking compositions which contain a pyrazine-containing polyheterocyclic compound as a flavorant additive. In one embodiment, this invention provides tobacco compositions which contain a polyheterocyclic flavorant additive such as 1,2-bis(3,5,6-trimethyl-2-pyrazyl)ethane: <IMAGE> Under smoking conditions the above illustrated polyheterocyclic additive flavors the mainstream and sidestream smoke. In another embodiment, this invention provides foodstuffs which contain a polyheterocyclic flavorant additive such as 1-(3,5,6-trimethyl-2-pyrazyl)-2-(2-pyridyl)ethane.
Inventors
- 👤 Edward B. Sanders
- 👤 Yoram Houminer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:10
CPC Classifications
A; A24; A24B; A24B15/00; A24B15/18; A24B15/28; A24B15/30; A24B15/36; A24B15/38; C; C07; C07D; C07D241/00; C07D241/02; C07D241/10; C07D241/12; C07D241/36; C07D241/38; C07D241/40; C07D241/42
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
164 words
A smoking composition comprising an admixture of (1) combustible filler selected from natural tobacco, reconstituted tobacco and non-tobacco substitutes, and (2) between about 0.0005 and 2 percent, based on the total weight of filler, of a polyheterocyclic compound corresponding to the formula: ##STR32## wherein R is a substituent selected from hydrogen and alkyl groups containing between 1 and about 10 carbon atoms; X is a substituent selected from pyrazyl and alkyl-substitued pyrazyl, where each alkyl group contains between 1 and about 10 carbon atoms, and the X substituent contains a total of between 4 and about 16 carbon atoms; X 1 is a substituent selected from pyrazyl, alkyl-substituted pyrazyl, pyridyl and alkyl-substituted pyridyl, where each alkyl group contains between 1 and about 10 carbon atoms, and the X 1 substituent contains a total of between 4 and about 22 carbon atoms; and any adjacent R and X or any adjacent R and X 1 when taken together with connecting elements form an alicyclic structure.
Claim 2
Dependent Claim
164 words
A smoking composition comprising an admixture of (1) combustible filler selected from natural tobacco, reconstituted tobacco and non-tobacco substitutes, and (2) between about 0.0005 and 2 percent, based on the total weight of filler, of a polyheterocyclic compound corresponding to the formula: ##STR32## wherein R is a substituent selected from hydrogen and alkyl groups containing between 1 and about 10 carbon atoms; X is a substituent selected from pyrazyl and alkyl-substitued pyrazyl, where each alkyl group contains between 1 and about 10 carbon atoms, and the X substituent contains a total of between 4 and about 16 carbon atoms; X 1 is a substituent selected from pyrazyl, alkyl-substituted pyrazyl, pyridyl and alkyl-substituted pyridyl, where each alkyl group contains between 1 and about 10 carbon atoms, and the X 1 substituent contains a total of between 4 and about 22 carbon atoms; and any adjacent R and X or any adjacent R and X 1 when taken together with connecting elements form an alicyclic structure.
Claim 3
Dependent Claim
20 words
A smoking composition in accordance with claim 1 wherein the non-tobacco substitutes are selected from pectinaceous, cellulosic and carbohydrate materials.
Claim 4
Dependent Claim
105 words
A smoking composition comprising an admixture of (1) combustible filler selected from natural tobacco, reconstituted tobacco and non-tobacco substitutes, and (2) between about 0.0005 and 2 weight percent, based on the total weight of filler, of a polyheterocyclic compound corresponding to the formula: ##STR33## wherein R 1 is a substituent selected from hydrogen, methyl and ethyl; R 2 is a substituent selected from hydrogen and methyl; and Y is selected from pyrazine and pyridine radicals corresponding to the structures: ##STR34## where R 2 is as previously defined; and any adjacent R 1 and R 2 when taken together with connecting elements form an alicyclic structure.
Claim 5
Dependent Claim
105 words
A smoking composition comprising an admixture of (1) combustible filler selected from natural tobacco, reconstituted tobacco and non-tobacco substitutes, and (2) between about 0.0005 and 2 weight percent, based on the total weight of filler, of a polyheterocyclic compound corresponding to the formula: ##STR33## wherein R 1 is a substituent selected from hydrogen, methyl and ethyl; R 2 is a substituent selected from hydrogen and methyl; and Y is selected from pyrazine and pyridine radicals corresponding to the structures: ##STR34## where R 2 is as previously defined; and any adjacent R 1 and R 2 when taken together with connecting elements form an alicyclic structure.
Claim 6
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 1,2-bis(3,5,6-trimethyl-2-pyrazyl)ethane.
Claim 7
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 1,2-bis(6-methyl-2-pyrazyl)ethane.
