US 4,363,815 AGranted

Alpha hydroxyacids, alpha ketoacids and their use in treating skin conditions

OwnerRuey J. Yu, Eugene J. Van Scottinventors

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Abstract

Preventive as well as therapeutic treatment to alleviate the symptoms of skin disorders associated with disturbed keratinization or inflammation with one or more alpha or beta hydroxy-acids and alpha or beta ketoacids is disclosed. The alpha or beta hydroxyacids and alpha or beta ketoacids of this invention include free acids, or peroxide, amide, lactone, anhydride, ester, polymer, organic or inorganic salt forms thereof. Therapeutic compositions of this invention may include one or more of the alpha or beta hydroxyacids or the alpha or beta ketoacids of this invention present in a total amount of from 0.1 to 40 percent in an acceptable vehicle. The compositions are particularly useful for the topical treatment of skin conditions such as dry skin, ichthyosis, palmar and plantar hyperkeratosis, dandruff, Darier's disease, lichen simplex chronicus, keratoses, acne, psoriasis, eczema, pruritus and possibly warts and herpes.

Claims12

Dependent claims

A therapeutic composition effective against skin disease conditions characterized by inflammation or disturbed keratinization comprising:

at least one compound selected from the group consisting of:
2-hydroxy-3-methylpentanoic acid, 2,3-dihydroxybutanoic acid, 2-hydroxy-3-mercaptopropanoic acid, 3,3-dithiobis (2-hydroxypropanoic acid), 2-hydroxy-4-(methylthio)butanoic acid, 2-hydroxy-4-(methylsulfoxide)butanoic acid, 2-hydroxy-4-(methylsulfonyl)butanoic acid, 2-hydroxy-5-guanidopentanoic acid, 2,6-dihydroxyhexanoic acid, 2-hydroxy-6-aminohexanoic acid, 2,5,6-trihydroxyhexanoic acid, 2,5-dihydroxy-6-aminohexanoic acid, 2-hydroxy-3-(4-imidazolyl)propanoic acid, 2-hydroxy-3-(4-hydroxyphenyl)propanoic acid, 2-hydroxy-3-(3' indolyl) propanoic acid, 2-hydroxy-4-mercaptobutanoic acid, 4,4'-dithiobis (2-hydroxybutanoic acid), 2,4-dihydroxybutanoic acid, 2-hydroxy-3-sulfinopropanoic acid, 3-aminolactic acid, 2,4-dihydroxybutanoic acid, 2-hydroxy-2-methyl-butanoic acid, 2,5-dihydroxypentanoic acid, 2-hydroxy-5-ureidopentanoic acid, 2-hydroxy-6-ureidohexanoic acid, 2-hydroxy-3-(5'-hydroxyindolyl)propanoic acid, 3-(3',4'-dihydroxyphenyl)lactic acid, 3-(3'-iodo-4'-hydroxyphenyl) lactic acid, 3-(3'5'-diiodo-4'-hydroxyphenyl) lactic acid, hydroxy analogue of thyroxine having the formula:
##STR3## hydroxy analogue of thyronine having the formula:
##STR4## quinic acid, 3-hydroxypropanoic acid, glyceruric acid, threuric acid, erythreuric acid, xyluric acid, lyxuric acid, arabinuric acid, riburic acid, iduric acid, guluric acid, mannuric acid, altruric acid, alluric acid, taluric acid, 2-hydroxy-3-sulfonopropanoic acid, 2-hydroxy-3-thio-s-(3'-hydroxy-1',1',-dimethylpropyl) propanoic acid, P-hydroxyphenylglycolic acid, O-acetylmandelic, acid trihydroxy butanoic acid, tetrahydroxy pentanoic acid, pentahydroxyhexanoic acid and hexahydroxyheptanoic acid, or a salt thereof present in an effective amount in a pharmaceutically or cosmetically acceptable lotion, gel, shampoo, spray, stick, powder, cream or ointment.

