Antifungal nail lacquer and method using same
First Claim
1. A composition effective for the treatment or prevention of fungal infections of nails, comprising:
- (a) at least one antifungal agent effective in the treatment or prevention of onychomycoses;
(b) a penetration enhancing agent selected from the group consisting of C7-C14-hydrocarbyl substituted 1,3-dioxolane, C7-C14-hydrocarbyl substituted 1,3-dioxane and C7-C14-substituted acetal;
(c) water-insoluble, film-forming polymer; and
, (d) volatile solvent;
the composition, when applied to nails, forming, upon evaporation of the volatile solvent, a hard, water-resistant film from which the antifungal agent is releasable and becomes available to treat or prevent fungal infection.
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Accused Products
Abstract
A nail lacquer effective for the treatment or prevention of fungal infections, such as, onychomycosis, includes fungicidally effective amount of ciclopirox, econazole, or other antifungal agent in a clear, stable, film-forming lacquer vehicle which includes a water-insoluble film-forming polymer; 2-n-nonyl-1,3-dioxolane or similar penetration enhancer; and volatile solvent. A plasticizer for the film-forming polymer which is also compatible with the other components may be included although the preferred penetration enhancers may also function as plasticizer. The composition, when applied to the nails provides a hard, clear, water-resistant film containing the antifungal agent. The film is resistant to multiple washings and is effective in the treatment of onychomycosis.
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Citations
40 Claims
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1. A composition effective for the treatment or prevention of fungal infections of nails, comprising:
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(a) at least one antifungal agent effective in the treatment or prevention of onychomycoses;
(b) a penetration enhancing agent selected from the group consisting of C7-C14-hydrocarbyl substituted 1,3-dioxolane, C7-C14-hydrocarbyl substituted 1,3-dioxane and C7-C14-substituted acetal;
(c) water-insoluble, film-forming polymer; and
,(d) volatile solvent;
the composition, when applied to nails, forming, upon evaporation of the volatile solvent, a hard, water-resistant film from which the antifungal agent is releasable and becomes available to treat or prevent fungal infection. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40)
wherein R1 represents H or CH3; and
R2 represents an alkyl group.
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13. The composition of claim 11 wherein the acrylic copolymer comprises recurring units of the moiety (V) and wherein R2 is an alkyl of at least 4 carbon atoms.
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14. The composition of claim 11 wherein the acrylic copolymer comprises recurring units of a moiety of formula (VI)
wherein R3 represents an alkyl group. -
15. The composition of claim 11 wherein the acrylic copolymer comprises recurring units of formula (V) or formula (VI) or both formulas (V) and (VI), and, optionally, recurring units of formula (IV):
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wherein R represents H or CH3;
R2 represents an alkyl group, andR3 represents an alkyl group;
at least one of R2 and R3 representing an alkyl group having at least 4 carbon atoms.
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16. The composition of claim 11 wherein the acrylic copolymer comprises recurring units of a moiety containing a cationic amine group.
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17. The composition of claim 16 wherein the cationic amine group is carboethoxy-t-butyl amine.
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18. The composition of claim 1 wherein the water-insoluble, film-forming polymer comprises a copolymer of methyl vinyl ether or ethyl vinyl ether and at least one comonomer of formula (VII):
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wherein R4 represents a lower alkyl group.
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19. The composition of claim 18 wherein said copolymer comprises recurring units of formula (VII) wherein R2′
- is an alkyl group of at least 2 carbon atoms.
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20. The composition of claim 1 wherein the volatile solvent is selected from the group consisting of lower alkanols, lower alkyl esters of lower carboxylic acids, lower alkyl ethers, lower alkyl ketones, and mixtures thereof.
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21. The composition of claim 1 wherein the penetration enhancer is 2-n-nonyl-1,3-dioxolane, decanal diethylacetal or decanal dimethylacetal.
