Sensation modifying topical composition foam

• US 9,320,705 B2
• Filed: 01/08/2009
• Issued: 04/26/2016
• Est. Priority Date: 10/25/2002
• Status: Active Grant

• Current Assignee: VYNE Therapeutics, Inc.
• Original Assignee: Foamix Pharmaceuticals, Ltd. (VYNE Therapeutics, Inc.)
• Inventors: Tamarkin, Dov, Eini, Meir, Friedman, Doron, Zlatkis, Ella, Schuz, David, Berman, Tal
• Primary Examiner(s): Hartley, Michael G
• Assistant Examiner(s): CABRAL, ROBERT S
• Application Number:
  US12/350,650
• Publication Number:
  US 20120237453A1
• Time in Patent Office: 2,665 Days
• Field of Search: 424/47
• US Class Current: 1/1
• CPC Class Codes: A01N 25/16 Foams
• CPC Class Codes: A61K 2800/24 Thermal properties
• CPC Class Codes: A61K 2800/242 Exothermic; Self-heating; Heating sensation
• CPC Class Codes: A61K 2800/244 Endothermic; Cooling; Cooling sensation
• CPC Class Codes: A61K 2800/30 Characterized by the absence of a particular group of ingredients
• CPC Class Codes: A61K 8/046 Aerosols; Foams
• CPC Class Codes: A61K 8/34 Alcohols
• CPC Class Codes: A61K 8/345 containing more than one hydroxy group
• CPC Class Codes: A61K 8/362 Polycarboxylic acids
• CPC Class Codes: A61K 8/37 Esters of carboxylic acids
• CPC Class Codes: A61K 8/42 Amides
• CPC Class Codes: A61K 8/4993 Derivatives containing from 2 to 10 oxyalkylene groups
• CPC Class Codes: A61K 8/731 Cellulose; Quaternized cellulose derivatives
• CPC Class Codes: A61K 8/736 Chitin; Chitosan; Derivatives thereof
• CPC Class Codes: A61K 8/8152 Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/8158 Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/86 Polyethers
• CPC Class Codes: A61K 8/87 Polyurethanes
• CPC Class Codes: A61K 8/922 of vegetable origin
• CPC Class Codes: A61K 9/0014 Skin, i.e. galenical aspects of topical compositions non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00
• CPC Class Codes: A61K 9/122 : Foams; Dry foams edible foams A61K9/0056
• CPC Class Codes: A61P 23/00 : Anaesthetics
• CPC Class Codes: A61P 29/00 : Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 31/00 : Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
• CPC Class Codes: A61P 37/08 : Antiallergic agents antiasthmatic agents A61P11/06; ophthalmic antiallergics A61P27/14
• CPC Class Codes: A61P 9/00 : Drugs for disorders of the cardiovascular system
• CPC Class Codes: A61Q 17/02 : containing insect repellants
• CPC Class Codes: A61Q 17/04 : Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
• CPC Class Codes: A61Q 19/00 : Preparations for care of the skin
• CPC Class Codes: A61Q 19/007 : Preparations for dry skin
• CPC Class Codes: A61Q 19/02 : for chemically bleaching or whitening the skin
• CPC Class Codes: A61Q 19/08 : Anti-ageing preparations

Abstract

This invention relates to foamable compositions that are capable of producing a sensation or sensation modifying effect upon application on a body surface. More particularly the invention relates to foamable pharmaceutical, therapeutic and cosmetic compositions, comprising an active agent, having a sensation or sensation modifying affect on a body surface, upon application. More particularly, the invention relates to foamable compositions comprising: (a) a foamable carrier; (b) at least one sensation or sensation modifying agent, selected from the group of a cooling agent; a warming agent; a relaxing or soothing agent; stimulating or refreshing agent; or mixtures thereof and (c) a propellant at a concentration of about 3% to about 45% by weight of the total composition. The foamable carrier can be an emollient emulsion foamable vehicle, a foamable gel vehicle and can also be a substantially non aqueous foamable vehicle.

