Compositions providing a sensation substantially similar to that provided by menthol

• US 20070148283A1
• Filed: 12/21/2006
• Published: 06/28/2007
• Est. Priority Date: 12/23/2005
• Status: Abandoned Application

• Current Assignee: Kraft Foods Global Brands LLC (Mondelez International, Inc.)
• Original Assignee: Cadbury Adams USA LLC (Mondelez International, Inc.)
• Inventors: Harvey, Joan, Shah, Shanaz, Hussein, Mamoun
• Application Number:
  US11/643,575
• Publication Number:
  US 20070148283A1
• Time in Patent Office: Days
• US Class Current: 426/3
• CPC Class Codes: A23G 3/36 characterised by the composition containing organic or inorganic compounds
• CPC Class Codes: A23G 4/06 characterised by the composition containing organic or inorganic compounds
• CPC Class Codes: A23L 27/12 from fruit, e.g. essential oils
• CPC Class Codes: A23L 27/203 Alicyclic compounds
• CPC Class Codes: A23L 27/2052 having oxygen or sulfur as the only hetero atoms
• CPC Class Codes: A23L 27/2054 having nitrogen as the only hetero atom
• CPC Class Codes: A23L 27/88 Taste or flavour enhancing agents

Abstract

A composition is provided that may be delivered orally or to the skin or mucous membranes and that provides substantially the same physiological effect as menthol but does not contain menthol at all or in an amount that is less than normally is required to deliver the same physiological effect. The description extends to products suitable for oral, skin or mucosal delivery that impart a menthol-like sensation and that contain the compositions described herein. Particular of these products include chewing gums and confections. Further, the description embraces methods of providing a physiological sensation substantially similar to that imparted by menthol alone by administering a composition as described herein or a product containing such a composition. Still further, the description extends to methods for providing a physiological sensation substantially similar to one aspect of the physiological sensation imparted by menthol alone or heightened or reduced when compared to menthol alone.

Claims

1. A composition providing substantially the same physiological sensation as a composition comprising menthol, wherein the composition is substantially free of menthol.

2. A composition according to claim 1, wherein the composition contains no menthol.

3. A composition according to claim 1 comprising at least one compound capable of providing a “

nasal action”

characteristic of menthol, an “

aroma”

characteristic of menthol, a “

cooling effect”

characteristic of menthol, and a “

minty taste”

characteristic of menthol.

4. A composition according to claim 3, wherein the “

nasal action”

is provided by one or more of menthone, isomenthone, camphor and eucalyptol.

5. A composition according to claim 3, wherein the “

aroma”

is provided by one or more of eucalyptol, camphor, borneol, fenchone, menthone and isomenthone.

6. A composition according to claim 3, wherein the “

cooling effect”

is provided by one or more of isopulegol, monomenthyl succinate, and menthyl lactate.

7. A composition according to claim 3, wherein the “

minty taste”

is provided by one or more of menthone, isomenthone, borneol, fenchone, eucalyptus, ducalyptol, ethyl benzoate, neomenthol, d-fenchone, furfurylidene butyrate, bucchu fractions, sage oil, corn mint oil, rosemary, monomenthyl succinate, amyl salicylate, eugenol, phellendrene, propyl furoate, ethyl-3-hydroxy butyrate, hexyl valerate, anisyl propionate, anysyl butyrate, dihydrocarveol, and clary sage.

8. A composition according to claim 7, wherein menthone and isomenthone are each present in about 5 to about 75 wt. %.

9. A composition according to claim 8, wherein menthone and isomenthone are present in about 10 to about 50 wt. %.

10. A composition according to claim 8, wherein menthone and isomenthone are present in about 15 to about 25 wt. %.

11. A composition according to claim 1 comprising monomenthyl succinate and methyl lactate, wherein each are provided in an amount of about 5 to about 75 wt. %.

12. A composition according to claim 11, wherein monomenthyl succinate and methyl lactate are each provided in an amount of about 10 to about 50 wt. %.

13. A composition according to claim 11, wherein monomenthyl succinate and methyl lactate are each provided in an amount of about 15 to about 30 wt. %.

14. A composition according to claim 1 comprising viridifloral, wherein viridifloral or another fixative is present in an amount of about 1 to about 10 wt. %.

15. A composition according to claim 14, wherein viridifloral or another fixative is present in an amount of about 3 to about 6 wt. %.

16. A composition according to claim 1 comprising isopulegol, wherein isopulegol is present in an amount of about 1 to about 10 wt. %.