Claim 8
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 1,2-bis(3-methyl-2-pyrazyl)ethane.
Claim 9
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 5,5'-bis(5,6,7,8-tetrahydroquinoxaline).
Claim 10
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 1-(3-methyl-2-pyrazyl)-2-(3,5,6-trimethyl-2-pyrazyl)ethane.
Claim 11
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 1-(6-methyl-2-pyrazyl)-2(3-methyl-2-pyrazyl)ethane.
Claim 12
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 1-(3,5,6-trimethyl-2-pyrazyl)-2-(2-pyridyl)ethane.
Claim 13
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 1-(6-methyl-2-pyrazyl)-2-(3-pyridyl)ethane.
Claim 14
Dependent Claim
14 words
A smoking composition in accordance with claim 3 wherein the polyheterocyclic compound is 1-(3,5,6-trimethyl-2-pyrazyl)-2-(6-methyl-2-pyridyl)ethane.
Claim 15
Independent Claim
115 words
A method of preparing a smoking composition which is adapted to impart flavoring to the mainstream and sidestream smoke under smoking conditions, which method comprises incorporating into natural tobacco, reconstituted tobacco or non-tobacco substitute between about 0.0005 and 2 weight percent, based on composition weight, of a flavorant additive corresponding to the formula: ##STR35## wherein R 1 is a substituent selected from hydrogen, methyl and ethyl; R 2 is a substituent selected from hydrogen and methyl; and Y is selected from pyrazine and pyridine radicals corresponding to the structures: ##STR36## where R 2 is as previously defined; and any adjacent R 1 and R 2 when taken together with connecting elements form an alicyclic structure.
Claim 16
Independent Claim
115 words
A method of preparing a smoking composition which is adapted to impart flavoring to the mainstream and sidestream smoke under smoking conditions, which method comprises incorporating into natural tobacco, reconstituted tobacco or non-tobacco substitute between about 0.0005 and 2 weight percent, based on composition weight, of a flavorant additive corresponding to the formula: ##STR35## wherein R 1 is a substituent selected from hydrogen, methyl and ethyl; R 2 is a substituent selected from hydrogen and methyl; and Y is selected from pyrazine and pyridine radicals corresponding to the structures: ##STR36## where R 2 is as previously defined; and any adjacent R 1 and R 2 when taken together with connecting elements form an alicyclic structure.
Claim 17
Independent Claim
180 words
A method of improving the aroma imparted by the burning of a combustible article of manufacture within the environment of a human habitat, which method comprises incorporating into said article of manufacture prior to its combustion between about 0.01 and 10 weight percent, based on the weight of combustible content, of a polyheterocyclic compound corresponding to the formula: ##STR37## wherein R is a substituent selected from hydrogen and alkyl groups containing between 1 and about 10 carbon atoms; X is a substituent selected from pyrazyl and alkyl-substituted pyrazyl, where each alkyl group contains between 1 and about 10 carbon atoms and the X substituent contains a total of between 4 and about 16 carbon atoms; X 1 is a substituent selected from pyrazyl, alkyl-substituted pyrazyl, pyridyl and alkyl-substituted pyridyl, where each alkyl group contains between 1 and about 10 carbon atoms, and the X 1 substituent contains a total of between 4 and about 22 carbon atoms; and any adjacent R and X or any adjacent R and X 1 when taken together with connecting elements forms an alicyclic structure.
Claim 18
Independent Claim
180 words
A method of improving the aroma imparted by the burning of a combustible article of manufacture within the environment of a human habitat, which method comprises incorporating into said article of manufacture prior to its combustion between about 0.01 and 10 weight percent, based on the weight of combustible content, of a polyheterocyclic compound corresponding to the formula: ##STR37## wherein R is a substituent selected from hydrogen and alkyl groups containing between 1 and about 10 carbon atoms; X is a substituent selected from pyrazyl and alkyl-substituted pyrazyl, where each alkyl group contains between 1 and about 10 carbon atoms and the X substituent contains a total of between 4 and about 16 carbon atoms; X 1 is a substituent selected from pyrazyl, alkyl-substituted pyrazyl, pyridyl and alkyl-substituted pyridyl, where each alkyl group contains between 1 and about 10 carbon atoms, and the X 1 substituent contains a total of between 4 and about 22 carbon atoms; and any adjacent R and X or any adjacent R and X 1 when taken together with connecting elements forms an alicyclic structure.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1985-03-08 | 1985-09-07 | 1986-03-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-03-08 | 1989-09-07 | 1990-03-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-03-08 | 1993-09-07 | 1994-03-09 | $7700.00 | Window Closed / Lapsed |