# US 10,871,363 B2 · Oral care composition with improved deposition efficacy of a cooling sensate agent in the oral cavity > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,871,363 B2 - Document ID: US10871363B2 - Status: Granted - Kind: B2 - Application number: 16/423,732 - Filed: 2019-05-28 - Published: 2019-11-28 - Granted: 2020-12-22 - Earliest claimed: 2018-05-28 - Assignees: The Procter & Gamble Company - Applicants: The Procter & Gamble Company - Inventors: Jinfang Yuan; Yan Zhang; Xiaowei Li; Ross Strand - Web page: https://patentgrep.com/patent/US10871363B2 ## CPC - G01B 5/0025: {Measuring of vehicle parts (G01B5/003 takes precedence)} - A61K 8/19: containing inorganic ingredients - A61K 8/21: Fluorides; Derivatives thereof - A61K 8/24: Phosphorous; Compounds thereof - A61K 8/25: Silicon; Compounds thereof - A61K 8/345: {containing more than one hydroxy group} - A61K 8/347: {Phenols} - A61K 8/42: Amides - A61K 8/73: Polysaccharides - A61K 8/731: {Cellulose; Quaternized cellulose derivatives} - A61K 8/8147: {Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers} - A61K 8/86: Polyethers - A61Q 11/00: Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses - G01B 5/08: for measuring diameters {(G01B5/0035 takes precedence; measuring radius of curvature G01B5/213)} - G01M 13/02: Gearings; Transmission mechanisms - G01M 13/04: Bearings - A61K 2800/30: Characterized by the absence of a particular group of ingredients - G01B: MEASURING LENGTH, THICKNESS OR SIMILAR LINEAR DIMENSIONS; MEASURING ANGLES; MEASURING AREAS; MEASURING IRREGULARITIES OF SURFACES OR CONTOURS - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS - G01M: TESTING STATIC OR DYNAMIC BALANCE OF MACHINES OR STRUCTURES; TESTING OF STRUCTURES OR APPARATUS, NOT OTHERWISE PROVIDED FOR ## Abstract Oral care composition for increasing deposition efficacy of a cooling sensate agent in the oral cavity. The oral care composition is made up of water and a calcium-containing abrasive to form a calcium-containing abrasive based carrier, and a cooling sensate agent comprising a N-substituted p-menthanecarboxamide containing compound. ## Claims ### Claim 1 An oral care composition comprising: (a) 20% to 75% by weight of the composition of water; (b) 20% to 60% by weight of the composition of a calcium-containing abrasive; (c) 0.001% to 0.02% by weight of the composition of a cooling sensate agent comprising a N-substituted p-menthanecarboxamide containing compound; and (d) 0% to 2% by weight of the composition of humectant. ### Claim 2 (depends on 1) The composition of claim 1, wherein the N-substituted p-methanecarboxamide containing compound is in an amount of 0.002% to 0.006%, by weight of the composition. ### Claim 3 (depends on 1) The composition of claim 1, wherein the water is in an amount of 40% to 70% by weight of the composition. ### Claim 4 (depends on 1) The composition of claim 1, wherein the composition further comprises: (a) 30% to 55% by weight of the composition of water; (b) 25% to 50% by weight of the composition of the calcium-containing abrasive; (c) 0.0025% to 2% by weight of the composition of a fluoride ion source; and (d) 0% to 1.5% by weight of the composition of humectant selected from sorbitol, glycerol, or a combination thereof; and wherein the composition has a pH greater than 7.8. ### Claim 5 (depends on 4) The composition of claim 4, wherein the composition is substantially free of the humectant. ### Claim 6 (depends on 4) The composition of claim 4, wherein the composition comprises from 0.2% to 1.5%, by weight of the composition, of the fluoride ion source. ### Claim 7 (depends on 1) The composition of claim 1, wherein the N-substituted p-menthycarboxamide containing compound is selected from the group consisting of: N-(4-cyanomethylphenyl)-p-menthanecarboxamide; N-(4-sulfamoylphenyl)-p-menthanecarboxamide; N-(4-cyanophenyl)-p-menthanecarboxamide; N-(4-acetylphenyl)-p-menthanecarboxamide, N-(4-hydroxymethylphenyl)-ρ-menthanecarboxamide; and N-(3-hydroxy-4-methoxyphenyl)-p-menthanecarboxamide. ### Claim 8 (depends on 1) The composition of claim 1, wherein the calcium-containing abrasive is selected