9h-pyrrolo[2,3-b: 5,4-c'] dipyridine azacarboline...

C - Chemistry – Metallurgy – 07 – D

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C07D 471/14 (2006.01) A61K 31/4375 (2006.01) A61K 35/00 (2006.01) C07D 207/34 (2006.01) C07D 213/24 (2006.01)

Patent

CA 2756152

The invention relates to novel 9H-pyrrolo[2,3-b: 5,4-c'] dipyridine azacarbolines of formula (I), where: Z2, Z3, and Z4 are CH, CRa, CRs, or N; R3 is H, Hal; CF3, CHF2; OH, alkoxy; NH2, NH (alkyl), N(alkyl)2; C(O)O alkyl; CONH(alkyl), CON(alkyl)2; C1-C10 alkyl; aryl; heteroaryl; R6 is heteroaryl; Ra is CONH2, CONH alkyl, CONH cycloalkyl; CONH heterocycloalkyl; CON(alkyl)2; CON(alkyl)(heterocycloalkyl); CONHN(alkyl)2; C(O)heterocycloalkyl; Rs is H; Hal, OH; O-alkyl(C1-C10); NH2; N(alkyl(C1-C10) or cycloalkyl(C3-C7))2; NHC(O)R3a; N(alkyl(C1-C10)C(O)R3a; NHS(O2)R3a; N(alkyl(C1-C10)S(O2)R3a; CO2R3a; SR3a; S(O)R3a; S(O2)R3a; Ra and Rs optionally form a cycle; R3a is selected from among Hal, CF3, C1-C10 alkyl; C3-C7 cycloalkyl; C2-C6 alkenyl; C2-C6 alkynyl; OH; O-alkyl(C1-C10); (C3-C7); heterocycloalkyl (C3-C7); NH2; NH-(alkyl(C1-C10) or cycloalkyl(C3-C7)); N(alkyl(C1-C10) or cycloalkyl(C3-C7))2; NH-(alkyl(C1-C10) or heterocycloalkyl(C3-C7)); N(alkyl(C1-C10) or heterocycloalkyl(C3-C7))2, as well as to the isomers and salts of said substances of formula (I) and to the therapeutic use thereof for treating cancer.

Nouvelles azacarbolines 9H-pyrrolo [2,3-b:5,4-c']dipyridine de formule (I) : avec Z2, Z3, Z4 représentent CH, CRa, CRs ou N; R3 représente H, HaI; CF3, CHF2;OH, alkoxy;NH2, NH(alkyle), N(alkyle)2; C(O)Oalkyle; C0NH(alkyle),C0N(alkyle)2; C1 -C10 alkyle; aryle; hétéroaryle; R6 représente hétéroaryle; Ra représente CONH2, CONHalkyle,CONHcycloalkyle; CONHhétérocycloalkyle; CON(alkyle)2; CON(alkyle)(hétérocycloalkyle); CONHN(alkyle)2; C(O)hétérocycloalkyle; Rs représente H;Ha1, OH; 0-alkyle(C1 - C10); NH2; N(alkyle(C1 -C10) ou cycloalkyle(C3-C7))2; NHC(O)R3a; N(alkyle(C1 - C10)C(O)R3a; NHS(O2)R3a; N(alkyle(C1 -C10)S(O2)R3a; CO2R3a; SR3a; S(O)R3a;S(O2)R3a; Ra et Rs forment éventuellement un cycle; ??R3a étant choisi parmi HaI, CF3, C1 -C10 alkyle; C3- C7 cycloalkyle; C2-C6 alkenyle; C2-C6 alkynyle; OH; O-alkyle(C1 -C10); (C3-C7); hétérocycloalkyle (C3-C7); NH2; NH- (alkyle(C1 -C10) ou cycloalkyle(C3-C7)); N(alkyle(C1 -C10) ou cycloalkyle(C3-C7))2; NH-(alkyle(C1 -C10) ou hétérocycloalkyle (C3-C7)); N(alkyle(C1 -C10) ou hétérocycloalkyle (C3-C7))2; ainsi que les isomères et sels desdits produits de formule (I) et leur application en thérapeutique pour le traitement du cancer.

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