Anti-cancer compounds containing cyclopentaquinazoline ring

Details Anti-cancer compounds containing cyclopentaquinazoline ring Anti-cancer compounds containing cyclopentaquinazoline ring

C - Chemistry, Metallurgy

07

D

C07D 403/12 (2006.01) A61K 31/505 (2006.01) A61K 31/513 (2006.01) A61K 38/05 (2006.01) C07D 239/70 (2006.01) C07D 401/12 (2006.01) C07D 403/14 (2006.01) C07D 409/12 (2006.01) C07D 417/12 (2006.01) C07F 7/10 (2006.01) C07K 5/02 (2006.01) C07K 5/06 (2006.01)

Patent

CA 2187449

Cyclopentaquinazoline of formula (I), wherein R1 is hydrogen, amino, C1-4 alkyl, C1-4 alkoxy, C1-4 hydroxyalkyl or C1-4 fluoroalkyl; wherein R2 is hydrogen, C1-4 alkyl, C3-4 alkenyl, C3-4 alkynyl, C2-4 hydroxyalkyl, C2-4 halogenoalkyl or C1-4 cyanoalkyl; Ar1 is phenylene, thiophenediyl, thiazolediyl, pyridinediyl or pyrimidinediyl which may optionally bear one or two substituents selected from halogeno, hydroxy, amino, nitro, cyano, trifluoromethyl, C1-4 alkyl and C1-4 alkoxy; and wherein R3 is a group of the formula: -A1-Ar2-A2-Y1, in which A1 is a bond between the .alpha.-carbon atom of the group -CONHCH(CO2H)- and Ar2 or is a C1-2 alkylene group; Ar2 is phenylene, tetrazoldiyl, tiophenediyl, thiazolediyl, pyridinediyl or pyrimidinediyl which in the case of phenylene may optionally bear one or two substituents on the ring selected from halogeno, nitro, C1-4 alkyl and C1-4 alkoxy; A2 is a C1-3 alkylene or C2-3 alkenylene group; and a pharmaceutically acceptable salt or ester thereof are of therapeutic value particularly in the treatment of cancer.

Cyclopentaquinazoline représenté par la formule (I), dans laquelle R?1¿ représente hydrogène, amino, alkyle C¿1-4?, alcoxy C¿1-4? , hydroxyalkyle C¿1-4? ou fluoroalkyle C¿1-4?; dans laquelle R?2¿ représente hydrogène, alkyle C¿1-4?, alcényle C¿3-4?, alcynyle C¿3-4?, hydroxyalkyle C¿2-4?, alogénoalkyle C¿2-4? ou cyanoalkyle C¿1-4?; Ar?1¿ représente phenylène, thiophénediyle, thiazolediyle, pyridinediyle ou pyrimidinediyle pouvant éventuellement porter un ou deux substituants sélectionés à partir de halogéno, hydroxy, amino, nitro, cyano, trifluorométhyle, alkyle C¿1-4? et alcoxy C¿1-4?; et dans laquelle R?3¿ représente un groupe de formule: -A?1¿-Ar?2¿-A?2¿-Y?1¿, dans laquelle A?1¿ représente une liaison entre l'atome de .alpha.-carbone du groupe -CONHCH(CO¿2?H) et un groupe alkylène C¿1-2?; Ar?2¿ représente phénylène, tétrazoldiyle, tiophénediyle, thiazolediyle, pyridinediyle ou pyrimidinediyle qui, dans le cas de phénylène, peut éventuellement porter un ou deux substituants sur le noyau sélectionnés à partir de halogéno, nitro, alkyle C¿1-4? et alcoxy C¿1-4?; A?2¿ représente un groupe alkylène C¿1-3? ou alkénylène C¿2-3?; ainsi qu'un de ses sels ou de ses esters présentant une valeur thérapeutique, en particulier, dans le traitement du cancer.

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