1 more element

A method for alleviating the symptoms of skin disease conditions characterized by inflammation or disturbed keratinization comprising:

topically administering to the afflicted individual a therapeutic composition containing an effective amount of at least one compound selected from the group consisting of:
2-hydroxy-3-methylpentanoic acid, 2,3-dihydroxybutanoic acid, 3,3-dithiobis (2-hydroxypropanoic acid), 2-hydroxy-4-(methylthio) butanoic acid, 2-hydroxy-4-(methylsulfoxide)butanoic acid, 2-hydroxy-4-(methylsulfonyl)butanoic acid, 2-hydroxy-5-quanidopentanoic acid, 2,6-dihydroxyhexanoic acid, 2-hydroxy-6-aminohexanoic acid, 2,5,6-trihydroxyhexanoic acid, 2,5-dihydroxy-6-aminohexanoic acid, 2-hydroxy-3-(4-imidazolyl)propanoic acid, 2-hydroxy-3-(4-hydroxyphenyl)propanoic acid, 2-hydroxy-3-(3'-indolyl)propanoic acid, 2-hydroxy-4-mercaptobutanoic acid, 4,4'-dithiobis(2-hydroxybutanoic acid), 2,4-dihydroxybutanoic acid, 2-hydroxy-3-sulfinopropanoic acid, 3-aminolactic acid, 2,4-dihydroxybutanoic acid, 2-hydroxy-2-methyl-butanoic acid, 2,5-dihydroxypentanoic acid, 2-hydroxy-5-ureidopentanoic acid, 2-hydroxy-6-ureidohexanoic acid, 2-hydroxy-3-(5'-hydroxyindolyl) propanoic acid, 3-(3'-4'-dihydroxyphenyl)lactic acid, 3-(3'-iodo-4'-hydroxyphenyl)lactic acid, 3-(3'5'-diiodo-4'-hydroxyphenyl)lactic acid, hydroxy analogue of thyroxine having the formula ##STR5## hydroxy analogue of thyronine having the formula:
##STR6## quinic acid, 3-hydroxypropanoic acid, glyceruric acid, threuric acid, erytheuric acid, xyluric acid, lyxuric acid, arabinuric acid, riburic acid, iduric acid, guluric acid, mannuric acid, altruric acid, alluric acid, taluric acid, 2-hydroxy-3-sulfonopropanoic acid, 2-hydroxy-3-thio-s-(3'hydroxy-1',1',-dimethylpropyl) propanoic acid, P-hydroxyphenylglycolic acid O-acetylmandelic trihydroxy butanoic acid, tetrahydroxy pentanoic acid, pentahydroxyhexanoic acid, and hexahydroxyheptanoic acid in a pharmaceutically or cosmetically acceptable vehicle.

Dependencies are inferred from the claim text.

Facts

Application: 06/145,240Filed 30 Apr 1980 · continuation in part
Priority: 23 Jul 1975
Granted: 14 Dec 1982
Term ends: Not estimatedThe source records don’t support an estimate.

Classification10 codes

A61K 31/19
Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids: carboxylic acids, e.g. valproic acid
A61K 8/365
Carboxylic acids; Salts or anhydrides thereof: hydroxycarboxylic acids; Ketocarboxylic acids
A61K 31/16
Medicinal preparations containing organic active ingredients: amides, e.g. hydroxamic acids
A61Q 19/00
Preparations for care of the skin

Family

Serial598,224Parent of this continuation-in-part · filed 23 Jul 1975
Serial720,835Parent of this division · filed 7 Sep 1976
Serial870,114Parent of this continuation-in-part · filed 17 Jan 1978
Serial60,460Parent of this continuation-in-part · filed 25 Jul 1979
US 4,197,316 AParent of this continuation-in-part
US 4,105,783 AParent of this division
US 4,021,572 AParent of this continuation-in-part
US 4,363,815 AThis patent

From the US filing history. Foreign family members aren’t listed.