Claims

1. A topical composition, comprising a foamable base composition and a hydrocarbon propellant,

wherein the foamable base composition is an oil in water emulsion comprising:

i. about 6% to about 22% by weight of the foamable base composition of a hydrophobic solvent comprising a non-volatile hydrophobic solvent selected from the group consisting of at least two of isopropyl myristate, a triglyceride and a silicone oil;

ii. about 0.5% to about 3% by weight of the foamable base composition of a sensation or sensation modifying agent;

iii. a coal tar;

iv. about 0.1% to about 5% by weight of the foamable base composition of a polymeric agent, wherein the polymeric agent is selected from the group consisting of a locust bean gum, sodium alginate, sodium caseinate, an egg albumin, a gelatin agar, a carrageenan gum, a xanthan gum, a tragacanth gum, a guar gum, a cationic guar, a hydroxypropyl guar gum, a starch, an amine-bearing polymer, a chitosan, an alginic acid, a hyaluronic acid, a chemically modified starch, a carboxyvinyl polymer, a polyvinylpyrrolidone, a polyvinyl alcohol, a polyacrylic acid polymer, a polymethacrylic acid polymer, a polyvinyl acetate, a polyvinyl chloride polymer, a polyvinylidene chloride polymer, a methylcellulose, a hydroxypropyl cellulose, a hydroxypropyl methylcellulose, a hydroxyethyl cellulose, methylhydroxyethylcellulose, a hydroxyethyl carboxymethylcellulose, a carboxymethyl cellulose, a cationic cellulose, PEG 1000, PEG 4000, PEG 6000, PEG 8000, a sodium carboxymethyl cellulose, a microcrystalline cellulose, a polyacrylate and mixtures of any two or more thereof; and

v. about 40% to about 90% by weight of the foamable base composition of water;

wherein the hydrocarbon propellant is selected from the group consisting of butane, propane, isobutane, isobutene and mixtures of any two or more thereof;

wherein the weight ratio of the foamable base composition to the hydrocarbon propellant ranges from about 100;

3 to about 100;

25;

wherein the topical composition is stored in a pressurized container and upon release expands to form a non-crackling short term stable foam that breaks under mechanical force;

wherein the foam produces at least one prolonged sensation at a delivery site upon dispensing from an aerosol container for a period of at least about 5 minutes; and

wherein the prolonged sensation is not primarily due to the propellant or an exothermic reaction.

2. The composition of claim 1, wherein the foam neutralizes, ameliorates or hides one or more undesired properties or negative sensation effect of said coal tar extract.

3. The composition of claim 1, wherein the hydrocarbon propellant is a mixture of propane, butane, and isobutane.

4. The composition of claim 1, wherein the sensation or sensation modifying agent is selected from the group consisting of menthol, an isomer of menthol, a menthol derivative, 4-Methyl-3-(1-pyrrolidinyl)-2[5H]-furanone, WS-23, icilin, icilin unilever analog, 5-methyl-4-(1-pyrrolidinyl)-3-[2H]-furanone, 4,5-dimethyl-3-(1-pyrrolidinyl)-2[5H]-furanone, isopulegol, 3-(1-menthoxy)propane-1,2-diol, 3-(1-menthoxy)-2-methylpropane-1,2-diol, p-menthane-2,3-diol, p-menthane-3,8-diol, 6-isopropyl-9-methyl-1,4-dioxas-piro[4,5]decane-2-methanol, menthyl succinate, menthyl succinate alkaline earth metal salts, trimethylcyclohexanol, N-ethyl-2-isopropyl-5-methylcyclohexanecarb-oxamide, Japanese mint (Mentha arvensis) oil, peppermint oil, menthone, menthone glycerol ketal, menthyl lactate, 3-(1-menthoxy)ethan-1-ol, 3-(1-menthoxy)propan-1-ol, 3-(1-menthoxy)butan-1-ol, 1-menthylacetic acid N-ethylamide, 1-menthyl-4-hydroxypentanoate, 1-menthyl-3-hydroxybutyrate, N,2,3-trimethyl-2-(1-methylethyl)-butanamide, spearmint oil, and mixtures of any two or more thereof.

5. The composition of claim 1, wherein the short term stable foam is stable at the delivery site for at least one minute.

6. The composition of claim 1, wherein the coal tar is provided as a coal tar extract or tincture.

7. The composition of claim 1, wherein the hydrophobic solvent of the oil in water emulsion is present at a concentration of at least about 10% by weight of the foamable composition.