17. A composition according to claim 16, wherein isopulegol is present in an amount of about 3 to about 6 wt. %.

18. A composition according to claim 3 further comprising a cooling agent in addition to the compounds that provide a substantial menthol sensation.

19. A composition according to claim 18, wherein the cooling agent is selected from the group consisting of:

(1) a compound represented by formula (I);

 

wherein R² and R³ each represent a hydrogen atom or a hydroxyl group, represents a single bond or a double bond, the same definition applies hereinafter,

(2) a compound represented by formula (II);

 

wherein R⁴ represents a hydrogen atom or a methyl group;

R⁵ represents a hydrogen atom, a lower alkyl group or a 2-alkoxyethyl group,

(3) a compound represented by formula (III);

 

wherein n represents an integer of 1 to 10,

(4) a compound represented by formula (IV);

 

wherein R⁶ represents a hydrogen atom, a straight-chain or branched alkyl or alkenyl group, or a straight-chain or branched hydroxyalkyl group, and

(5) a compound represented by formula (V);

 

wherein R¹⁰ and R¹¹, when taken together, represent an alkylene group of up to 6 carbon atoms, the opposite ends of which group are attached to the amide nitrogen atom thereby to form a nitrogen heterocycle, the carbon atom chain of which may optionally be interrupted by oxygen;

R⁷ is hydrogen or C1-C5 alkyl; and

R⁸ and R⁹ are each C1-C5 alkyl;

with the provisos that

(i) R⁷, R⁸ and R⁹ together provide a total of at least 5 carbon atoms; and

(ii) when R⁷ is hydrogen, R⁸ is C2-C5 alkyl and R⁹ is C3-C5 alkyl and at least one of R⁷ and R⁸ is branched.

60. A method for delivering a physiological sensation substantially the same as that provided by menthol to the skin or a mucous membrane comprising administering to the skin or a mucous membrane a composition according to claim 1.

61. The method of claim 60, wherein the administered composition comprises at least one compound capable of providing a “

nasal action”

characteristic of menthol, an “

aroma”

characteristic of menthol, a “

cooling effect”

characteristic of menthol, and a “

minty taste”

characteristic of menthol.

62. The method of claim 60, wherein the administered composition is contained in a chewing gum.

63. The method of claim 60, wherein the administered composition is contained in a confection.

20. A chewing gum comprising a cooling composition including at least one cooling agent and providing substantially the same physiological sensation as a composition comprising menthol.

21. A chewing gum according to claim 20 substantially free of menthol.

22. A chewing gum according to claim 20 comprising a compound capable of providing a “

nasal action”

characteristic of menthol, an “

aroma”

characteristic of menthol, a “

cooling effect”

characteristic of menthol, and a “

minty taste”

characteristic of menthol.

23. A chewing gum according to claim 22, wherein the “

nasal action”

is provided by one or more of menthone, isomenthone, camphor and eucalyptol.

24. A chewing gum according to claim 22, wherein the “

aroma”

is provided by one or more of eucalyptol, camphor, bomeol, fenchone, menthone and isomenthone.

25. A chewing gum according to claim 22, wherein the “

cooling effect”

is provided by one or more of isopulegol, monomenthyl succinate, and menthyl lactate.

26. A chewing gum according to claim 22, wherein the “

minty taste”

is provided by one or more of menthone, isomenthone, borneol, fenchone, eucalyptus, ducalyptol, ethyl benzoate, neomenthol, d-fenchone, furfurylidene butyrate, bucchu fractions, sage oil, corn mint oil, rosemary, monomenthyl succinate, amyl salicylate, eugenol, phellendrene, propyl furoate, ethyl-3-hydroxy butyrate, hexyl valerate, anisyl propionate, anysyl butyrate, dihydrocarveol, and clary sage.

27. A chewing gum according to claim 21 comprising a cooling composition containing menthone and isomenthone in about 5 to about 75 wt. % relative to other components in the cooling composition.

28. A chewing gum according to claim 21 comprising a cooling composition containing menthone and isomenthone in about 10 to about 50 wt. % relative to other components in the cooling composition.

29. A chewing gum according to claim 21 comprising a cooling composition containing menthone and isomenthone in about 15 to about 25 wt. % relative to other components in the cooling composition.

30. A chewing gum according to claim 21 comprising a cooling composition containing monomenthyl succinate and methyl lactate in an amount each of about 5 to about 75 wt. % relative to other components in the cooling composition.

31. A chewing gum according to claim 21 comprising a cooling composition containing monomenthyl succinate and methyl lactate in an amount of about 10 to about 50 wt. % relative to other components in the cooling composition.

