HETEROCYCLIC COMPOUNDS USED IN TREATMENT OF AGE AND DIABETIC VASCULAR COMPLICATION Russian patent published in 2007 - IPC C07D409/04 C07D413/14 A61K31/4439 A61P3/10 A61P7/06 A61K8/49 

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to a novel class of 5-membered heterocyclic compounds of the general formula (I): or cosmetically acceptable salts. Invention describes a compound represented by the formula (I) and its pharmaceutically or cosmetically acceptable salt wherein R₁ is chosen from linear or branched (C₁-C₁₂)-alkyl, (C₃-C₇)-cycloalkyl, phenyl, naphthyl, C₃-, C₄-, C₅- or C₈-heteroaryl wherein one or some heteroatoms when they present are chosen independently from oxygen (O), nitrogen (N) or sulfur (S) atom and substituted optionally wherein substitutes are chosen from the first group comprising halogen atom, hydroxy0, nitro-, cyano-, amino- oxo-group and oxime, or from the second group comprising linear or branched (C₁-C₈)-alkyl wherein a substitute from indicated second group is optionally substituted with R₁₀, or wherein heteroaryl is substituted with -CH₂-C(O)-2-thienyl; Y is absent or chosen from the group consisting of (C₁-C₁₂₎-alkyl-Z or (C₂-C₈)-alkyl wherein Z is chosen from sulfur, oxygen or nitrogen atom; A and B are chosen independently from nitrogen atom (N), -NH, -NR₆, sulfur, oxygen atom to form heteroaromatic ring system; R₂, R₃ and R₄ are chosen independently from the first group comprising hydrogen, halogen atom, or R₃ and R₄ form phenyl ring in adjacent positions; R₅ is absent or chosen from the group comprising -CH₂-phenyl, -CH₂(CO)R₇, -CH₂(CO)NHR₈ and -CH₂(CO)NR₈R₉ that are substituted optionally with R₁₀; R₆, R₇, R₈ and R are chosen independently from the group comprising linear or branched (C₁-C₈)-alkyl, (C₃-C₇)-cycloalkyl, C₅-heterocycloalkyl, benzylpiperidinyl, phenyl, naphthyl, heteroaryl, alkylheteroaryl, adamantyl, or R₈ and R₉ form piperidine ring, and R means 3,4-ethylenedioxyphenyl wherein substitutes in indicated group are substituted optionally with R₁₀, and heteroaryl means C₃-, C₄-, C₅- or C₈-heteroaryl wherein one or some heteroatom when they present are chosen independently from O, N or S; R₁₀ is chosen from halogen atom, hydroxy-, nitro-, cyano-, amino-, oxo-group, perhalogenalkyl-(C₁-C₆) or oxime; X means halide ion under condition that when groups/substitutes present at the same or at adjacent carbon or nitrogen atoms then can form optionally 5-, 6- or 7-membered ring optionally containing one o some double bonds and containing optionally one or some heteroatoms chosen from O, N or S. Also, invention describes a method for synthesis of these compounds, their therapeutic and cosmetic using, in particular, in regulation of age and diabetic vascular complications. Proposed compounds show effect based on the triple effect as agent destroying AGE (terminal products of enhanced glycosylation), inhibitors of AGE and scavengers of free radicals that do their suitable in different therapeutic and cosmetic using. Also, invention relates to pharmaceutical and cosmetic compositions comprising these compounds and to methods for treatment of diseases caused by accumulation of AGE and/or free radicals in body cells. Invention provides synthesis of novel compounds possessing useful biological properties.

EFFECT: valuable medicinal properties of compounds.

73 cl, 4 tbl, 63 ex