SUBSTITUTED BICYCLIC IMDAZO-3-YLAMINES SUITABLE FOR REGULARING mGluR5-RECEPTOR Russian patent published in 2011 - IPC C07D471/04 A61K31/4188 A61P25/00 

FIELD: chemistry.

SUBSTANCE: present invention relates to novel derivatives of bicyclic imdazo-3-lylamines of general formula and corresponding physiologically transportable salts thereof, where A¹ denotes a nitrogen atom or a C-R^1a-group, A² denotes a nitrogen atom or a C-R^1b-group, A³ denotes a C-R^1c-group, A⁴ denotes a nitrogen atom or a C-R^1d-group, R^1a, R^1b, R^1c, R^1d independently denote hydrogen, halogen, -C(=O)-OR¹², -OR¹⁶, a straight or branched, saturated, unsubstituted or halogen-tri-substituted C_1-10-aliphatic residue, or an unsubstituted phenyl residue which can be bonded through a straight or branched C_1-5-alkylene group, or R^1b and R^1c or R^1c and R^1d together with a C-C-bridge bonded to them optionally form an unsubstituted annelated phenyl residue, R² and R³ independently denote hydrogen, -C(=O)-R^2b, (CH₂)_q -C(=O)-R²¹, where q equals 1, -(CH₂)_r- C(=O)-O-R²², where r equals 1, a straight or branched, saturated unsubstituted C_1-16-aliphatic residue, saturated, unsubstituted C_4-8-cycloaliphatic residue which can be bonded through a straight or branched C_1-5-alkylene group, or an unsubstituted or at least mono-substituted phenyl or heteroaryl residue which can be bonded through a straight or branched C_1-5-alkylene group, or R² and R³ together with the nitrogen atom with which they are bonded to as a ring member form a saturated heterocycloaliphatic residue which is piperidine or pyrrolidine, R¹², R¹⁶, R²⁰, R²¹ and R²² independently denote hydrogen, straight or branched, saturated C_1-4-aliphatic residue or an unsubstituted or at least mono-substituted phenyl residue, which can be bonded through a straight or branched C_1-5-alkylene group, M¹ denotes a phenyl or heteroaryl residue which can be substituted with an additional substitute which is methyl or -CH₂-CN, M² denotes an unsubstituted or at least mono-substituted phenyl or heteroaryl residue, wherein the heteroaryl is selected from a group consisting of the following residues: furyl (furanyl), thienyl (thiophenyl), imidazolyl, thiazolyl, pyrrolyl, pyridinyl, pyrimidinyl, pyrazinyl, indolyl and quinolyl, the expression "at least mono-substituted" in association with "phenyl" or "heteroaryl" relates to a phenyl or heteroaryl residue which can be substituted with 1 or 2 substitutes independently selected from a group comprising halogen, , -CN, -NO₂, -OH, -NH₂, -CH₂-NH₂, -C(=O)-OH, C₁-C₅alkyl, -CH₂-O-C₁-C₅alkyl, -C₂-C₅alkenyl, -S-C₁-C₅alkyl, -O-C₁-C₅alkyl, -CF₃, -O-CF₃, -NH-C₁-C₅alkyl, -N-(C₁-C₅alkyl)₂, -C(=O)-O-C₁-C₅alkyl, -C(=O)-H, -C(=O)-C₁-C₅alkyl, -NH-S(=O)₂-C₁-C₅alkyl, -NH-C(O)-C₁-C₅alkyl, -S(=O)₂-NH₂,-S(=O)₂-NH-C₁-C₅alkyl, -CH₂OH, -C(=O)-NH₂, -Si(phenyl)₂[C₁-C₅alkyl], (1,3)-dioxolanyl, phenyl and pyrrolyl. The invention also relates to methods of producing compounds of formula I, a medicinal agent based on compounds of formula I, use of compounds of formula I to prepare the medicinal agent.

EFFECT: obtaining novel derivatives of bicyclic imidazo-3-ylamines of general formula I, used to regulate the mGluR5-receptor.

30 cl, 3 tbl, 365 ex