32. A chewing gum according to claim 21 comprising a cooling composition containing monomenthyl succinate and methyl lactate in an amount of about 15 to about 30 wt. % relative to other components in the cooling composition.

33. A chewing gum according to claim 21 comprising a cooling composition containing viridifloral or another fixative in an amount of about 1 to about 10 wt. % relative to other components in the cooling composition.

34. A chewing gum according to claim 33 comprising a cooling composition containing viridifloral in an amount of about 3 to about 6 wt. % relative to other components in the cooling composition.

35. A chewing gum according to claim 21 comprising a cooling composition containing isopulegol in an amount of about 1 to about 10 wt. % relative to other components in the cooling composition.

36. A chewing gum according to claim 35 comprising a cooling composition containing isopulegol in an amount of about 3 to about 6 wt. % relative to other components in the cooling composition.

37. A chewing gum according to claim 21 further comprising a cooling agent in addition to the cooling agents that provide a substantial menthol sensation.

38. A chewing gum according to claim 37 wherein the additional cooling agent is selected from the group consisting of:

(1) a compound represented by formula (I);

 

wherein R² and R³ each represent a hydrogen atom or a hydroxyl group, represents a single bond or a double bond;

the same definition applies hereinafter,

(2) a compound represented by formula (II);

 

wherein R⁴ represents a hydrogen atom or a methyl group;

R⁵ represents a hydrogen atom, a lower alkyl group or a 2-alkoxyethyl group,

(3) a compound represented by formula (III);

 

wherein n represents an integer of 1 to 10,

(4) a compound represented by formula (IV);

 

wherein R⁶ represents a hydrogen atom, a straight-chain or branched alkyl or alkenyl group, or a straight-chain or branched hydroxyalkyl group, and

(5) a compound represented by formula (V);

 

wherein R¹⁰ and R¹¹, when taken together, represent an alkylene group of up to 6 carbon atoms, the opposite ends of which group are attached to the amide nitrogen atom thereby to form a nitrogen heterocycle, the carbon atom chain of which may optionally be interrupted by oxygen;

R⁷is hydrogen or C1-C5 alkyl; and

R⁸ and R⁹ are each C1-C5 alkyl;

with the provisos that

(i) R⁷, R⁸ and R⁹ together provide a total of at least 5 carbon atoms,; and

(ii) when R⁷ is hydrogen, R⁸ is C2-C5 alkyl and R⁹ is C3-C5 alkyl and at least one of R⁷ and R⁸ is branched.

39. A confection comprising a composition, said composition including at least one cooling agent and providing substantially the same physiological sensation as a composition comprising menthol.

40. A confection according to claim 39 substantially free of menthol.

41. A confection according to claim 39 with no menthol.

42. A confection according to claim 39 comprising a compound capable of providing a “

nasal action”

characteristic of menthol, an “

aroma”

characteristic of menthol, a “

cooling effect”

characteristic of menthol, and a “

minty taste”

characteristic of menthol.

43. A confection according to claim 42, wherein the “

nasal action”

is provided by one or more of menthone, isomenthone, camphor and eucalyptol.

44. A confection according to claim 42, wherein the “

aroma”

is provided by one or more of eucalyptol, camphor, borneol, menchone, menthone and isomenthone.

45. A confection according to claim 42, wherein the “

cooling effect”

is provided by one or more of isopulegol, monomenthyl succinate, and menthyl lactate.

46. A confection according to claim 42, wherein the “

minty taste”

is provided by one or more of menthone, isomenthone, borneol, fenchone, eucalyptus, ducalyptol, ethyl benzoate, neomenthol, d-fenchone, furfurylidene butyrate, bucchu fractions, sage oil, corn mint oil, rosemary, monomenthyl succinate, amyl salicylate, eugenol, phellendrene, propyl furoate, ethyl-3-hydroxy butyrate, hexyl valerate, anisyl propionate, anysyl butyrate, dihydrocarveol, and clary sage.

47. A confection according to claim 40 comprising a cooling composition containing menthone and isomenthone in about 5 to about 75 wt. % relative to other components in the cooling composition.

48. A confection according to claim 40 comprising a cooling composition containing menthone and isomenthone in about 10 to about 50 wt. % relative to other components in the cooling composition.

49. A confection according to claim 40 comprising a cooling composition containing menthone and isomenthone in about 15 to about 25 wt. % relative to other components in the cooling composition.

50. A confection according to claim 40 comprising a cooling composition containing monomenthyl succinate and methyl lactate in an amount each of about 5 to about 75 wt. % relative to other components in the cooling composition.

