Claims
- 1. A polycyclic aromatic compound having the structural formula (I): ##STR8## in which R.sub.1 is a --CH.sub.3 radical, a --CH.sub.2 --O--R.sub.3 radical, a --CH.sub.2 --O--CO--R.sub.4 radical, an --O--R.sub.5 radical, an --O--(--CH.sub.2 --)--.sub.m --(--CO--)--.sub.n --R.sub.6 radical, a --CO--R.sub.7 radical, a --CO--O--R.sub.8 radical or an --S(O).sub.p --R.sub.9 radical, wherein m, n, p and the radicals R.sub.3 to R.sub.9 are as defined below; R.sub.2 is a hydrogen atom or a halogen atom, a lower alkyl radical, an --NO.sub.2 radical, an --O--COR.sub.4 radical, an --OR.sub.9 radical or a radical: ##STR9## wherein the radicals R.sub.4, R.sub.9 and R.sub.10 are as defined below; Ar is a radical selected from among those of the following formulae (b) and (e): ##STR10## X is --O--, --S(O).sub.t -- or an --NR.sub.9 -- radical wherein t is as defined below; Y and Z are each --O--, --S(O).sub.t -- or a radical --CR.sub.11 R.sub.12, wherein the radicals R.sub.11 and R.sub.12 are as defined below; m is an integer equal to 1, 2 or 3; n is an integer equal to 0 or 1; p is an integer equal to 0, 1, 2 or 3; t is an integer equal to 0, 1 or 2; R.sub.3 is a hydrogen atom or a lower alkyl radical; R.sub.4 is a lower alkyl radical; R.sub.5 is a hydrogen atom or a lower alkyl radical; R.sub.6 is a lower alkyl radical or a heterocycle; R.sub.7 is a hydrogen atom, a lower alkyl radical or a radical: ##STR11## in which R' and R", which may be identical or different, are each a hydrogen atom, a lower alkyl radical, a mono- or polyhydroxyallyl radical, an optionally substituted aryl radical, or an amino acid or peptide or sugar residue, with the proviso that R' and R" may together form, with the nitrogen atom from which they depend, a nitrogen-containing heterocycle; R.sub.8 is a hydrogen atom, a linear or branched alkyl radical having from 1 to 20 carbon atoms, an alkenyl radical, a mono- or polyhydroxyalkyl radical, an optionally substituted aryl or aralkyl radical or a sugar residue or an amino acid or peptide residue; R.sub.9 is a hydrogen atom or a lower alkyl radical; R.sub.10 is a hydrogen atom or a lower alkyl radical; R.sub.11 is a hydrogen atom or a lower alkyl radical; R.sub.12 is a hydrogen atom or a lower alkyl radical; with the proviso that Y and Z cannot at the same time each be an oxygen atom or an --S(O).sub.t -- radical; and with the further proviso that (i) if R.sub.1 is --O--R.sub.5, then R.sub.5 is not a lower alkyl radical; (ii) if R.sub.1 is --O--(CH.sub.2).sub.m (CO).sub.n --R.sub.6, then m is not 2 or 3; (iii) if R.sub.1 is --CO--R.sub.7, then R.sub.7 is not a lower alkyl radical; and (iv) if R.sub.1 is --S(O).sub.p --R.sub.9, then R.sub.9 is not a lower alkyl radical; or a pharmaceutically/cosmetically acceptable salt or optical or geometric isomer thereof.
- 2. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), Ar has the structure (b).
- 3. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), Ar has the structure (e).
- 4. A polycyclic aromatic compound as defined by claim 1, comprising a pharmaceutically acceptable salt thereof.
- 5. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the lower alkyl radical substituents are selected from the group consisting of methyl, ethyl, isopropyl, butyl, tert-butyl and hexyl radicals.
- 6. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the linear or branched alkyl radical substituents having from 1 to 20 carbon atoms are selected from the group consisting of methyl, ethyl, propyl, 2-ethylhexyl, octyl, dodecyl, hexadecyl and octadecyl radicals.
- 7. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the monohydroxyalkyl radical substituents are selected from the group consisting of 2-hydroxypropyl and 3-hydroxypropyl radicals.
- 8. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the polyhydroxyalkyl radical substituents are selected from the group consisting of 2,3-dihydroxypropyl, 2,3,4-trihydroxybutyl, 2,3,4,5-tetrahydroxypentyl and pentaerythritol radicals.
- 9. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the aryl radical substituents are selected from the group consisting of phenyl radicals optionally substituted by at least one halogen atom, or a hydroxyl or nitro functional group.
- 10. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the aralkyl radical substituents are selected from the group consisting of benzyl and phenethyl radicals optionally substituted by at least one halogen atom, or a hydroxyl or nitro functional group.
- 11. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the alkenyl radical substituents have from 2 to 5 carbon atoms and comprise at least one site of ethylenic unsaturation.
- 12. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the sugar residue substituents are selected from among those of glucose, galactose, mannose and glucuronic acid.
- 13. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the amino acid residue substituents are selected from among those of lysine, glycine and aspartic acid.
