Piperazine and homopiperazine derivatives, pharmaceutical...

C - Chemistry – Metallurgy – 07 – D

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C07D 475/08 (2006.01) A61K 31/495 (2006.01) A61K 31/55 (2006.01) C07D 237/20 (2006.01) C07D 239/50 (2006.01) C07D 239/95 (2006.01) C07D 403/14 (2006.01) C07D 475/06 (2006.01)

Patent

CA 2098562

NOVEL PIPERAZINE AND HOMOPIPERAZINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND PROCESS FOR PREPARING THE SAME Institute for Drug Research, Budapest Abstract This invention relates to novel compounds of the general formula (I) and the pharmaceutically acceptable acid addition salts thereof. In the general formula (I) Image (I) Lip stands for hydrogen; C10-20 alkyl; C10-20 alkanoyl or C10-20 alkenoyl; trityl optionally substituted by halogen; adamantyl; 1- or 2-naphthyloxy or oxo-substituted tetrahydronaphthyloxy; or an amine protective group commonly used e.g. in the peptide chemistry; A1 and A2 are selected independently from the group consisting of a single bond and C2-3 alkylene optionally substituted by hydroxy or oxo; n is 1 or 2; and Het represents a group of the general formula (a), Image (a) wherein R1 is amino or 1-pyrrolidinyl; or a 4-chloro-3-oxo-2,3-dihydro-5-pyridazinyl group of the formula (b); Image (b) or a 4-amino-6,7-dimethoxy-2-quinazolinyl group of the formula (c); Image (C) or a 4,7-diamino-6-phenyl-2-pteridinyl group of the formula (d); Image (d) or a 2,7-diamino-6-phenyl-4-pteridinyl group of the formula (e); Image (e) or a 2,4,7-triamino-6-pteridinylcarbonyl group of the formula (f); Image (f) or a group of the general formula (g); Image (g) wherein X means oxygen, sulfur or nitrogen optionally substituted by lower alkyl, with the first proviso that when Het stands for a group of the general formula (a) and both A1 and A2 mean single bonds then Lip may not be hydrogen; with the second proviso that when Lip is different from naphthyloxy or oxo-substituted tetrahydronaphthyloxy then Al means a single bond; with the third proviso that when Lip represents naphthyloxy or oxo-substituted tetrahydronaphthyloxy then A1 may not be a single bond, as well as with the fourth proviso that A1 and A2 cannot simultaneously stand for C2 - 3 alkylene optionally substituted by hydroxy or oxo. The compounds of the general formula (I) inhibit the lipid peroxidation and therefore, they are useful for the treatment or prevention of diseases and conditions wherein the inhibition of lipid peroxidation is desirable.

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