Nitroaniline derivatives and their use as antitumor agents

C - Chemistry – Metallurgy – 07 – C

Patent

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C07C 237/30 (2006.01) A61K 31/16 (2006.01) A61K 31/195 (2006.01) A61K 31/245 (2006.01) A61K 31/275 (2006.01) C07C 229/60 (2006.01) C07C 255/58 (2006.01) C07C 291/04 (2006.01) C07C 309/64 (2006.01) C07C 309/66 (2006.01) C07C 311/38 (2006.01) C07C 311/39 (2006.01) C07C 327/42 (2006.01) C07C 327/48 (2006.01) C07D 295/13 (2006.01) C07D 295/135 (2006.01) C07D 295/192 (2006.01)

Patent

CA 2124315

The invention provides nitroaniline derivatives represented by general formula (I) where the nitro group is substituted at any one of the available benzene positions 2-6; where R and A separately represent the groups NO2, CN, COOR1, CONR1R2, CSNR1R2 or SO2NR1R2 and A is substituted at any one of the available benzene positions 2-6; where B represents N(CH2CH2halogen)2 or N(CH2CH2OSO2R3)2 substituted at any one of the available benzene positions; and where R1, R2 and R3 separately represent H, or lower alkyl optionally substituted with hydroxyl, ether, carboxy or amino functions, in- cluding cyclic structures, or R1 and R2 together with the nitrogen form a heterocyclic structure, and pharmaceutical prepara- tions containing them. These compounds have activity as hypoxia-selective cytotoxins, reductively-activated prodrugs for cytotoxins, hypoxic cell radiosensitisers, and anticancer agents.

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