BICYCLIC PYRIDINES AND ANALOGUES AS SIRTUIN MODULATORS Russian patent published in 2015 - IPC C07D471/04 C07D487/04 C07D519/00 A61K31/4985 A61K31/5365 A61K31/437 A61K31/4375 A61K31/55 A61K31/553 A61K31/551 A61P5/50 

FIELD: chemistry.

SUBSTANCE: invention relates to the field of organic chemistry, namely to a compound of formula (I), or its tautomer, or a pharmaceutically acceptable salt, where each of Z¹ and Z²: N and CR, where at least, one of Z¹ and Z² represents CR, and each R: H, C₁-C₄ alkyl and -N(R³)(R³); W: -O-, -N(C₁-C₄) alkyl and -C(R⁶)(R⁶) -, and each R⁶: H and C₁-C₄ alkyl, or two R⁶, bound with the same carbon atom, are taken together with the formation of =O, R¹: a phenyl and heterocycle, which represents a saturated or unsaturated 5-6-member monocyclic ring, containing 1-3 heteroatoms, selected from atoms N, S and O, or a 8-12-member bicyclic ring, each cycle of which is selected from a saturated, unsaturated and aromatic cycle, containing 1-2 nitrogen atoms, where R¹ is optionally substituted with one or more substituents, independently selected from halogen, C₁-C₄ alkyl, =O, fluorosubstituted C₁-C₂ alkyl, -O-R³, -(C₁-C₄ alkyl)-N(R³)(R³), -N(R³)(R³) and -C(O)-N(R³)(R³), R²: a phenyl and heterocycle, which represents an unsaturated 5-6-member monocyclic ring, containing 1-2 heteroatoms, selected from atoms N and O, or represents dihydrobenzofuranyl, where R² is optionally substituted with 1-2 substituents, independently selected from a halogen, -C≡N, C₁-C₄ alkyl, C₁-C₂ fluorosubstituted alkyl, -O-R³, -(C₁-C₄ alkyl)-N(R³)(R³) and -N(R³)(R³); each R³: -C₁-C₄ alkyl; or two R³ are taken together with a nitrogen atom, which they are bound with, with the formation of a 4-8-member unsaturated heterocycle, optionally containing one additional heteroatom, selected from N and O, where in case when R³ represents an alkyl, the said alkyl is optionally substituted with two -OH groups, and when two R³ are taken together with a nitrogen atom, which they are bound with, with the formation of a 4-8-member saturated heterocycle, the said saturated heterocycle is optionally substituted with fluorine by any carbon atom; and is substituted with hydrogen by any capable of substitution nitrogen atom; p equals 1, 2 or 3; X² is selected from -C(=O)-♣, -C(=O)-O-♣, -C(=O)-NH-♣, -S(=O)₂-NH-♣ and -C(=O)-NH-CR⁴R⁵-♣, where: ♣ represents a site, by which X² is bound with R¹; and each R⁴ and R⁵ represents hydrogen. The invention also relates to compounds of formulas (IV), (V), (VI), particular the compounds, a pharmaceutical composition based on the compound of formulas (I), (IV)-(VI) and to a method of treatment, based on the application of the said compounds.

EFFECT: novel heterocyclic compounds, possessing sirtuin-modelling activity are obtained.

26 cl, 2 tbl, 40 ex