Novel n-hydroxyalkyl-substituted 1,2,3,6-tetrahydropyridine...

C - Chemistry – Metallurgy – 07 – D

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C07D 211/18 (2006.01) A61K 31/44 (2006.01) C07D 211/14 (2006.01) C07D 211/52 (2006.01) C07D 211/70 (2006.01) C07D 401/10 (2006.01)

Patent

CA 2123216

2123216 9311107 PCTABS00022 The invention relates to novel N-hydroxy-substituted 1,2,3,6-tetrahydropyridine and piperidine derivatives of formula (I) wherein A stands for hydrogen or halogen; alkoxy; cyano; phenyl; phenyl monosubstituted by halogen; benzyl; benzyl monosubstituted by halogen; 2-phenylethyl monosubstituted by halogen on the phenyl moiety; or 2-picolyl group; B represents hydrogen; alkoxy or nitro group; D represents hydrogen or halogen; or alkoxy group; or B and D together stand for a -CH=CH-CH=CH- group; R represents hydrogen; alkyl or phenyl group; G is hydrogen; I stands for hydrogen or hydroxy group; or G and I together represent a single chemical bond; E stands for hydrogen or halogen; alkoxy or trifluoromethyl group; and m is 0, 1 or 2, with the proviso that: m is 0 or 2, or both G and I mean hydrogen, when A stands for benzyl or halogen-monosubstituted benzyl group; and m is 1, when A stands for 2-picolyl group, as well as their acid addition salts. The invention further relates to pharmaceutical compositions containing these compounds as active ingredients as well as to a process for the preparation of compounds of formula (I) and their intermediates. The compounds of formula (I) are useful for enhancing the tolerance of mammals (including man) against hypoxic and/or ischaemic states as well as for treating the degenerative and functional disturbances arising from hypoxic and/or ischaemic insults.

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