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Last Updated: March 29, 2024

Details for Patent: 8,586,066


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Title:Topical antifungal composition
Abstract: A topical, foamable composition is provided that includes at least one antifungal agent that is able to penetrate the upper layers of skin and is retained in or on an area to be treated for a prolonged period of time, and that has a residual non-volatile component content less than 25%. In addition, a method of treating fungal diseases including jock itch, tinea, dandruff and sebborheic dermatitis is provided, and includes applying to the affected area of patient requiring such treatment an antifungal composition.
Inventor(s): Davey; Greg (Rowville, AU), Abram; Albert Zorko (Rowville, AU)
Assignee: Delcor Asset Corporation (Lake Forest, IL)
Filing Date:Jun 21, 2011
Application Number:13/165,224
Claims:1. A method for treating fungal diseases, comprising: (a) providing a topical, foamable composition which in use produces a temperature sensitive, quick-breaking foam or mousse, the composition comprising: ketoconazole, wherein the ketoconazole is capable of penetrating the upper layers of skin of a user, at least one surfactant, water, a lower alcohol, a long chain alcohol, and a hydrocarbon gas propellant content of less than 60% by weight; and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8; and (b) applying the topical, foamable composition to the user's skin, wherein the ketoconazole is retained in or on skin for a period of time sufficient to achieve skin penetration.

2. The method of claim 1, wherein the lower alcohol is ethanol with a content of greater than 50% by weight.

3. The method of claim 1, wherein the topical foamable composition comprises: up to 5% by weight of long chain alcohol; up to 10% by weight of propylene glycol; up to 5% by weight of the ketoconazole; up to 90% by weight of lower alcohol; up to 5% by weight of surfactant; 5-95% by weight of water; and up to 20% by weight of the hydrocarbon gas propellant.

4. The method of claim 1, wherein the surfactant is selected from the group consisting of ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate, and mixtures thereof.

5. The method of claim 3, wherein upon application of the composition to the user's skin, a penetration of at least 30 .mu.g/cm.sup.2 is achieved in the user's epidermis within one hour of application and sustained over a period of at least 23 hours.

6. The method of claim 1, wherein the composition remains on the user's skin for an extended period of time.

7. A topical, foamable composition, comprising: (a) ketoconazole; (b) at least one surfactant; (c) a lower alcohol content of greater than 50% by weight; (d) water; (e) a long chain alcohol; and (f) a propellant; and wherein the composition produces a temperature-sensitive, quick-breaking foam or mousse when used and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8.

8. The composition of claim 7, wherein the composition is a mousse.

9. The composition of claim 8, wherein the propellant is a hydrocarbon gas propellant in an amount of less than 60% by weight.

10. The composition of claim 7, wherein the lower alcohol is ethanol.

11. The composition of claim 7, comprising: up to 5% by weight of long chain alcohol; up to 10% by weight of propylene glycol; up to 5% by weight of the ketoconazole; up to 90% by weight of lower alcohol; up to 5% by weight of surfactant; 5-95% by weight of water; and up to 20% by weight of hydrocarbon gas propellant.

12. The composition of claim 7, wherein the surfactant is selected from the group consisting of ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate, and mixtures thereof.

13. A topical, foamable composition, comprising: (a) one or more antifungal agents in an amount of up to 5% by weight, the one or more antifungal agents comprising ketoconazole; (b) ethanol at greater than 50% by weight and up to 90% by weight; (c) polyoxyethylene sorbitan monostearate in an amount of up to 5% by weight; (d) up to 5% by weight cetyl alcohol or stearyl alcohol or mixtures thereof; (e) up to 10% by weight propylene glycol; (f) 5-95% by weight water; and (g) optionally a propellant; wherein the antifungal agent is retained in or on skin for a period of time sufficient to penetrate the epidermis of a user, and wherein the composition is maintained at a pH ranging from approximately 7 to approximately 8.

14. A method for treating fungal diseases, comprising: (a) providing a topical, foamable composition comprising ketoconazole, wherein the ketoconazole is capable of penetrating the upper layers of skin of a user, at least one surfactant, water, a lower alcohol content of greater than 10% by weight, a long chain alcohol, and hydrocarbon gas propellant in an amount of less than 60% by weight of the total composition, wherein the composition is a temperature sensitive quick breaking foam or mousse and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8; and (b) applying the topical, foamable composition to the user's skin, wherein the ketoconazole is retained in or on skin for a period of time sufficient to achieve skin penetration.

15. The method of claim 14, wherein the composition has a hydrocarbon gas propellant content of less than 10% by weight.

16. The method of claim 14, wherein the provided topical, foamable composition comprises: up to 5% by weight of long chain alcohol; up to 10% by weight of propylene glycol; up to 5% by weight of the ketoconazole; up to 90% by weight of lower alcohol; up to 5% by weight of surfactant; 5-95% by weight of water; and up to 20% by weight of a hydrocarbon gas propellant.

17. The method of claim 14, wherein the lower alcohol is ethanol and has a content of greater than 50% by weight.

18. The method of claim 14, wherein the long chain alcohol is selected from the group consisting of cetyl alcohol, stearyl alcohol, and mixtures thereof.

19. The method of claim 14, wherein the surfactant is selected from the group consisting of ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate, and mixtures thereof.

20. The method of claim 16, wherein upon application of the composition to the user's skin, a penetration of at least 30 .mu.g/cm.sup.2 is achieved in the user's epidermis within one hour of application and sustained over a period of at least 23 hours.

