Synthesis, physicochemical and anticonvulsant properties of some n-substituted amides of 3-spirocycloalkylpyrrolidine-2,5-dione.
The synthesis and physicochemical properties of new derivatives of N-benzyl and N-phenyl amides of 2-(3-spirocyclohexanepyrrolidine-2,5-dione) acetic acid. 4-(3-spirocyclohexanepyrrolidine-2,5-dione) benzoic acid and 4-(3-spirocyclopentanepyrrolidine-2,5-dione) benzoic acid are described. N-substituted amides were prepared by condensing the obtained acids with the corresponding phenyl- or benzylamine derivatives in DMF, in the presence of the N,N-carbonyldiimidazol (CDIM) reagent at room temperature. The compounds were evaluated for anticonvulsant activity. The portion coefficients were calculated using the Prolog P module of the Pallas system. The structure of the new amides was confirmed by elemental and spectral analyses.
Department of Pharmaceutical Chemistry, the Jagiellonian University, Medical College 9 Medyczna St. 30-688 Kraków, Poland.
Jolanta
J
Obniska
Alfred
A
Zejc
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003510:Cyclohexanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D051379:Mice; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000577:Amides; D000927:Anticonvulsants; D003510:Cyclohexanes; D003517:Cyclopentanes; D011759:Pyrrolidines; D013141:Spiro Compounds