51. A confection according to claim 40 comprising a cooling composition containing monomenthyl succinate and methyl lactate in an amount of about 10 to about 50 wt. % relative to other components in the cooling composition.

52. A confection according to claim 40 comprising a cooling composition containing monomenthyl succinate and methyl lactate in an amount of about 15 to about 30 wt. % relative to other components in the cooling composition.

53. A confection according to claim 40 comprising a cooling composition containing viridifloral or another fixative in an amount of about 1 to about 10 wt. % relative to other components in the cooling composition.

54. A confection according to claim 53 comprising a cooling composition containing viridifloral in an amount of 3 to about 6 wt. % relative to other components in the cooling composition.

55. A confection according to claim 40 comprising a cooling composition containing isopulegol in an amount of about 1 to about 10 wt. % relative to other components in the cooling composition.

56. A confection according to claim 55 comprising a cooling composition containing isopulegol in an amount of about 3 to about 6 wt. % relative to other components in the cooling composition.

57. A confection according to claim 40 further comprising a cooling agent in addition to those that provide a substantial menthol sensation.

58. A confection according to claim 57, wherein the additional cooling agent is selected from the group consisting of:

(1) a compound represented by formula (I);

 

wherein R² and R³ each represent a hydrogen atom or a hydroxyl group, represents a single bond or a double bond, the same definition applies hereinafter,

(2) a compound represented by formula (II);

 

wherein R⁴ represents a hydrogen atom or a methyl group;

R⁵ represents a hydrogen atom, a lower alkyl group or a 2-alkoxyethyl group,

(3) a compound represented by formula (III);

 

wherein n represents an integer of 1 to 10,

(4) a compound represented by formula (IV);

 

wherein R⁶ represents a hydrogen atom, a straight-chain or branched alkyl or alkenyl group, or a straight-chain or branched hydroxyalkyl group, and

(5) a compound represented by formula (V);

 

wherein R¹⁰ and R¹¹, when taken together, represent an alkylene group of up to 6 carbon atoms, the opposite ends of which group are attached to the amide nitrogen atom thereby to form a nitrogen heterocycle, the carbon atom chain of which may optionally be interrupted by oxygen;

R⁷is hydrogen or C1-C5 alkyl; and

R⁸ and R⁹ are each C1-C5 alkyl;

with the provisos that

(i) R⁷, R⁸ and R⁹ together provide a total of at least 5 carbon atoms,; and

(ii) when R⁷ is hydrogen, R⁸ is C2-C5 alkyl and R⁹ is C3-C5 alkyl and at least one of R⁷ and R⁸ is branched.

59. A confection according to claim 39, wherein the confection is selected from the group comprising hard boiled candy, soft candy, jelly candy, gummy candy, nougat, caramel, chocolate, and combinations thereof.

64. A composition providing substantially the same physiological sensation as a composition comprising menthol, said composition comprising:

menthone in an amount of about 10 to about 25 wt %;

isomenthone in an amount of about 10 to about 25 wt %;

isopulegol in an amount of about 2.5 to about 15 wt %;

monomenthyl succinate in an amount of about 15 to about 25 wt %; and

menthyl lactate in an amount of about 5 to about 30 wt %.

65. The composition of claim 64, further comprising eucalyptol in an amount of about 1.0 to 2.0 wt %.

66. The composition of claim 64, further comprising camphor in an amount of about 1.0 to about 2.0 wt %.

67. The composition of claim 64, further comprising viridiflorol in an amount of about 2.0 to about 10 wt %.

68. The composition of claim 64, further comprising WS-14 in an amount of about 5 to about 25 wt %.

69. A chewing gum composition comprising the composition of claim 64.

70. A confectionary composition comprising the composition of claim 64.

71. A composition providing substantially the same physiological sensation as a composition comprising menthol, said composition comprises:

menthone in an amount of about 10 to about 25 wt %;

isomenthone in an amount of about 10 to about 25 wt %;

isopulegol in an amount of about 2.5 to about 15 wt %;

monomenthyl succinate in an amount of about 15 to about 25 wt %;

menthyl lactate in an amount of about 5 to about 30 wt %;

eucalyptol in an amount of about 1.0 to about 2.0 wt %; and

camphor in an amount of about 1.0 to about 2.0 wt %.

72. The composition of claim 71, further comprising viridifloral in an amount of about 2.0 to about 10 wt %.

73. A chewing gum composition comprising the composition of claim 71.

74. A confectionary composition comprising the composition of claim 71.