Antimicrobial bispyridine amine compositions and uses
View Patent ↗Antimicrobial bispyridine amine compositions that facilitate easy application on the skin, do not penetrate the skin, are compatible with typical deodorant ingredients, and do not cause adverse effects on skin and clothing. In one aspect, the present invention relates to an antimicrobial composition including an organic acid salt of a bispyridine amine where the organic acid contains from about 4 to about 30 carbon atoms. Because the organic acid salts of bispyridine amines are large molecules, they will not easily penetrate the skin, and will stay on the surface where they were applied and where they are needed to have their effect.
1. A topical antimicrobial composition comprising a bispyridine amine salt of formula (I):
wherein R 1 is selected from a group consisting of hydrogen, C 1 -C 20 linear alkyl, C 4 -C 20 branched alkyl, C 6 -C 20 cyclic alkyl, C 6 -C 20 branched cyclic alkyl, C 6 -C 20 linear alkenyl, C 6 -C 20 branched alkenyl, C 6 -C 20 cyclic alkenyl, C 6 -C 20 branched cyclic alkenyl, C 6 -C 20 aryl, and C 6 -C 20 substituted aryl;
A is selected from a group consisting of C 1 -C 20 linear alkylene, C 4 -C 20 branched alkylene, C 6 -C 20 cyclic alkylene, C 6 -C 20 branched cyclic alkylene, C 6 -C 20 linear alkenylene, C 6 -C 20 branched alkenylene, C 6 -C 20 cyclic alkenylene, C 6 -C 20 branched cyclic alkenylene, C 6 -C 20 arylene, and C 6 -C 20 substituted arylene; and
X is an organic acid having the formula R 4 —COO − , wherein R 4 is hydrogen, hydroxyl, or C 1 -C 40 alkyl;
and wherein said topical antimicrobial composition is a deodorant or antiperspirant composition.
2. The topical antimicrobial composition of claim 1 wherein R 1 is a C 8 linear alkyl group and A is a C 10 linear alkylene.
3. A method for providing an antimicrobial effect to a skin, said method comprising applying to the skin a pharmaceutically effective amount of a topical antimicrobial composition, said topical antimicrobial composition comprising a bispyridine amine salt of formula (I):
wherein R 1 is selected from a group consisting of hydrogen, C 1 -C 20 linear alkyl, C 4 -C 20 branched alkyl, C 6 -C 20 cyclic alkyl, C 6 -C 20 branched cyclic alkyl, C 6 -C 20 linear alkenyl, C 6 -C 20 branched alkenyl, C 6 -C 20 cyclic alkenyl, C 6 -C 20 branched cyclic alkenyl, C 6 -C 20 aryl, and C 6 -C 20 substituted aryl;
A is selected from a group consisting of C 1 -C 20 linear alkylene, C 4 -C 20 branched alkylene, C 6 -C 20 cyclic alkylene, C 6 -C 20 branched cyclic alkylene, C 6 -C 20 linear alkenylene, C 6 -C 20 branched alkenylene, C 6 -C 20 cyclic alkenylene, C 6 -C 20 branched cyclic alkenylene, C 6 -C 20 arylene, and C 6 -C 20 substituted arylene; and
X is an organic acid having the formula R 4 —COO − , wherein R 4 is hydrogen, hydroxyl, or C 1 -C 40 alkyl.
4. A method for reducing or eliminating malodor which comprises administering to the skin an effective amount of a topical antimicrobial composition, said topical antimicrobial composition comprising a bispyridine amine salt of formula (I):
wherein R 1 is selected from a group consisting of hydrogen, C 1 -C 20 linear alkyl, C 4 -C 20 branched alkyl, C 6 -C 20 cyclic alkyl, C 6 -C 20 branched cyclic alkyl, C 6 -C 20 linear alkenyl, C 6 -C 20 branched alkenyl, C 6 -C 20 cyclic alkenyl, C 6 -C 20 branched cyclic alkenyl, C 6 -C 20 aryl, and C 6 -C 20 substituted aryl;
A is selected from a group consisting of C 1 -C 20 linear alkylene, C 4 -C 20 branched alkylene, C 6 -C 20 cyclic alkylene, C 6 -C 20 branched cyclic alkylene, C 6 -C 20 linear alkenylene, C 6 -C 20 branched alkenylene, C 6 -C 20 cyclic alkenylene, C 6 -C 20 branched cyclic alkenylene, C 6 -C 20 arylene, and C 6 -C 20 substituted arylene; and
X is an organic acid having the formula R 4 —COO − , wherein R 4 is hydrogen, hydroxyl, or C 1 -C 40 alkyl.
5. The topical antimicrobial composition of claim 1 wherein the composition is a deodorant composition.
6. The topical antimicrobial composition of claim 1 wherein the composition is an antiperspirant composition.
7. The method for providing an antimicrobial effect of claim 3 wherein the composition is administered from an airborne, liquid, or solid vehicle.
8. The topical antimicrobial composition of claim 1 , wherein the bispyridine amine salt has the formula (II):
wherein X is an organic acid having the formula R 4 —COO − , wherein R 4 is hydrogen, hydroxyl, or C 1 -C 40 alkyl.
9. The method for providing an antimicrobial effect of claim 3 , wherein the bispyridine amine salt has the formula (II):
wherein X is an organic acid having the formula R 4 —COO − , wherein R 4 is hydrogen, hydroxyl, or C 1 -C 40 alkyl.
10. The topical antimicrobial composition of claim 8 wherein the composition is a deodorant composition.
11. The topical antimicrobial composition of claim 8 wherein the composition is an antiperspirant composition.
12. The method for providing an antimicrobial effect of claim 9 wherein the composition is administered from an airborne, liquid, or solid vehicle.
13. The topical antimicrobial composition of claim 10 wherein the deodorant composition is an antiperspirant.
14. The method for reducing or eliminating malodor of claim 4 wherein the composition is administered from an airborne, liquid, or solid vehicle.
15. The method for reducing or eliminating malodor of claim 4 , wherein the bispyridine amine salt has the formula (II):
wherein X is an organic acid having the formula R 4 —COO − , wherein R 4 is hydrogen, hydroxyl, or C 1 -C 40 alkyl.
16. The method for reducing or eliminating malodor of claim 15 wherein the composition is administered from an airborne, liquid, or solid vehicle.
17. The topical antimicrobial composition of claim 8 , wherein X is a stearate.