Claims
- 1. An aromatic heterocyclic compound having the formula ##STR22## wherein R.sub.1 represents (i) --CH.sub.3, (ii) --CH.sub.2 OH or (iii) ##STR23## R.sub.3 represents hydrogen, --OR.sub.4 wherein R.sub.4 represents hydrogen, alkyl having 1-20 carbon atoms, mono or polyhydroxyalkyl, or R.sub.3 represents ##STR24## wherein r' and r" represent hydrogen, or lower alkyl, or 4' and r" together with the nitrogen atom to which they are attached form a heterocycle selected from the group consisting of piperidino, piperazino, morpholino and pyrrolidino,
- R.sub.2 represents hydrogen or --CH.sub.3,
- Ar represents an aromatic radical having one of the following formulas: ##STR25## wherein Z is O or S and ##STR26## wherein R.sub.6 represents hydrogen or alkyl having 1-10 carbon atoms and R.sub.7 represents branched alkyl having 4-12 carbon atoms or cycloalkyl,
- Y represents a nitrogen atom, and
- X represents oxygen,
- with the proviso that Ar is other than formula (D) wherein R.sub.6 represents alkyl having 1-4 carbon atoms and R.sub.7 represents branched alkyl having 4-12 carbon atoms.
- 2. The compound of claim 1 wherein said lower alkyl has 1-6 carbon atoms.
- 3. The compound of claim 2 wherein said lower alkyl is methyl, ethyl, isopropyl, butyl or t-butyl.
- 4. The compound of claim 1 wherein said monohydroxyalkyl has 2-3 carbon atoms and is selected from the group consisting of 2-hydroxyethyl and 2-hydroxypropyl and wherein said polyhydroxyalkyl is derived from glycerol, pentaerythritol or mannitol.
- 5. The compound of claim 1 wherein said lower alkoxycarbonyl is methoxy carbonyl, ethoxy carbonyl, isopropoxy carbonyl or t-butoxy carbonyl.
- 6. The compound of claim 1 wherein said cycloalkyl is cyclohexyl, 1-methylcyclohexyl or adamantyl.
- 7. The compound of claim 1 having the formula ##STR27## wherein R.sub.1 represents ##STR28## R.sub.3 represents OR.sub.4 or ##STR29## R.sub.4 represents hydrogen, --CH.sub.3 or --CH.sub.2 CH.sub.2 OH, r' and r" each independently represent hydrogen, lower alkyl or together with the nitrogen atom to which they are attached form a morpholino ring,
- Y represents a nitrogen atom, and
- X represents oxygen.
- 8. The compound of claim 1 having the formula ##STR30## wherein R.sub.4 represents hydrogen or --CH.sub.3,
- R.sub.6 represents --C.sub.10 H.sub.21,
- R.sub.7 represents adamantyl,
- Y represents a nitrogen atom and
- X represents oxygen.
- 9. The compound of claim 1 selected from the group consisting of
- methyl 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-benzoxazole carboxylate,
- 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-benzoxazole carboxylic acid,
- the morpholide of 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-benzoxazole carboxylic acid,
- the ethylamide of 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-benzoxazole carboxylic acid,
- the 2-hydroxyethyl ester of 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-benzoxazole carboxylic acid,
- 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-benzoxazole methyl alcohol,
- the methyl ester of 2-[3-(1-adamantyl)-4-methoxyphenyl]-6-benzoxazole carboxylic acid,
- 2-[3-(1-adamantyl)-4-methoxyphenyl]-6-benzoxazole carboxylic acid,
- the methyl ester of 2-[3-(1-adamantyl)-4-decyloxyphenyl]-6-benzoxazole carboxylic acid, and
- 2-[3-(1-adamantyl)-4-decyloxyphenyl]-6-benzoxazole carboxylic acid.
- 10. A pharmaceutical composition for enteral, parenteral, topical or ocular administration comprising in a pharmaceutically acceptable carrier an effective amount of the compound of claim 1.
- 11. The composition of claim 10 for topical application wherein said compound is present in an amount ranging from 0.0005 to about 5 percent by weight, based on the total weight of said composition.
- 12. A composition for the treatment of dermatologic ailments linked to a keratinization disorder comprising in a pharmaceutically acceptable carrier the compound of claim 1 in an amount effective to treat said disorder.
- 13. A cosmetic composition for hair and body hygiene comprising in a cosmetically acceptable carrier an effective amount of the compound of claim 1.
- 14. The composition of claim 13 wherein said compound is present in an amount ranging from 0.0005 to 2 percent by weight, based on the total weight of said composition.
- 15. The composition of claim 13 wherein said compound is present in an amount ranging from 0.01 to 1 percent by weight, based on the total weight of said composition.
Priority Claims (1)
Number |
Date |
Country |
Kind |
85544 |
Sep 1984 |
LUX |
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Parent Case Info
This application is a division of application No. 07/430,296, filed Nov. 2, 1989, now U.S. Pat. No. 5,059,621 which is a division of application No. 07/172,494, filed Mar. 24, 1988, now U.S. Pat. 4,920,140, which is a division of application Ser. No. 06/839,269, filed Mar. 13, 1986, now U.S. Pat. No. 4,740,519, which is a continuation-in-part of application Ser. No. 06/777,728, filed Sep. 19, 1985, now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4020081 |
Mackay et al. |
Apr 1977 |
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Divisions (3)
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Number |
Date |
Country |
Parent |
430296 |
Nov 1989 |
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Parent |
172494 |
Mar 1988 |
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Parent |
839269 |
Mar 1986 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
777728 |
Sep 1985 |
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