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22. The composition of claim 1 which comprises:
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(a) at least one antifungal agent selected from the group consisting of amorolfine, ciclopirox and econazole;
(b) a penetration enhancing agent selected from the group consisting of 2-n-nonyl-1,3-dioxolane, decanal diethylacetal and decanal dimethylacetal;
(c) water-insoluble, film-forming polymer selected from the group consisting of (meth)acrylate copolymer and alkyl vinyl ether copolymer;
(d) volatile solvent selected from the group consisting of ethanol, n-propanol, isopropanol, n-butanol, iso-butanol, acetone, ethyl acetate, propyl acetate, n-butyl acetate, n-amyl acetate, methyl ether, methylethyl ether, methylethyl ketone, methylene chloride, methyl chloroform, toluene, tetrahydrofuran, 1,4-dioxane, and mixtures thereof;
(e) plasticizer for the film-forming copolymer selected from the group consisting of glycols, glycol esters, phthalate esters, citrate esters, polyethylene glycol, dipropylene glycol, polypropylene glycols, and mixtures thereof.
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23. The composition of claim 1 which comprises:
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from about 0.5 to about 20 percent (a) antifungal agent;
from about 0.5 to about 35 percent (b) penetration enhancing agent;
from about 0.5 to about 40 percent (c) film-forming polymer; and
from about 10 to about 70 percent (d) volatile solvent.
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24. The composition of claim 23 which further comprises from about 0.5 to about 20 percent (e) plasticizer for the film-forming copolymer.
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25. A method for the treatment of a fungal infection which comprises applying to an infected nail a nail lacquer composition as defined in claim 1.
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26. A method for preventing a fungal infection from developing which comprises applying to the nail of a person in need thereof a nail lacquer composition as defined in claim 1.
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31. The composition of claim 1, wherein the amount of said penetration enhancing agent is from about 3 to about 30 percent, by weight, of the total composition.
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32. The composition of claim 1, wherein the amount of said penetration enhancing agent is from about 5 to about 25 percent, by weight, based on the total composition.
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33. The composition of claim 1, wherein the penetration enhancing agent is present in an amount of from about 12 to about 24% by weight, based on the total composition, said amount of penetration enhancing agent acting as a plasticizer for said film-forming polymer, said composition not including another plasticizer.
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34. The composition of claim 33, wherein the amount of the penetration enhancing agent is from about 15 to about 20% by weight, based on the total composition.
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35. The composition of claim 1, wherein the film-forming polymer and the penetration enhancing agent are present in the composition at a weight ratio of polymer to agent of from about 4:
- 1 to about 1;
1.
- 1 to about 1;
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36. The composition of claim 35, wherein said weight ratio is from about 3:
- 1 to about 1.2;
1.
- 1 to about 1.2;
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37. The composition of claim 35, wherein said weight ratio is from about 2:
- 1 to about 1.2;
1.
- 1 to about 1.2;
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38. The composition of claim 1, which comprises:
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from about 1 to about 10% by weight of (a) antifungal agent;
from about 5 to about 25% by weight of (b) penetration enhancing agent;
from about 15 to about 50% by weight of (c) film-forming polymer; and
,(d) solvent, balance.
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39. The composition according to claim 1, wherein the weight ratio of (c) film-forming polymer to (b) penetration enhancing agent (b) is from about 4:
- 1 to about 1;
1.
- 1 to about 1;
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40. The composition according to claim 39, wherein said weight ratio of (b):
- (c) is from about 3;
1 to about 1.2;
1.
- (c) is from about 3;
- 27. A nail lacquer composition effective for applying a water-resistant adherent film to animal nails, comprising a substantially non-aqueous solution of water-resistant, film-forming polymer, and plasticizing effective amount of at least one compound selected from the group consisting of C7-C14-hydrocarbyl substituted 1,3-dioxolane, C7-C14-hydrocarbyl substituted 1,3-dioxane and C7-C14-substituted acetal in volatile solvent.
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29. An antifungal nail lacquer composition comprising a substantially non-aqueous solution of water-resistant, film-forming polymer, antifungal agent effective in the treatment or prevention of onychomycoses, and steroidal antiinflammatory agent in volatile solvent.
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30. A plasticized film-forming composition comprising water-insoluble film-forming polymer, and plasticizing effective amount of a compound selected from the group consisting of C7-C14 hydrocarbyl substituted 1,3-dioxolane, C7-C14-hydrocarbyl substituted 1,3-dioxolane and C7-C14 hydrocarbyl substituted acetal.
Specification