- 14. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the peptide residue substituents are those of a dipeptide or tripeptide.
- 15. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the heterocyclic radical substituents are selected from among piperidino, morpholino, pyrrolidino and piperazino radicals which are optionally substituted by a C.sub.1 -C.sub.6 alkyl radical or a mono- or polyhydroxyalkyl radical.
- 16. A polycyclic aromatic compound as defined by claim 1, wherein formula (I), the halogen atom substituents are selected from the group consisting of fluorine, chlorine and bromine atoms.
- 17. A polycyclic aromatic compound as defined by claim 1, being selected from the group consisting of 6-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylthio)nicotinic acid.
- 18. A polycyclic aromatic compound as defined by claim 4, comprising an alkali or alkaline earth metal, zinc or amine salt.
- 19. A pharmaceutical composition of matter, comprising a therapeutically effective amount of a polycyclic aromatic compound as defined by claim 1, or pharmaceutically acceptable salt or isomer thereof, and a pharmaceutically acceptable vehicle, carrier or diluent therefor.
- 20. The pharmaceutical composition as defined by claim 19, further comprising a retinoid compound, a D vitamin or derivative thereof, a corticosteroid, an anti-free radical agent, an .alpha.-hydroxy or .alpha.-keto acid or derivative thereof, an ion channel blocker, or combination thereof.
- 21. The pharmaceutical composition as defined by claim 19, comprising a tablet, a capsule, a syrup, a dragee, a suspension, an elixir, a solution, a powder, granules, an emulsion, microspheres, nanospheres, lipid vesicles, polymeric vesicles, or an injectable.
- 22. The pharmaceutical composition as defined by claim 19, comprising an ointment, a cream, a milk, a salve, an impregnated pad, a gel, a spray, or a lotion.
- 23. The pharmaceutical composition as defined by claim 19, adopted for topical administration.
- 24. The pharmaceutical composition as defined by claim 19, adopted for systemic administration.
- 25. The pharmaceutical composition as defined by claim 19, comprising from 0.001% to 5% by weight of said polycyclic aromatic compound, or salt or isomer thereof.
- 26. A cosmetic composition of matter, comprising a cosmetically effective amount of a polycyclic aromatic compound as defined by claim 1, or cosmetically acceptable salt or isomer thereof, and a cosmetically acceptable vehicle, carrier or diluent therefor.
- 27. The cosmetic composition as defined by claim 26, comprising a cream, a milk, a lotion, a gel, an ointment, microspheres, nanospheres, lipid vesicles, polymeric vesicles, a soap, or a shampoo.
- 28. The cosmetic composition as defined by claim 26, comprising from 0.001% to 3% by weight of said polycyclic aromatic compound, or salt or isomer thereof.
- 29. The cosmetic composition as defined by claim 26, further comprising a retinoid compound, a D vitamin or derivative thereof, a corticosteroid, an anti-free radical agent, an .alpha.-hydroxy or .alpha.-keto acid or derivative thereof, an ion channel blocker, or combination thereof.
- 30. The pharmaceutical composition as defined by claim 19, further comprising a wetting agent, a depigmenting agent, a moisturizing agent, an emollient, an antiseborrhoeic or antiacne agent, an antibiotic, an antifungal agent, a hair regrowth promoter, a non-steroidal anti-inflammatory agent, a carotenoid, an anti-psoriatic agent, 5,8,11,14-eicosatetraynoic or 5,8,11-eicosatrynoic acid or ester or amide thereof, or combination thereof.
- 31. The pharmaceutical composition as defined by claim 19, further comprising a taste- or flavor-enhancing agent, a preservative, a stabilizer, a moisture regulating agent, a pH regulating agent, an osmotic pressure modifying agent, an emulsifying agent, a UV-A or UV-B screening agent, an antioxidant, or combination thereof.
- 32. The cosmetic composition by claim 26, further comprising a wetting agent, a depigmenting agent, a moisturizing agent, an emollient, an antiseborrhoeic or antiacne agent, an antibiotic, an antifungal agent, a hair regrowth promoter, a non-steroidal anti-inflammatory agent, a carotenoid, an anti-psoriatic agent, 5,8,11,14-eicosatetraynoic or 5,8,11-eicosatrynoic acid or ester or amide thereof, or combination thereof.
- 33. The cosmetic composition as defined by claim 26, further comprising a taste- or flavor-enhancing agent, a preservative, a stabilizer, a moisture regulating agent, a pH regulating agent, an osmotic pressure modifying agent, an emulsifying agent, a UV-A or UV-B screening agent, an antioxidant, or combination thereof.
Priority Claims (1)
| Number |
Date |
Country |
Kind |
| 94 05019 |
Apr 1994 |
FRX |
|
Parent Case Info
This application is a continuation of application Ser. No. 08/429,096, filed Apr. 26, 1995, now U.S. Pat. No. 5,766,610.
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Continuations (1)
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Number |
Date |
Country |
| Parent |
429096 |
Apr 1995 |
|
Patent Grant
6015569
