Novel aryl-chloro-ethyl ureas

Details Novel aryl-chloro-ethyl ureas Novel aryl-chloro-ethyl ureas

C - Chemistry, Metallurgy

07

C

C07C 275/28 (2006.01) A61K 31/17 (2006.01) A61K 31/275 (2006.01) C07C 275/34 (2006.01) C07C 317/42 (2006.01) C07C 323/44 (2006.01)

Patent

CA 2268588

Described herein are novel 1-aryl-3-(2-chloroethyl)ureas derivatives. These derivatives are useful anticancer agents having excellent specifity towards cell targets and potent antineoplastic activity without systemic toxicity or mutagenicity. More specifically, the invention is directed to novel derivatives of the following formula: Image wherein R1 is C1-C6 lower alkyl, C3-C7 cycloalkyl, C1-C6 lower alkoxy, C1-C6 hydroxy alkyl, or C1-C6 lower halide; R2 is H, C1-C6 lower alkyl, C3-C7 cycloalkyl, C1-C6 lower alkoxy, C1-C6 hydroxy alkyl or C1-C6 lower halide, di-halide or tri-halide; R1 and R2 may also be part of cyclic structures expressed by the formula: Image R3 and R4 are as defined in R5 or, halide, di-halide, trihalide, C1-C7 lower dialkyl, or alicyclic groups of the following structure -25- Image wherein n = 2 to 8 carbon atoms, said alicyclic ring can be substituted by one or more groups as defined in R5; or polycyclic rings bearing not more than three rings wherein the rings other than the ring bearing the substituted 2-chloroethylamino moiety can be substituted by one or more groups as defined in R5; R5 is H, C1-C7 lower alkyl, C1-C7 lower alkoxy, C1-C7 hydroxy alkyl, C1-C7 amino alkyl, C1-C6 thio alkyl, C1-C5 S-lower alkyl, C1-C7 N-lower alkyl, C1-C7 N,N-dilower alkyl, C1-C7 lower cyanoalkyl, C1-C7 lower haloalkyl, C1-C7 lower sulfoxide or C3-C7 cycloalkyl; or a prodrug thereof. Also disclosed are pharmaceutical compositions containing the compounds of the invention in conjunction with a pharmaceutically acceptable carrier and the use of the compositions in treating cancer.

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