Substituted phenylthiophenylamines with antiinflammatory activity.
Several acid and closely related non acid derivatives of 2-phenylthio- and 4-phenylthio-N-acyl phenylamines have been synthesized and tested in vivo, on the carrageenan RFE assay, and in vitro, on prostaglandin synthesis inhibition assay. Compound (XV c), bearing a propanoic acid substituent together with a p-chlorobenzoyl group situated on nitrogen atom in the 2-position, showed a 79% edema reduction (300 mg/kg p.o.) 6 hours after carrageenan injection, but no activity in vitro. The benzyl alcohols (XIV m) and (XIV n), on the contrary, inhibited PG synthesis; their lack of activity in vivo could be interpreted as the result of their oxidation to the inactive benzoic acids (XIV g) and (XIV h).
Bethegnies
G
G
Laboratoire de Chimie Organique, Faculté de Pharmacie Université de Lille, France.
Marcincal-Lefebvre
A
A
Brunet
C
C
Cazin
M
M
Damas
J
J
D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology; D002351:Carrageenan; D055598:Chemical Phenomena; D002621:Chemistry; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D005260:Female; D006168:Guinea Pigs; D066298:In Vitro Techniques; D008297:Male; D011453:Prostaglandins / Q000096:biosynthesis; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
D000814:Aniline Compounds; D000894:Anti-Inflammatory Agents, Non-Steroidal; D011453:Prostaglandins; D002351:Carrageenan