Oral care compositions comprising tropolone compounds and essential oils and methods of using the same

Abstract

The present invention relates to oral care compositions suitable for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, comprising an oral care effective amount of at least one tropolone compound in combination with at least one essential oil, and a pharmaceutically acceptable oral carrier. This invention further relates to a method for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, by applying an oral care effective amount of the oral care composition to the oral cavity.

What is claimed is:  
     
         1 . An oral care composition comprising: 
 (a) an oral care effective amount of at least one compound of Formula (I)                          wherein R 1 , R 2 , R 3 , R 4 , and R 5  are each independently selected from the group consisting of hydrogen, hydroxy, an alkyl group, a hydroxyalkyl group, an alkoxyalkyl group, an alkylene group, an alkenylene group, an alkaryl group, an alkcycloalkyl group, an alkoxy group, an alkenyl group, an alkynyl group, an aryl group, a cycloalkyl group, a cycloalkenyl group, an aliphatic group optionally substituted with 1 to 3 halogens, an aromatic group optionally substituted with 1 to 3 halogens, and a carbonyl group, and pharmaceutically acceptable salts thereof;    (b) at least one essential oil; and    (c) a pharmaceutically acceptable oral carrier.    
     
     
         2 . The compound of  claim 1  wherein the alkyl group has 1 to 6 carbon atoms, the hydroxyalkyl group has 1 to 6 carbon atoms and the alkoxy portion and the alkyl portion of the alkoxyalkyl group each have 1 to 6 carbon atoms.  
     
     
         3 . The oral care composition of  claim 1  wherein the oral effective amount of the compound of Formula (I) is from about 0.001% to 10% by weight based on the total weight of the oral care composition.  
     
     
         4 . The oral care composition of  claim 3  wherein the oral effective amount of the compound of Formula (I) is from about 0.01% to 5.0% by weight.  
     
     
         5 . The oral care composition of  claim 4  wherein the oral effective amount of the compound of Formula (I) is from about 0.1% to 2.0% by weight.  
     
     
         6 . The oral care composition of  claim 1  wherein the at least one essential oil selected from the group consisting of thymol, menthol, methyl salicylate (wintergreen oil), eucalyptol, carvacrol, camphor, anethole, carvone, eugenol, isoeugenol, limonene, osimen, n-decyl alcohol, citronel, a-salpineol, methyl acetate, citronellyl acetate, methyl eugenol, cineol, linalool, ethyl linalaol, safrola vanillin, spearmint oil, peppermint oil, lemon oil, orange oil, sage oil, rosemary oil, cinnamon oil, pimento oil, laurel oil, cedar leaf oil, gerianol, verbenone, anise oil, bay oil, benzaldehyde, bergamot oil, bitter almond, chlorothymol, cinnamic aldehyde, citronella oil, clove oil, coal tar, eucalyptus oil, guaiacol, lavender oil, mustard oil, phenol, phenyl salicylate, pine oil, pine needle oil, sassafras oil, spike lavender oil, storax, thyme oil, tolu balsam, terpentine oil, clove oil and combinations thereof.  
     
     
         7 . The oral care composition of  claim 6  wherein the at least one essential oil selected from the group consisting of thymol, eucalyptol, menthol, and methyl salicylate.  
     
     
         8 . The oral care composition of  claim 7  wherein the oral care effective amount of thymol is from about 0.001% to 2.0% by weight based on the total weight of the oral care composition.  
     
     
         9 . The oral care composition of  claim 8  wherein the oral care effective amount of thymol is from about 0.01% to 0.6% by weight.  
     
     
         10 . The oral care compositions of  claim 9  wherein the oral care effective amount of thymol is from about 0.02% to 0.5% by weight.  
     
     
         11 . The oral care composition of  claim 7  wherein the oral care effective amount of eucalyptol is from about 0.001% to 2.0% by weight based on the total weight of the oral care composition.  
     
     
         12 . The oral care composition of  claim 11  wherein the oral care effective amount of eucalyptol is from about 0.005% to 0.5% by weight.  
     
     
         13 . The oral care composition of  claim 12  wherein the oral care effective amount of eucalyptol is from about 0.007% to 0.4% by weight.  
     
     
         14 . The oral care composition of  claim 7  wherein the oral care effective amount of methyl salicylate is from about 0.001% to 2.0% by weight based on the total weight of the oral care composition.  
     
     
         15 . The oral care composition of  claim 14  wherein the oral care effective amount of methyl salicylate is from about 0.004% to 0.6% by weight.  
     
     
         16 . The oral care composition of  claim 15  wherein the oral care effective amount of methyl salicylate is from about 0.01% to 0.6% by weight.  
     
     
         17 . The oral care composition of  claim 7  wherein the oral care effective amount of menthol is from about 0.001% to 2.0% by weight based on the total weight of the oral care composition.  
     
     
         18 . The oral care composition of  claim 17  wherein the oral care effective amount of menthol is from about 0.01% to 0.7% by weight.  
     
     
         19 . The oral care composition of  claim 18  wherein the oral care effective amount of menthol is from about 0.01% to 0.6% by weight.  
     
     
         20 . The oral care composition of  claim 1  wherein the at least one compound of Formula (I) is selected from the group consisting of 4-methyl-7-hydroxymethyltropolone, 4-methyl-7-methoxymethyltropolone, 4,7-dimethyltropolone, 7-methyl-4-isopropyltropolone, 7-hexyl-4-isopropyltropolone, 4-t-butyltropolone, 5-t-butyltropolone, 4-isopropyltropolone, 4-methyltropolone, 7-methoxymethyl-4-isopropyltropolone, 7-hexloxymethyl-4-isopropyltropolone and combinations thereof.  
     
     
         21 . The composition of  claim 1  wherein the oral care effective amount of at least one essential oil is from about 0.001% to 8.0% by weight based on the total weight of the oral care composition.  
     
     
         22 . The composition of  claim 7  wherein the oral care effective amount of the at least one essential oil comprises 0.064% by weight of thymol, 0.092% by weight of eucalyptol, 0.060% by weight of methyl salicylate, and 0.042% by weight of menthol, each based on the total weight of the oral care composition.  
     
     
         23 . The composition of  claim 1  further comprising an alcohol in an amount of from about 0.01% to 70% by weight based on the total weight of the oral care composition.  
     
     
         24 . The composition of  claim 23  wherein the amount of alcohol is from about 0.1 % to 30% by weight.  
     
     
         25 . The composition of  claim 24  wherein the alcohol is ethanol.  
     
     
         26 . The composition of  claim 7  wherein the oral care effective amount of the compound of Formula (I) is from about 0.03% to 2% by weight based on the total weight of the oral care composition, and of the at least one essential oil is 0.064% by weight of thymol, 0.092% by weight of eucalyptol, 0.060% by weight of methyl salicylate, and 0.042% by weight of menthol, each based on the total weight of the oral care composition.  
     
     
         27 . The oral care composition of  claim 1  wherein the amount of the at least one essential oil is from about 0.001% to 8% by weight based on the total weight of the oral care composition.  
     
     
         28 . A method for treating or preventing diseases or conditions of the oral cavity in warm-blooded animals including humans, comprising applying an oral care effective amount of the composition of  claim 1  to the oral cavity.  
     
     
         29 . The method of  claim 27  comprising applying the composition of  claim 1  in a form selected from the group consisting of toothpastes, mouthwashes, gels, tooth powders, film forming dentifrices, chewing gums, mouth sprays and lozenges.