Kovalenko S. Synthesis, structure and properties of derivatives of 3,4,5,6 tetrahydro-2H-2,6-methano-1,3-benzoxazocine, 2H-2,6-methano-1,3,5-benzoxadiazocine, 2H-2,6-epimino-1,5-benzoxazocine

The synthesis of novel 5-benzoyl-, 5 cinnamoyl-, 5 arylsulfonyl-, 5 sulfamido , 5-(1,3-benzothiazol-2-yl)-2,6-methano-3,4,5,6-tetrahydro-2Н-1,3-benzoxazocine-4-ones was conducted. The new approach to 5-unsubstituted 2,6-methano-3,4,5,6-tetrahydro-2Н-1,3-benzoxazocine-4-thione has been developed. The derivatives of 2,6 methano-1,3,5-benzoxadiazocine were obtained in Biginelli reacton conditions. The methodology for synthesis of combinatorial libraries was obtained. The synthesis of amides of m- and p-(2-methyl-2,6-methano-4-oxo-3,4,5,6-tetrahydro-2Н-1,3,5-benzoxadiazocine-3-yl)-benzoic acids has been performed. The reaction of acylation of -aryl-2-methyl-4-thioxo-3,4,5,6-tetrahydro-2Н-2,6-methano-1,3,5-benzoxadiazocines and their 4 oxoanalogues was conducted. The multicomponent condensation of salicylic aldehyde, N-methylpiperidone in the excess of methylamine and in its absence has been studied. The revealing of area of biological activity of synthesized compounds based on self-organizing Kohonen maps has been described. High-throughput screening allowed to identify 7,8-benzo-5-(1,3-benzothiazol-2-yl)-2,6-methano-3,4,5,6-tetrahydro-2Н-1,3-benzoxazocine-4-one as potent inhibitor of ABL-kinase (IC50 = 12,9 ?М). The activity of synthesized compounds against agents of different tropical diseases was studied.