8. The composition of claim 1, wherein the hydrophobic solvent of the oil in water emulsion comprises isopropyl myristate.

9. The composition of claim 1, wherein the hydrophobic solvent of the oil in water emulsion comprises a silicone oil.

10. The composition of claim 9, wherein the silicone oil is selected from the group consisting of a dimethicone, a polyalkyl siloxane, a polyaryl siloxane, a polyalkylaryl siloxane, a polyether siloxane copolymer, a poly(dimethylsiloxane)-(diphenyl-siloxane) copolymer and mixtures of any two or more thereof.

11. The composition of claim 1, wherein the hydrophobic solvent of the oil in water emulsion comprises a triglyceride.

12. The composition of claim 6, wherein the foamable base composition comprises:

a) from about 0.5% to about 4% by weight of the foamable base composition of at least one polymeric agent;

b) from about 2.0% to about 8.5% by weight of the foamable base composition of a surfactant;

c) from about 3% to about 25% by weight of the foamable base composition of a polar solvent;

d) from 0% to about 2% by weight of the foamable base composition of a foam adjuvant; and

e) from about 49% to about 88.5% by weight of the foamable base composition of water; and

wherein the polar solvent range includes polar solvent present in the coal tar extract.

13. The composition of claim 12, wherein the sensation modifying agent is a cooling agent comprising menthol, an isomer of menthol, a menthol derivative, 4-Methyl-3-(1-pyrrolidinyl)-2[5H]-furanone, WS-23, icilin, icilin unilever analog, 5-methyl-4-(1-pyrrolidinyl)-3-[2H]-furanone, 4,5-dimethyl-3-(1-pyrrolidinyl)-2[5H]-furanone, isopulegol, 3-(1-menthoxy)propane-1,2-diol, 3-(1-menthoxy)-2-methylpropane-1,2-diol, p-menthane-2,3-diol, p-menthane-3,8-diol, 6-isopropyl-9-methyl-1,4-dioxas-piro[4,5]decane-2-methanol, menthyl succinate, menthyl succinate alkaline earth metal salts, trimethylcyclohexanol, N-ethyl-2-isopropyl-5-methylcyclohexanecarb-oxamide, Japanese mint (Mentha arvensis) oil, peppermint oil, menthone, menthone glycerol ketal, menthyl lactate, 3-(1-menthoxy)ethan-1-ol, 3-(1-menthoxy)propan-1-ol, 3-(1-menthoxy)butan-1-ol, 1-menthylacetic acid N-ethylamide, 1-menthyl-4-hydroxypentanoate, 1-menthyl-3-hydroxybutyrate, N,2,3-trimethyl-2-(1-methylethyl)-butanamide, spearmint oil and mixtures of any two or more thereof.

14. The composition of claim 12, wherein the hydrophobic solvent further comprises a solvent selected from the group consisting of an essential oil, octyl dodecanol, lanolin, and mixtures of any two or more thereof.

15. The composition of claim 12, wherein the polar solvent is selected from the group consisting of a short chain alcohol, glycerol, propylene glycol and mixtures of any two or more thereof.

16. The composition of claim 15, wherein the short chain alcohol is ethanol.

17. The composition of claim 12, wherein the surfactant is selected from the group consisting of ceteareth 20, glyceryl stearate, PEG 40 stearate, polysorbate 60, laureth-4 and mixtures of any two or more thereof.

18. The composition of claim 12, wherein the foam adjuvant is selected from the group consisting of a fatty alcohol having 15 or more carbons in the carbon chain, a fatty acid having 16 or more carbons in the carbon chain and mixtures of any two or more thereof.

19. The composition of claim 12, wherein the polymeric agent is selected from the group consisting of a hypromellose, a xanthan gum, a carboxymethylcellulose and mixtures of any two or more thereof.

20. The composition of claim 12,

wherein the polymeric agent comprises a hypromellose or a xanthan gum;

and

wherein the polar solvent comprises a short chain alcohol and glycerin.

40. A composition according to claim 1, wherein said foamable base composition further comprises a cyclomethicone.

42. The composition of claim 1, further comprising a foam adjuvant.

43. The composition of claim 6, wherein the extract or tincture is about 2% to about 20% by weight of the foamable composition.

