Fluorinated amino-butyric acid and diaminobutane derivatives

C - Chemistry – Metallurgy – 07 – D

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260/506, 260/543

C07D 209/48 (2006.01) C07C 271/22 (2006.01)

Patent

CA 1181085

ABSTRACT OF THE DISCLOSURE Novel fluorinated aminobutyric acid and diamino-butane derivatives are inhibitors of gamma-aminobutyric acid transaminase and have the following general formula I:- Image Formula I wherein:- Y represents hydrogen or fluorine; Z represents -CH2NR1R2, where R1 and R2 are as defined below, or -COR3 where R3 is as defined below; Ra represents hydrogen or R4, where R4 is as defined below; R1 represents hydrogen, C1-C8 alkyl or phenyl-C1-C4 alkyl; R2 represents hydrogen, C1-C8 alkyl, phenyl- C1-C4 alkyl or, when Ra is hydrogen, R4, where R4 is as defined below; R3 represents hydroxy; or when Ra is hydrogen, C1-C8 alkoxy, -NR5R6, where R5 and R6 are as defined below, or an aminocarboxylic acid residue derived by removal of a hydrogen atom from the amino moiety of an L-aminocarboxylic acid; each R4 independently represents C2-C5 alkylcarbonyl, phenylcarbonyl, phenyl-(C1-C4 alkyl)carbonyl, or an aminocarboxylic acid residue derived by removal of an hydroxy group from the carboxy moiety of an L-aminocarboxylic acid; R5 and R6 independently represent hydrogen or C1-C4 alkyl; and p represents 1 or 2.

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