Patent ID: 6569858
Filing Date: 2003-05-27
Classification: A61P,C07H

Abstract:
A compound selected from those of formula (I): wherein:R1 and R2, which may be identical or different, each independently of the other represents a group of formula U-V wherein: U represents single bond, or linear or branched (C1-C6)alkylene which is optionally substituted by one or more, identical or different, groups selected from halogen, and hydroxy, and/or which contains optionally one or more unsaturated bonds, V represents a group selected from hydrogen, halogen, cyano, nitro, azido, linear or branched (C1-C6)alkyl, aryl, aryl-(C1-C6)alkyl in which alkyl is linear or branched, hydroxy, linear or branched (C1-C6)alkoxy, aryloxy, aryl-(C1-C6)-alkoxy in which alkoxy is linear or branched, formyl, carboxy, aminocarbonyl, NRaRb, â€”C(O)-T1, â€”C(O)â€”NRa-T1, â€”NRaâ€”C(O)-T1, â€”Oâ€”C(O)-T1, â€”C(O)â€”O-T1, â€”O-T2-NRaRb, â€”O-T2-ORa, â€”O-T2-CO2Ra, â€”NRa-T2-NRaRb, â€”NRa-T2â€”ORa, â€”NRa-T2-CO2Ra, and â€”S(O)nâ€”Ra, wherein: Ra and Rb, which may be identical or different, each represents a group selected from hydrogen, linear or branched (C1-C6)alkyl, aryl, and aryl-(C1-C6)alkyl in which alkyl is linear or branched, T1 represents a group selected from linear or branched (C1-C6)alkyl, aryl, aryl (C1-C6)alkyl in which alkyl is linear or branched, and linear or branched (C1-C6)alkylene substituted by a group selected from â€”ORa, â€”NRaRb, â€”CO2Ra, â€”C(O)Ra, and â€”C(O)NRaRb wherein Ra and Rb are as defined hereinbefore, T2 represents linear or branched (C1-C6)alkylene, n represents an integer from 0 to 2 inclusive, G represents oxygen, or NR3 wherein R3 represents a group selected from hydrogen, linear or branched (C1-C6)alkyl, aryl, aryl-(C1-C6)alkyl in which alkyl is linear or branched, cycloalkyl, cycloalkyl-(C1-C6)alkyl in which alkyl is linear or branched, â€”ORa, â€”NRaRb, â€”O-T2-NRaRb, â€”NRa-T2-NRaRb, (C1-C6)hydroxyalkyl-amino in which alkyl is linear or branched, di((C1-C6)-hydroxyalkyl)amino in which each alkyl is linear or branched, â€”C(O)â€”Ra, â€”NHâ€”C(O)â€”Ra, and linear or branched (C1-C6)alkylene substituted by one or more, identical or different, groups selected from halogen, cyano, nitro, â€”ORa, â€”NRaRb, â€”CO2Ra, â€”C(O)Ra, (C1-C6)hydroxyalkylamino in which alkyl is linear or branched, di((C1-C6)hydroxyalkyl)amino in which each alkyl moiety is linear or branched, and â€”C(O)â€”NHRa, the groups Ra, Rb and T2 being as defined hereinbefore, X represents a group selected from hydrogen, hydroxy, linear or branched (C1-C6)alkoxy, mercapto, and linear or branched (C1-C6)alkyl-thio, Y represents hydrogen, or X and Y, together with carbon carrying them, form carbonyl, X1 represents a group selected from hydrogen, hydroxy, linear or branched (C1-C6)alkoxy, mercapto, and linear or branched (C1-C6)alkyl-thio, Y1 represents hydrogen, or X1 and Y1, together with carbon carrying them, form carbonyl, R4 and R5, which may be identical or different, each independently of the other represents a group selected from hydrogen, halogen, hydroxy, linear or branched (C1-C6)alkoxy, aryloxy, aryl-(C1-C6)alkoxy in which alkoxy is linear or branched, linear or branched (C1-C6)alkyl, aryl-(C1-C6)alkyl in which alkyl is linear or branched, aryl, amino (itself being optionally substituted by one or two, identical or different, groups selected from linear or branched (C1-C6)alkyl, aryl, and aryl-(C1-C6)alkyl in which alkyl is linear or branched), azido, â€”N&boxH;NRa (wherein Ra is as defined hereinbefore), and â€”Oâ€”C(O)-Rc wherein Rc represents linear or branched (C1-C6)alkyl (optionally substituted by one or more groups selected from halogen, hydroxy, amino, linear or branched (C1-C6)alkylamino, and di-(C1-C6)alkyl-amino in which each alkyl moiety is linear or branched), aryl, aryl-(C1-C6)-alkyl in which alkyl is linear or branched, and cycloalkyl, R6 represents a group of formula â€”U1-R4 wherein U1 represents single bond, or methylene, and R4 is as defined hereinbefore, or R4, R5, and R6 taken in pairs in adjacent or non-adjacent positions form with carbon carrying them a ring having from 3 to 6 ring members, having one, or two oxygen, with the remaining group R4, R5 or R6 that does not belong to the ring having any one of the definitions of R4, R5, or R6 given hereinbefore, its optical isomers, and pharmaceutically-acceptable acid or base addition salts thereof, provided that the compound of formula (I) is other than the following compounds: 1,11-dichloro-12,13-[1,2-(4-O-methyl-&bgr;-D-mannopyranosyl)]-6,7,12,13-tetrahydro-(5H)-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione, 12,13-[1,2-(4-O-methyl-&bgr;-D-mannopyranosyl)-6,7,12,13-tetrahydro-(5H)-indolol[2,3-a]-pyrrolo[3,4-c]carbazole-5,7-dione, 12,13-[1,2-(4-O-methyl-&bgr;-D-mannopyranosyl)-6,7,12,13-tetrahydro-(5H-indolo[2,3-a]-pyrrolo[3,4-c]carbazol-5-one, and 12,13-[1,2-(4-O-methyl-&bgr;-D-mannopyranosyl)-5,6,12,13-tetrahydro-(7H-indolo[2,3-a]-pyrrolo[3,4-c]-carbazol-7-one, it also being understood that: â€œcycloalkylâ€  is understood to mean monocyclic or bicyclic, that is saturated or unsaturated, but without aromatic character, having from 3 to 10 carbon, being optionally substituted by one or more, identical or different, groups selected from halogen, linear or branched (C1-C6)alkyl, linear or branched (C1-C6)trihaloalkyl, hydroxy, linear or branched (C1-C6)alkoxy, and amino optionally substituted by one or two linear or branched (C1-C6)alkyl groups, â€œarylâ€  is understood to mean phenyl, naphthyl, dihydronaphthyl, tetrahydronaphthyl, indenyl, or indanyl, each of those groups being optionally substituted by one or more, identical or different, groups selected from halogen, linear or branched (C1-C6)-alkyl, linear or branched (C1-C6)trihaloalkyl, hydroxy, linear or branched (C1-C6)-alkoxy, and amino optionally substituted by one or two, linear or branched (C1-C6)alkyl.