21. A method of treating or alleviating a disorder selected from the group consisting of hyperkeratinization, eczema, dandruff, seborrheic dermatitis, psoriasis, atopic dermatitis, and dermatitis, comprising administering topically to a delivery site having the disorder, a foam produced from a composition comprising a foamable base composition and a hydrocarbon propellant,

i. about 6% to about 22% by weight of the foamable base composition of a hydrophobic solvent comprising a non-volatile hydrophobic solvent selected from the group consisting of at least two of isopropyl myristate, a triglyceride and a silicone oil;

ii. about 0.5% to about 3% by weight of the foamable base composition of a sensation or sensation modifying agent;

iii. a coal tar;

iv. about 0.1% to about 5% by weight of the foamable base composition of a polymeric agent, wherein the polymeric agent is selected from the group consisting of a locust bean gum, sodium alginate, sodium caseinate, an egg albumin, a gelatin agar, a carrageenan gum, a xanthan gum, a tragacanth gum, a guar gum, a cationic guar, a hydroxypropyl guar gum, a starch, an amine-bearing polymer, a chitosan, an alginic acid, a hyaluronic acid, a chemically modified starch, a carboxyvinyl polymer, a polyvinylpyrrolidone, a polyvinyl alcohol, a polyacrylic acid polymer, a polymethacrylic acid polymer, a polyvinyl acetate, a polyvinyl chloride polymer, a polyvinylidene chloride polymer, a methylcellulose, a hydroxypropyl cellulose, a hydroxypropyl methylcellulose, a hydroxyethyl cellulose, methylhydroxyethylcellulose, a hydroxyethyl carboxymethylcellulose, a carboxymethyl cellulose, a cationic cellulose, PEG 1000, PEG 4000, PEG 6000, PEG 8000, a sodium carboxymethyl cellulose, a microcrystalline cellulose, a polyacrylate and mixtures of any two or more thereof; and

v. about 40% to about 90% by weight of the foamable base composition of water;

wherein the hydrocarbon propellant is selected from the group consisting of butane, propane, isobutane, isobutene and mixtures of any two or more thereof;

wherein the weight ratio of the foamable base composition to the hydrocarbon propellant ranges from about 100;

3 to about 100;

25;

wherein the topical composition is stored in a pressurized container and upon release expands to form a non-crackling short term stable foam that breaks under mechanical force;

wherein the foam produces at least one prolonged sensation at a delivery site upon dispensing from an aerosol container for a period of at least about 5 minutes; and

wherein the prolonged sensation is not primarily due to the propellant or an exothermic reaction.

22. The method of claim 21, wherein the hydrocarbon propellant comprises propane, butane, and isobutane.

23. The method of claim 21, wherein the sensation or sensation modifying agent is selected from the group consisting of menthol, an isomer of menthol, a menthol derivative, 4-Methyl-3-(1-pyrrolidinyl)-2[5H]-furanone, WS-23, icilin, icilin unilever analog, 5-methyl-4-(1-pyrrolidinyl)-3-[2H]-furanone, 4,5-dimethyl-3-(1-pyrrolidinyl)-2[5H]-furanone, isopulegol, 3-(1-menthoxy)propane-1,2-diol, 3-(1-menthoxy)-2-methylpropane-1,2-diol, p-menthane-2,3-diol, p-menthane-3,8-diol, 6-isopropyl-9-methyl-1,4-dioxas-piro[4,5]decane-2-methanol, menthyl succinate, menthyl succinate alkaline earth metal salts, trimethylcyclohexanol, N-ethyl-2-isopropyl-5-methylcyclohexanecarb-oxamide, Japanese mint (Mentha arvensis) oil, peppermint oil, menthone, menthone glycerol ketal, menthyl lactate, 3-(1-menthoxy)ethan-1-ol, 3-(1-menthoxy)propan-1-ol, 3-(1-menthoxy)butan-1-ol, 1-menthylacetic acid N-ethylamide, 1-menthyl-4-hydroxypentanoate, 1-menthyl-3-hydroxybutyrate, N,2,3-trimethyl-2-(1-methylethyl)-butanamide, spearmint oil and mixtures of any two or more thereof.

24. The method of claim 21, wherein the short term stable foam is stable at the delivery site for at least one minute.

25. The method of claim 21, wherein the coal tar is provided as a coal tar extract or tincture.

26. The method of claim 21, wherein the hydrophobic solvent of the oil in water emulsion is present at a concentration of at least about 10% by weight of the foamable base composition.

