Compositions for deposition on biological surfaces

Abstract

Personal care compositions, such as oral care and skin care compositions containing a flavor/perfume system comprising one or more coolants. The pleasant cool sensation provided by a coolant is enhanced in terms of quicker onset, greater intensity, impact or longer duration, which improves appeal and acceptability of the compositions to consumers.

What is claimed is: 
     
         1 . A personal care composition providing a cool sensation comprising a compound having the following structure: 
       
         
           
           
               
               
           
         
         R 1  is selected from H, alkyl, amino alkyl, alkoxy; 
         Q=H 2 , O, —OR 1 , —N(R 1 ) 2 , —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x  where x=1−2; 
         V=NR 1 , O, —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x  where x=1−2; 
         W=H 2 , O; 
         X, Y=independently selected from H, aryl, naphthyl for n=0; 
         X, Y=aliphatic CH 2  or aromatic CH for n≧1 and Z is selected from aliphatic CH 2 , aromatic 
         CH, or heteroatom; 
         A=lower alkoxy, lower alkylthio, aryl, subsitituted aryl or fused aryl; and 
         stereochemistry is variable at the positions marked*. 
       
     
     
         2 . The personal care composition of  claim 1 , wherein the compound activates at least one of TRPA1, TRPV1, or TRPM8. 
     
     
         3 . The personal care composition of  claim 2 , wherein the compound at a concentration of about 5.2E-5% provides:
 a) greater activation of TRPM8 than WS5 at a concentration of about 30 mM;   b) greater activation of TRPA1 than allyl isothiocyanate at a concentration of about 50 mM; and   c) greater activation of TRPV1 than capsaicin at a concentration of about 350 nM.   
     
     
         4 . The personal care composition of  claim 2 , wherein the compound at a concentration of about 5.2E-5% provides:
 a) at least about 110% activation of TRPM8 when compared to WS5 at a concentration of about 30 mM;   b) at least about 180% activation of TRPA1 when compared to allyl isothiocyanate at a concentration of about 50 mM; and   c) at least about 100% activation of TRPV1 when compared to capsaicin at a concentration of about 350 nM.   
     
     
         5 . The personal care composition of  claim 2 , wherein the activation is determined by measuring intracellular calcium levels. 
     
     
         6 . The personal care composition of  claim 5 , wherein intracellular calcium level measuring is done using fluorescent dye. 
     
     
         7 . The personal care composition of  claim 2 , wherein the compound at a concentration of about 5.2E-5% provides greater activation of TRPM8 than WS5 at a concentration of about 30mM. 
     
     
         8 . An isomeric HPLC fraction of the compound of  claim 1 , wherein the isomeric HPLC fraction at a concentration of about 12.2 nM had a higher TRPM8 activation at 10 minutes as compared to WS 5 at a concentration of about 10 μm. 
     
     
         9 . The personal care composition of  claim 1  comprising a TRPM8 agonist. 
     
     
         10 . The personal care composition of  claim 9 , wherein the TRPM8 agonists comprises at least one of Menthol; Menthyl Lactate; N-ethyl-ρ-menthan-3-carboxamide; N-ethoxycarbonylmethyl-ρ-menthan-3-carboxamide; N-(4-methoxyphenyl)-ρ-menthan-3-carboxamide; N-tert-butyl-ρ-menthan-3-carboxamide; N,2,3-trimethyl-2-isopropylbutanamide; N-(4-cyanomethylphenyl)-ρ-menthanecarboxamide; N-(4-sulfamoylphenyl)-ρ-menthanecarboxamide; N-(4-cyanophenyl)ρ-menthanecarboxamide; N-(4-acetylphenyl)-ρ-menthanecarboxamide; N-(4-hydroxymethylphenyl)-ρ-menthanecarboxamide; N-(3-hydroxy-4-methoxyphenyl)-ρ-menthanecarboxamide; Isopulegol; and/or (-)-Menthoxypropane-1,2-diol. 
     
     
         11 . The personal care composition of  claim 1  comprising at least one of a TRPA1 agonist or TRPV1 agonist. 
     
     
         12 . The personal care composition of  claim 11 , wherein the TRPA1 agonist is at least one of allyl isothiocyanate; menthol; peroxide; methyl salicylate; cinnamic aldehyde; benzyl alcohol; zinc salts; and/or vanillin isobutyrate. 
     
     
         13 . The personal care composition of  claim 11 , wherein the TRPV1 agonist is at least one capsaicin;
 piperine; vanillyl butyl ether; vanillyl ethyl ether; menthol; peroxide; zinc salts; or an anti-histamine.   
     
     
         14 . The personal care composition of  claim 1 , wherein the compound structure comprises: 
       
         
           
           
               
               
           
         
         R 1  is selected from H, alkyl, amino alkyl, alkoxy; 
         Q=H 2 , O, —OR 1 , —N(R 1 ) 2 , —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x  where x=1−2; 
         V=NR 1 , O, —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x  where x=1−2; 
         W=H 2 , O; 
         X, Y=independently selected from H, aryl, naphthyl for n=0; 
         X, Y=aliphatic CH 2  or aromatic CH for n≧1 and Z is selected from aliphatic CH 2 , aromatic 
         CH, or heteroatom; 
         A=lower alkoxy, lower alkylthio, aryl, subsitituted aryl or fused aryl; and 
         stereochemistry is variable at the positions marked*. 
       
     
     
         15 . The personal care composition of  claim 14 , wherein the compound structure comprises: 
       
         
           
           
               
               
           
         
       
     
     
         16 . The personal care composition of  claim 1 , where the compound structure comprises: 
       
         
           
           
               
               
           
         
         R 1  is selected from H, alkyl, amino alkyl, alkoxy; 
         Q=H 2 , O, —OR 1 , —N(R 1 ) 2 , —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x  where x=1−2; 
         V=NR 1 , O, —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x  where x=1−2; 
         W=H 2 , O; 
         X, Y=independently selected from H, aryl, naphthyl for n=0; 
         X, Y=aliphatic CH 2  or aromatic CH for n≧1 and Z is selected from aliphatic CH 2 , aromatic 
         CH, or heteroatom; 
         A=lower alkoxy, lower alkylthio, aryl, subsitituted aryl or fused aryl; and 
         stereochemistry is variable at the positions marked*.