21. The method of claim 14, wherein the composition remains on the user's skin for an extended period of time.

22. A topical, foamable composition comprising: (a) ketoconazole; (b) at least one surfactant; (c) a lower alcohol content of greater than 10% by weight; (d) water; (e) a long chain alcohol; (f) hydrocarbon gas propellant in an amount of less than 60% by weight; and wherein the composition is a temperature-sensitive, quick-breaking foam or mousse, and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8.

23. The composition of claim 22, wherein the hydrocarbon gas propellant is present in an amount of less than 10% by weight.

24. The composition of claim 22, comprising: up to 5% by weight of long chain alcohol; up to 10% by weight of propylene glycol; up to 5% by weight of the ketoconazole; up to 90% by weight of lower alcohol; up to 5% by weight of surfactant; 5-95% by weight of water; and up to 20% by weight of a hydrocarbon gas propellant.

25. The composition of claim 22, wherein the lower alcohol is ethanol and has a content of greater than 50% by weight.

26. The composition of claim 22, wherein the long chain alcohol is selected from the group consisting of cetyl alcohol, stearyl alcohol, and mixtures thereof.

27. The composition of claim 22, wherein the surfactant is selected from the group consisting of ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate and mixtures thereof.

28. A method for treating fungal diseases, comprising: (a) providing a topical, foamable composition which in use produces a temperature-sensitive, quick-breaking foam or mousse, the composition comprising: ketoconazole, wherein the ketoconazole is capable of penetrating the upper layers of skin of a user, at least one surfactant selected from the group consisting of ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate, water, a lower alcohol, a long chain alcohol, wherein the lower alcohol is ethanol with a content of greater than 50% by weight, and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8; and (b) applying the topical, foamable composition to the user's skin, wherein the ketoconazole is retained in or on skin for a period of time sufficient to achieve skin penetration.

29. A topical, foamable composition, comprising: (a) ketoconazole; (b) at least one surfactant selected from the group consisting of an ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate; (c) an ethanol content of greater than 50% by weight wherein the ketoconazole is dissolved in the ethanol; (d) water; (e) a long chain alcohol; and wherein the composition produces a temperature-sensitive, quick-breaking foam or mousse when used and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8.

30. A topical, foamable composition, comprising: (a) ketoconazole in an amount of up to 5% by weight, wherein the ketoconazole is capable of penetrating the upper layers of skin of a user; (b) a lower alcohol content of greater than 50% by weight and up to 90% by weight, wherein the lower alcohol is ethanol; (c) at least one surfactant in an amount of up to 5% by weight, the at least one surfactant being selected from the group consisting of ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate; (d) up to 5% by weight of a long chain alcohol or mixtures thereof; (e) up to 10% by weight propylene glycol; and (f) 5-95% by weight water; wherein the ketoconazole is retained in or on skin for a period of time sufficient to penetrate the epidermis of the user, and wherein the composition is maintained at a pH ranging from approximately 7 to approximately 8.

31. A method for treating fungal diseases, comprising: (a) providing a topical, foamable composition comprising ketoconazole, wherein the ketoconazole is capable of penetrating the upper layers of skin of a user, at least one surfactant selected from the group consisting of ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate, water, a lower alcohol content of greater than 10% by weight, a long chain alcohol, and hydrocarbon gas propellant in an amount of less than 60% by weight of the total composition, wherein the composition is a temperature sensitive quick breaking foam or mousse, and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8; and (b) applying the topical, foamable composition to the user's skin, wherein the ketoconazole is retained in or on skin for a period of time sufficient to achieve skin penetration.

32. A topical, foamable composition comprising: (a) ketoconazole; (b) at least one surfactant selected from the group consisting of ethoxylated sorbitan stearate, ethoxylated sorbitan palmitate, ethoxylated sorbitan oleate, a nonyl phenol ethoxylate and a fatty alcohol ethoxylate; (c) a lower alcohol content of greater than 10% by weight; (d) water; (e) a long chain alcohol; (f) hydrocarbon gas propellant in an amount of less than 60% by weight; and wherein the composition is a temperature-sensitive, quick-breaking foam or mousse, and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8.

33. A method for treating fungal diseases, comprising: (a) providing a topical, foamable composition which in use produces a temperature sensitive, quick-breaking foam or mousse, the composition comprising: ketoconazole, wherein the ketoconazole is capable of penetrating the upper layers of skin of a user, at least one surfactant, water, a lower alcohol, a long chain alcohol, and a hydrocarbon gas propellant content of less than 60% by weight; and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8; and (b) applying the topical, foamable composition to the user's skin, wherein upon application of the composition to the user's skin, a penetration of at least 30 .mu.g/cm.sup.2 is achieved in the user's epidermis within one hour of application and sustained over a period of at least 23 hours.

34. A method for treating fungal diseases, comprising: (a) providing a topical, foamable composition which in use produces a temperature sensitive, quick-breaking foam or mousse, the composition comprising: ketoconazole, wherein the ketoconazole is capable of penetrating the upper layers of skin of a user, at least one surfactant, water, a lower alcohol, a long chain alcohol, and a hydrocarbon gas propellant content of less than 60% by weight; and wherein the composition has a residual non-volatile component content of less than 25% by weight and is maintained at a pH ranging from approximately 7 to approximately 8; and (b) applying the topical, foamable composition to the user's skin, wherein the composition remains on the user's skin for an extended period of time such that the ketoconazole is retained in or on skin for a period of time sufficient to achieve skin penetration.

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