FIELD: organic chemistry of heterocyclic compounds, pharmacy. SUBSTANCE: invention relates to novel condensed polycyclic heterocyclic compounds of the formula (I) and method of their synthesis. Compounds of the formula (I) show low toxicity and high antitumor activity and can be used in pharmaceutical industry. Compounds correspond to the general structural formula (I) where ring A means benzene optionally substituted with oxo-group or bicyclic condensed ring where at least one ring is aromatic ring and taken among the group including: (1) naphthalene optionally hydrogenated at one ring and/or optionally substituted with halogen atom, hydroxy-group, lower alkyl optionally containing hydroxy-group, lower alkoxy-group, nitro-group, amino-group, lower acyl, oxo-group, cyano-group, benzenesulfonamido-group, substituted lower alkyl and lower acylamino-group; (2) indene optionally hydrogenated at ring and/or optionally substituted with oxo-group; (3) benzofuran optionally hydrogenated at one ring and/or optionally substituted with hydroxy- or oxo-group in heterocyclic ring; (4) isobenzopyrane optionally hydrogenated and/or optionally substituted with oxo-group; (5) benzothiophene optionally substituted with oxo-group; (6) benzopyrane optionally hydrogenated and/or optionally substituted with oxo-group; (7) benzodioxol; (8) quinoline and isoquinoline optionally hydrogenated at heterocyclic ring and/or optionally substituted with oxo-group or lower alkyl; ring B means pyrrole, 4H-1,4-oxazine, 4H-1,4-thiazine or 4(1H)-pyridone; ring C means monocyclic or bicyclic aromatic ring taken among: (1) phenyl optionally substituted with halogen atom, hydroxy-group, lower alkoxy-group, lower alkyl, nitro-group or amino-group; (2) naphthyl and (3) quinolyl; Y means the group of the formula -e-f where e means lower alkylene and f means lower alkylamino-group, di-lower alkylamino-group, pyrrolidinyl, N-(dimethylamino)-ethyl-N-methylamino-group and N-(hydroxy-ethyl)-N-methylamino-group; or their pharmacologically acceptable salts. Compounds of the formula (I) or their pharmacologically acceptable salts are synthesized by interaction of compound of the formula (II) where rings Aa and Ca have values indicated for A and C where substituents can be protected; ring Ba means 4H-1,4-triazine, 4H-1,4-oxazine, 4(1H)-pyridone; fa has values of f indicated above; e has values indicated above with compound of the formula (III) where D and E are similar or distinct and mean protective group to be removed or groups if they are present from the end compound synthesized by method described. EFFECT: new compounds, improved method of synthesis. 9 cl, 2 tbl, 83 ex
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Authors
Dates
2001-05-27—Published
1996-05-31—Filed