Claims
- 1. An aromatic heterocyclic compound having the formula ##STR21## wherein R.sub.1 represents ##STR22## 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 ##STR23## wherein r' and r" represent hydrogen, or lower alkyl, or r' 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: ##STR24## wherein Z is O or S and ##STR25## 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 CH and
- X represents --NR.sub.8 wherein R.sub.8 represents hydrogen, lower alkyl or lower alkoxy carbonyl.
- 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 alkoxy carbonyl 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. A compound having the formula ##STR26## wherein R.sub.1 represents --CH.sub.2 OH or ##STR27## R.sub.3 represents OR.sub.4 or ##STR28## 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 CH, and
- X represents --NR.sub.8 wherein R.sub.8 represents hydrogen, lower alkyl or lower alkoxy carbonyl.
- 8. A compound selected from the group consisting of
- methyl 1-t-butoxycarbonyl-2-(p-t-butylphenyl)-6-indole carboxylate,
- 2-(p-t-butylphenyl)-6-indole carboxylic acid,
- methyl 1-t-butoxycarbonyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-indole carboxylate,
- methyl 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-indolecarboxylate,
- 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-indolecarboxylic acid,
- methyl 1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-indole carboxylate, and
- 1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-indole carboxylic acid.
- 9. 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.
- 10. The composition of claim 9 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.
- 11. A cosmetic composition for hair and body hygiene comprising in a cosmetically acceptable carrier an effective amount of the compound of claim 1.
- 12. The composition of claim 11 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.
- 13. The composition of claim 11 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.
- 14. 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.
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 Ser. No. 07/900,479 filed Jun. 18, 1992, now U.S. Pat. No. 5,288,744 which is a division of application Ser. No. 07/696,708, filed May 7, 1991, now U.S. Pat. No. 5,260,295, which is a division of application Ser. No. 07/430,286, filed Nov. 8, 1989, now U.S. Pat. No. 5,059,621, which is a division of application Ser. No. 07/172,494, filed Mar. 24, 1988, now U.S. Pat. No. 4,920,140, which is a division of application Ser. No. 6/839,269, 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.
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Name |
Date |
Kind |
3888818 |
Deblandre et al. |
Jun 1975 |
|
4024155 |
Pigerol et al. |
May 1977 |
|
4113736 |
Pigerol et al. |
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|
4522808 |
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4695581 |
Suzuki et al. |
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|
Foreign Referenced Citations (1)
Number |
Date |
Country |
0306708 |
Mar 1989 |
EPX |
Non-Patent Literature Citations (1)
Entry |
Wada et al, J. Med. Chem. vol. 16, No. 8, pp. 930-934 (Aug. 1973). |
Divisions (5)
|
Number |
Date |
Country |
Parent |
900479 |
Jun 1992 |
|
Parent |
696708 |
May 1991 |
|
Parent |
430286 |
Nov 1989 |
|
Parent |
172494 |
Mar 1988 |
|
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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