Patent ID: 6511670
Filing Date: 2003-01-28
Classification: A61K,A61P,A61Q,C07C,Y10S

Abstract:
A (poly)thiaalkynoic compound having the structural formula (I):R1â€”Yâ€”CH2â€”Câ‰¡Câ€”CH2â€”Sâ€”CH2â€”R2 in which Y is (a) an â€”S(O)t radical, wherein t is an integer equal to 0, 1 or 2, (b) a â€”CH2â€” radical, (c) a â€”Câ‰¡Câ€” radical, or (d) a â€”CH&boxH;CHâ€” radical; R1 is a linear or branched alkyl radical having from 1 to 18 carbon atoms which is optionally substituted with one or more halogen atoms, a linear or branched alkenyl radical having from 2 to 18 carbon atoms, or a linear or branched alkynyl radical having from 2 to 8 carbon atoms, with the proviso that such R1 radical may comprise one or more oxygen atoms and/or nitrogen atoms and/or sulfur atoms, with the further provisos, that when Y is (b), then R1 has a number of atoms ranging from 1 and 12, inclusive, that when Y is (c), then R1 has a number of atoms ranging from 1 and 10, inclusive, and that when Y is different from (b) and R1 is an unsaturated radical or comprises a heteroatom, then the unsaturation and/or the heteroatom of R1 cannot be at the a position with respect to Y; R2 is (a) a tetrazolyl radical of formula: (b) a nitrile radical, (c) an oxazolinyl radical of the formula: (d) a â€”CH2OR3 radical, (e) a â€”COâ€”R4 radical, wherein R3 and R4 are defined below; R3 is a hydrogen atom, a lower alkyl radical, a monohydroxyalkyl radical having from 1 to 6 carbon atoms, or a polyhydroxyalkyl radical having from 2 to 6 carbon atoms, a cycloaliphatic radical having from 3 to 6 carbon atoms, or a tetrahydropyranyl radical; R4 is (a) a hydrogen atom, (b) a lower alkyl radical, (c) an â€”NRâ€²(Râ€³) radical, wherein Râ€² and Râ€³ are as defined below, or (d) an â€”OR5 radical, wherein R5 is as defined below; R5 is (a) a hydrogen atom, (b) a linear or branched alkyl radical having from 1 to 18 carbon atoms, (c) a monohydroxyalkyl radical having from 1 to 6 carbon atoms, (d) a polyhydroxyalkyl radical having from 2 to 6 carbon atoms and comprising from 2 to 5 hydroxyl groups, (e) an aryl radical, (f) an aralkyl radical which is optionally substituted with one or more linear or branched alkyl radicals having from 1 to 18 carbon atoms, one or more â€”COâ€”Râ€²â€³ radicals, or one or more â€”Oâ€”Râ€²â€³ radicals, wherein Râ€²â€³ is as defined below; Râ€² and Râ€³, which may be identical or different, are each a hydrogen atom, a lower alkyl radical, an alkenyl radical having from 3 to 4 carbon atoms, a cycloaliphatic radical having from 3 to 6 carbon atoms, an aryl or aralkyl radical which is optionally substituted, an amino acid or amino sugar residue, with the proviso that Râ€² and Râ€³ may together form a heterocycle; and Râ€²â€³ is a hydrogen atom, or a linear or branched alkyl radical having from 1 to 18 carbon atoms; and the pharmaceutically/cosmetically acceptable salts, esters, amides and optical and geometric isomers thereof.