from the group consisting of fine ground natural chalk, ground calcium carbonate, precipitated calcium carbonate and combinations thereof. ### Claim 9 (depends on 1) The composition of claim 1, further comprising 0.001% to 5% of a flavorant composition by weight of the composition, wherein the flavorant composition comprises at least one flavor ingredient selected from the group consisting of: 1-Methoxy-4-((E)-1-propenyl)-benzene, (2 S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-one, 5-methyl-2-propan-2-ylcyclohexan-1-one, (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan, (1 S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol, 4,7,7-trimethyl-8-oxabicyclo[2.2.2]octane, hex-3-enyl 3-methylbutanoate, and (5-methyl-2-propan-2-ylcyclohexyl)acetate. ### Claim 10 (depends on 1) The composition of claim 1, wherein the composition comprises from 0.1% to 5%, by weight of the composition, of polyethylene glycol. ### Claim 11 (depends on 1) The composition according to claim 1, further comprising a thickening system, wherein the thickening system further comprises a thickening polymer, a thickening silica, or a combination thereof. ### Claim 12 (depends on 11) The composition according to claim 11, wherein the thickening system comprises a thickening silica, wherein the thickening silica is from 0.01% to 10%, by weight of the composition. ### Claim 13 (depends on 1) The composition according to claim 1, wherein the composition is a dentifrice composition and wherein the N substituted p-menthanecarboxamide containing compound is present in an effective amount by weight of the composition to provide an average concentration level of at least 200 ng/cm2 of the N-substituted p-menthanecarboxamide containing compound deposited on a surface of the oral cavity upon use. ### Claim 14 (depends on 13) The composition of claim 13, wherein the N-substituted p-methanecarboxamide containing compound is in an amount of 0.001% to 0.02%, by weight of the composition. ### Claim 15 (depends on 13) The composition of claim 13, wherein the water is in an amount of 40% to 70% by weight of the composition. ### Claim 16 (depends on 13) The composition of claim 13, wherein the composition further comprises: 30% to 55% by weight of the composition of water; 25% to 50% by weight of the composition of the calcium-containing abrasive; 0.0025% to 2% by weight of the composition of a fluoride ion source, wherein the fluoride ion source is sodium monofluorophosphate; and 0% to 1.5% by weight of the composition of a humectant, wherein the humectant is selected from sorbitol, glycerol, or a combination thereof; and wherein the composition has a pH greater than 7.8. ### Claim 17 (depends on 13) The composition of claim 13, wherein the N-substituted p-menthycarboxamide containing compound is selected from the group consisting of: N-(4-cyanomethylphenyl)-p-menthanecarboxamide; N-(4-sulfamoylphenyl)-p-menthanecarboxamide; N-(4-cyanophenyl)-p-menthanecarboxamide; N-(4-acetylphenyl)-p-menthanecarboxamide, N-(4-hydroxymethylphenyl)-ρ-menthanecarboxamide and N-(3-hydroxy-4-methoxyphenyl)-p-menthanecarboxamide. ### Claim 18 (depends on 13) The composition of claim 13, wherein the calcium-containing abrasive is selected from the group consisting of fine ground natural chalk, ground calcium carbonate, precipitated calcium carbonate and combinations thereof. ### Claim 19 (depends on 1) A method of increasing deposition of N-substituted p-menthylcarboxamide on a surface of an oral cavity, the method comprising the step of: contacting the surface of the oral cavity with an oral care composition according to claim 1. ### Claim 20 (depends on 1) The composition of claim 1, wherein the N-substituted p-menthycarboxamide containing compound is N-(4-cyanomethylphenyl)-p-menthanecarboxamide. ### Claim 21 (depends on 4) The composition of claim 4, wherein the fluoride ion source is sodium monofluorophosphate. ### Claim 22 (depends on 11) The composition of claim 11, wherein the thickening polymer is selected from the group consisting of: a carboxymethyl cellulose, a linear sulfated polysaccharide, a natural gum, and combinations thereof.