4-(2'-Pyridylamino)-phenylacetic acid derivatives, process for their preparation, pharmaceuticals containing these compounds and their use.

摘要

The invention relates to novel 4-(2 min -pyridylamino)-phenylacetic acid derivatives of the formula I
<CHEM>

<??>Wherein R1 is hydrogen, a halogen, a lower alkyl having 1 to 3 carbon atoms, or nitro, R2 is hydrogen, a halogen, or a lower alkyl having 1 to 3 carbon atoms, R3 is hydrogen, a halogen, or a lower alkyl having 1 to 3 carbon atoms, R4 is hydrogen or a lower alkyl having 1 to 3 carbon atoms, R5 is hydrogen or -CH2CH2OR6 wherein R6 is lower alkyl having 2 or 3 carbon atoms and being substituted with 1 or 2 hydroxy groups, provided that R1 or R2 is not 4-halogen,
or pharmaceutically acceptable salts thereof, a process for their preparation (e.g. 2-[4-(2 min -pyridylamino)pehnyl] propionic acid (compound A) is prepared by reacting methyl 2-(4-amino -phenyl)propionate with 2-chloropyridine, followed by hydrolysis), pharmaceutcial composition containing these compounds, and their use as anti-inflammatory and analgesic agents. They have excellent anti-inflammatory and analgesic activities with an extremely weak ulcerogenicity in the gastrointestinal tract. Some of the compounds have superior inhibitory activity against chronic inflammation mediated by cellular immunity.
<??>In the figure the prophylactic effect on adjuvant-induced arthritis in rats is shown (vehicle control (line 1), reference compound Ibuprofen (line 2), new compound A (line 3)].