Diazabicyclooctane derivatives and therapeutic uses thereof

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 487/08 (2006.01) A61K 31/4995 (2006.01) A61K 31/551 (2006.01) C07D 471/08 (2006.01)

Patent

CA 2354605

The present invention provides diazabicyclooctane derivatives of formula (I): Image and pharmaceutically acceptable salts thereof, wherein the group Image R1 and R2 are selected independently from H, (C1-C6)alkyl, (C1-C6)fluoroalkyl, halogen (e.g., F, Cl, Br, I), cyano, nitro, O-(C1-C6)alkyl, O-(C1-C6)fluoroalkyl, - NHC(O)R4 and -OR5, where R4 and R5 are selected independently from H, (C1-C6)alkyl, and a 5- to 7- membered aryl or heteroaryl ring, or R1 and R2 together with the atoms to which they are attached, form a carbocyclic 5- or 6-membered ring or a heterocyclic 5- or 6-membered ring; and R3 is selected from the group consisting of H, (C1-C6)alkyl, (CH2)m-aryl or (CH2)m-heteroaryl, wherein m is an integer from 1 to 4, each aryl or heteroaryl group optionally substituted with Cl, Br, CN, CF3, O-(C1-C6)alkyl, (C1-C6)alkyl, sulfonyl(C1- C6)alkyl, -CO(C1-C6)alkyl, -CONH2, -CONH(C1-C6)alkyl, -CON((C1-C6)alkyl)2, or CH(OH)(C1- C6)alkyl. The invention also relates to pharmaceutical compositions of a compound of formula (I), and methods of use thereof in the treatment of diseases, conditions or disorders of the central nervous system. Further, the present invention is also directed to processes for the preparation of compounds of formula (I) and intermediates useful therefor.

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