27. The method of claim 21, wherein the hydrophobic solvent of the oil in water emulsion comprises isopropyl myristate.

28. The method of claim 21, wherein the hydrophobic solvent of the oil in water emulsion comprises a silicone oil.

29. The method of claim 28, wherein the silicone oil is selected from the group consisting of a dimethicone, a polyalkyl siloxane, a polyaryl siloxane, a polyalkylaryl siloxane, a polyether siloxane copolymer, a poly(dimethylsiloxane)-(diphenyl-siloxane) copolymer and mixtures of any two or more thereof.

30. The method of claim 21, wherein the hydrophobic solvent of the oil in water emulsion comprises a triglyceride.

31. The method of claim 25, wherein the foamable base composition comprises:

a) from about 0.5% to about 4% by weight of foamable base composition of at least one polymeric agent;

b) from about 2% to about 8.5% by weight of foamable base composition of a surfactant;

c) from about 3% to about 25% by weight of foamable base composition of a polar solvent;

d) from about 0% to about 2% by weight of foamable base composition of a foam adjuvant; and

e) from about 49% to about 88.5% by weight of foamable base composition of water;

wherein the polar solvent range includes polar solvent present in the coal tar extract.

32. The method of claim 31, wherein the sensation modifying agent is a cooling agent comprising menthol, an isomer of menthol, a menthol derivative, 4-Methyl-3-(1-pyrrolidinyl)-2[5H]-furanone, WS-23, icilin, icilin unilever analog, 5-methyl-4-(1-pyrrolidinyl)-3-[2H]-furanone, 4,5-dimethyl-3-(1-pyrrolidinyl)-2[5H]-furanone, isopulegol, 3-(1-menthoxy)propane-1,2-diol, 3-(1-menthoxy)-2-methylpropane-1,2-diol, p-menthane-2,3-diol, p-menthane-3,8-diol, 6-isopropyl-9-methyl-1,4-dioxas-piro[4,5]decane-2-methanol, menthyl succinate, menthyl succinate alkaline earth metal salts, trimethylcyclohexanol, N-ethyl-2-isopropyl-5-methylcyclohexanecarb-oxamide, Japanese mint (Mentha arvensis) oil, peppermint oil, menthone, menthone glycerol ketal, menthyl lactate, 3-(1-menthoxy)ethan-1-ol, 3-(1-menthoxy)propan-1-ol, 3-(1-menthoxy)butan-1-ol, 1-menthylacetic acid N-ethylamide, 1-menthyl-4-hydroxypentanoate, 1-menthyl-3-hydroxybutyrate, N,2,3-trimethyl-2-(1-methylethyl)-butanamide, spearmint oil and mixtures of any two or more thereof.

33. The method of claim 31, wherein the hydrophobic solvent further comprises a solvent selected from the group consisting of an essential oil, octyl dodecanol, a lanolin or any and mixtures of any two or more thereof.

34. The method of claim 31, wherein the polar solvent is selected from the group consisting of a short chain alcohol, glycerol, propylene glycol and mixtures of any two or more thereof.

35. The method of claim 34, wherein the short chain alcohol is ethanol.

36. The method of claim 31, wherein the surfactant is selected from the group consisting of ceteareth 20, glyceryl stearate, PEG 40 stearate, polysorbate 60, laureth-4, and mixtures of any two or more thereof.

37. The method of claim 31, wherein the foam adjuvant is selected from the group consisting of a fatty alcohol having 15 or more carbons in the carbon chain, a fatty acid having 16 or more carbons in the carbon chain and mixtures of any two or more thereof.

38. The method of claim 31, wherein the polymeric agent is selected from the group consisting of hypromellose, xanthan gum, carboxymethylcellulose and mixtures of any two or more thereof.

39. The method of claim 31,

wherein the polymeric agent comprises hypromellose or xanthan gum;

and

wherein the polar solvent comprises a short chain alcohol and glycerin.

41. A method according to claim 21, wherein said foamable base composition further comprises a cyclomethicone.

44. The composition of claim 25, wherein the extract or tincture is about 2% to about 20% by weight of the foamable composition.