Heterocyclic compounds which are gaba-agonists and...

C - Chemistry – Metallurgy – 07 – D

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C07D 498/04 (2006.01) C07D 211/62 (2006.01) C07D 211/78 (2006.01) C07D 491/10 (2006.01)

Patent

CA 1107736

- 1 - Abstract. The compound Ia Image Ia (4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridine-3-ol) has been shown to possess GABA-related activity. The invention relates to Ia and derivatives thereof, covered by the formula I Image VII in which R" is hydrogen, acetyl or a group of the general formula VII Image VII in which R5 is C1-8 alkyl; phenyl; phenyl substituted in the 4-position with halogen, lower alkoxy, or lower alkyl; or phenyl- alkyl in which the phenyl group may be substituted in the 4-posi- tion with halogen, lower alkoxy, or lower alkyl; and salts there- of. Novel intermediates for preparing I are - la - Image IV in which Alk is a lower alkyl group and Z is hydrogen or an amino-protecting group; Image VIII' wherein Z is hydrogen or an amino-protecting group, T is a group convertible, by hydrolysis, into an oxy group, and Q is a leaving group which, on reaction with hydroxylamine, forms a hydroxamic acid group; Image IX' wherein Z and T are as defined above; Image V wherein Z is as defined above, and W is hydrogen or a group removable to yield the free hydroxy group, with the proviso that at least one of Z and W is different from hydrogen.

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