[Nonsteroidal anti-inflammatory agents. 19. Synthesis and activity of stereomeric phenylacetic homologues].
The authors synthesized the title compounds as analogues of previously prepared potential antiphlogistic agents. Starting from appropriate carbonyl compound and alpha-metallated phenylacetic acid the diastereomeric racemate pairs were obtained; they were separated, attributed to erythro/threo-configuration by NMR and finally resolved. The potassium salts of the enantiomers were tested for analgesic and antiinflammatory activity, as well as for acute toxicity. Their action in the carrageenan test has been found to be stereoselective, but relatively poor or of briefly lastening.
Varoli
L
L
Dipartimento di Scienze Farmaceutiche, Università di Bologna, Italia.
Burnelli
S
S
Guarnieri
A
A
Bonazzi
D
D
Scapini
G
G
Sarret
M
M
Fantuz
M
M
D000700:Analgesics / Q000138:chemical synthesis; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D008968:Molecular Conformation; D051381:Rats; D011919:Rats, Inbred Strains
D000700:Analgesics; D000894:Anti-Inflammatory Agents, Non-Steroidal
Nichtsteroidale Entzündungshemmer. 19. Mitteilung: Synthese und Aktivität von stereomeren Phenylessigsäure-Arylhomologen.