Use of benzonaphthalene derivatives to make medicaments for trea

Details Use of benzonaphthalene derivatives to make medicaments for trea Use of benzonaphthalene derivatives to make medicaments for trea

1999-01-08

2000-03-28

Jarvis, William R. A.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Radical -xh acid, or anhydride, acid halide or salt thereof...

514532, 514544, 514617, A61K 3119, A61K 31235, A61K 31165

Patent

active

060432802

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to the use of the compounds corresponding to the formula (I) given below and of their salts, for the manufacture of medicaments for the treatment of peripheral neuropathies, central neurodegenerative diseases and autoimmune diseases of the nervous system. ##STR1## these compounds being described, along with their method of preparation, in Patent EP 0,199,636. In formula (I): a radical ##STR2## or a radical OR.sub.7, R.sub.7 representing a hydrogen atom, an alkyl radical having from 1 to 20 carbon atoms, a monohydroxyalkyl radical, or a polyhydroxyalkyl radical, r' and r" representing a hydrogen atom, a lower alkyl radical, a mono- or polyhydroxyalkyl radical, an optionally substituted aryl radical or an amino acid or amino sugar residue or alternatively taken together form a heterocycle, having from 1 to 15 carbon atoms, an alkoxy radical having from 1 to 4 carbon atoms, or a cycloaliphatic radical, unbranched alkyl radical having from 1 to 4 carbon atoms, an alkoxy radical having from 1 to 10 carbon atoms, a substituted or unsubstituted cycloaliphatic radical, a thiocycloaliphatic radical or a radical of formula --O--Si(CH.sub.3).sub.2 --R.sub.8, R.sub.8 representing a linear or branched lower alkyl radical, atom, a lower alkyl radical, a hydroxyl radical or a lower acyloxy radical.
According to the present invention, among the branched or unbranched alkyl radicals having from 1 to 20 carbon atoms or from 1 to 15 carbon atoms, there may be advantageously mentioned the methyl, ethyl, isopropyl, butyl, tert-butyl, hexyl, octyl, nonyl, 2-ethylhexyl and dodecyl radicals. Preferably, these radicals have from 1 to 12 carbon atoms.
When it is a lower radical, the alkyl radical generally comprises from 1 to 6 carbon atoms. There may be mentioned, as lower alkyl radical, the methyl, ethyl, propyl, isopropyl, butyl, tert-butyl and hexyl radicals.
Monohydroxyalkyl or polyhydroxyalkyl radical should be understood to mean a radical containing from 1 to 6 carbon atoms and from 1 to 5 hydroxyl groups.
Among the monohydroxyalkyl radicals, a radical preferably containing 1 or 3 carbon atoms, in particular the hydroxymethyl, 2-hydroxyethyl and 2- or 3-hydroxypropyl radicals, is preferred.
Among the polyhydroxyalkyl radicals, a radical having from 3 to 6 carbon atoms and from 2 to 5 hydroxyl groups, such as the 2,3-dihydroxypropyl, 2,3,4-trihydroxybutyl and 2,3,4,5-tetrahydroxypentyl radicals or the pentaerythritol residue, is preferred.
Among the aryl radicals, a phenyl, thiophene or pyridine radical, optionally substituted with at least one hydrogen atom, a hydroxyl radical, an alkyl radical, a nitro functional group, a methoxy group or an optionally substituted amine functional group, is preferred. The optionally substituted phenyl radical is preferred.
Amino acid residue is understood to mean in particular a residue derived from one of the amino acids such as lysine, glycine or aspartic acid, and peptide residue is understood to mean more particularly a dipeptide or tripeptide residue resulting from the combination of amino acids.
Among the amino sugar residues, there may be mentioned the residues derived from glucosamine, galactosamine and mannosamine.
Heterocycle is preferably understood to mean a piperidino, morpholino, pyrrolidino or piperazino radical, optionally substituted at the 4-position with a C.sub.1 -C.sub.6 alkyl or polyhydroxyalkyl radical as defined above.
Among the alkoxy radicals having from 1 to 10 carbon atoms, there may be mentioned in particular the methoxy, ethoxy, isopropoxy, hexyloxy and decyloxy radical.
Among the lower acyloxy radicals, there are understood radicals having from 1 to 4 carbon atoms, such as for example the acetyloxy or propionyloxy radicals.
Cycloaliphatic radical is understood to mean a cyclic or polycyclic alkane radical containing from 1 to 10 carbon atoms, optionally substituted with one or more halogen atoms or one or more hydroxyl radicals. There may be mentioned in particular the adamantyl or 1-methylcyclohexyl radicals.
The preferred thiocy

REFERENCES:
patent: 5455248 (1995-10-01), Dehaven-Hudkins
Database Medline, US National Library of Medicine (NLM), Bethesda, MD, an: 96178020, Shalita A. et al, "A comparison of the efficacy and safety of adapalene gel 0.1% and treatment gel 0.0025 % in the treatment of acne vulgaris: a multicenter trial" XP002035679 & J M Acad Dermatol, vol. 34, No. 3, Mar. 1996, pp. 482-485.

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