Cyclopropenone derivatives

C - Chemistry – Metallurgy – 07 – C

Patent

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C07C 271/20 (2006.01) A61K 31/00 (2006.01) C07C 237/08 (2006.01) C07C 237/18 (2006.01) C07C 237/22 (2006.01) C07C 271/22 (2006.01) C07C 271/24 (2006.01) C07C 271/34 (2006.01) C07C 271/52 (2006.01) C07C 271/54 (2006.01) C07C 275/16 (2006.01) C07C 275/24 (2006.01) C07C 275/28 (2006.01) C07C 275/30 (2006.01) C07C 311/06 (2006.01) C07C 311/14 (2006.01) C07C 311/19 (2006.01) C07C 311/29 (2006.01) C07C 311/37 (2006.01) C07C 317/44 (2006.01) C07C 323/49 (2006.01) C07C 323/60 (2006.01) C07D 211/62 (2006.01) C07D 21

Patent

CA 2072416

A novel cyclopropenone derivative of formula (I) (see formula I) wherein R1 is hydrogen atom, R12-CO-, R12-O-CO-, R12-NH-CO- or R12-SO2- ( in which R12 is an optionally substituted C1-C20 alkyl group; C3-C15 cycloalkyl group; optionally substituted C6-C14 aryl group or optionally substituted heterocyclic group) ; R2, R4 and R6 each is independently hydrogen atom or an optionally substituted C1-C10 alkyl group; R3, R5 and R7 each is independently hydrogen atom, an optionally substituted C1-C20 alkyl group; R8 is hydrogen atom or C1-C20 alkyl group; R7 and R8 taken together may form C3-C15 cycloalkyl group; R9 is hydroxy group or C2-C10 acyloxy group; R10 is hydrogen atom; or R9 and R10 taken together may form oxo group; R11 is hydrogen atom, an optionally substituted C1-C20 alkyl group, C3-C15 cycloalkyl group, C2-C20 alkenyl group, optionally substituted C6-C14 aryl group, optionally substituted C7-C20 aralkyl group, optionally substituted heterocyclic group or -C(R13)(R14)-OH (in which R13 and R14 each is independently hydrogen atom, C1-C20 alkyl group, optionally substituted C7-C20 aralkyl group or optionally substituted C6-C14 aryl group, or R13 and R14 taken together may form C3-C15 cycloalkyl group) ; and n is 0 or 1 or a pharmaceutically acceptable salt thereof which possesses a potent inhibitory activity against thiol protease such as papain, cathepsin B, cathepsin H, cathepsin L, calpain or the like with excellent properties regarding oral absorbance, tissue transference and cell membrane permeability, and are clinically useful in the treatment of various diseases such as muscular dystrophy, amyotrophy. Also provided are a process for producing the compound (L) and a pharmaceutical composition containing the same.

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