Search for content and authors
 

SYNTHESIS AND ANTICONVULSANT ACTIVITY OF NOVEL N-PYRIDINE-2-YL AND N-AMINOPHENYL DERIVATIVES OF 3,3-DIALKYL-PYRROLIDINE-2,5-DIONES

Krzysztof Kamiński ,  Jolanta Obniska 

Jagiellonian University, Medical College, Department of Pharmaceutical Chemistry, Medyczna 9, Kraków 30-688, Poland

Abstract

In the recent years we have synthesized a great number of spirosuccinimides with anticonvulsant activity by changing substituents at the imide nitrogen atom [1, 2]. In the current study a new series of N-pyridine-2-yl and N-aminophenyl derivatives of 3,3-dialkyl-pyrrolidine-2,5-diones were synthesized. These molecules were designed as analogues of 3-ethyl-3-methyl-pyrrolidine-2,5-dione (ethosuximide), to evaluate the influence of such modifications on anticonvulsant activity.

dialkilo.GIF
The compounds were evaluated for their anticonvulsant and neurotoxic properties within the Antiepileptic Drug Development (ADD) Program by testing procedures, which have been described earlier [3]. One of the current approaches in rational drug design is to estimate the lipophilic character of the molecules. Therefore for all compounds the lipophilicity was determined by use of the Pallas 3.1 computer program. The results obtained provided a good basis for the evaluation of structure-lipophilicity relationships as well as the correlation between clogP values and anticonvulsant activity.

References:
1. Obniska J., Dzierżawska-Majewska A., Zagórska A., Zajdel P.,
Karolak-Wojciechowska J.; Il Farmaco 60 (2005) 529-539.
2. Kamiński K., Obniska J., Zagórska A., Maciąg D.; Arch. Pharm.
in press (2006).
3. Kupferberg H.J.; Epilepsia 30 (suppl.) (1989) 51-56.
 

Legal notice
  • Legal notice:

    Copyright (c) Pielaszek Research, all rights reserved.
    The above materials, including auxiliary resources, are subject to Publisher's copyright and the Author(s) intellectual rights. Without limiting Author(s) rights under respective Copyright Transfer Agreement, no part of the above documents may be reproduced without the express written permission of Pielaszek Research, the Publisher. Express permission from the Author(s) is required to use the above materials for academic purposes, such as lectures or scientific presentations.
    In every case, proper references including Author(s) name(s) and URL of this webpage: https://science24.com/paper/6681 must be provided.

 

Related papers
  1. Design, synthesis and anticonvulsant activity of new N-Mannich bases derived from 3-phenylpyrrolidine-  2,5-diones
  2. Synthesis, anticonvulsant activity and 5-HT1A/5-HT7 receptors affinity of new 1-[(4-substituted-  piperazin-1-yl)-alkyl]- 3-methyl- 3-(2-methylpropyl)-pyrrolidine- 2,5-diones
  3. Synthesis and anticonvulsant activity of new 5-(cyclo)alkyl-5-phenyl-imidazolidine-2,4-diones derivatives with arylpiperazinylpropyl moiety
  4. Synthesis and anticonvulsant activity of new N-Mannich bases derived from 5-cyclopropyl-5-(4-chlorophenyl)- imidazolidine-2,4-diones
  5. Synthesis and anticonvulsant activity of N-substituted 8-azaspiro[4.5]decane-7,9-diones, 3-azaspiro[5.5]unde-cane-2,4-diones and 4-ethyl-4-methylpiperidine- 2,6-diones
  6. Synthesis and anticonvulsant activity of new N-[4-(arylpiperazin 1-yl)]- 1,3-dioxo-1,3-dihydro-2H- isoindole- and 1,3-dioxooctahydro-2H-isoindole-2-carboxa- mides
  7. N-Phenylamino derivatives of 3-substituted pyrrolidine-2,5-diones as potential anticonvulsant agents
  8. Synthesis and anticonvulsant activity of new N-[(4-arylpiperazin-1-yl)-methyl]- 3-phenyl-pyrrolidine-2,5-dione derivatives
  9. SYNTHESIS, PHYSICOCHEMICAL AND ANTICONVULSANT PROPERTIES OF NEW N-AMINOPHENYL AZASPIRANE AND PYRROLIDINE-2,5-DIONE DERIVATIVES
  10. ANTICONVULSANT PROPERTIES AND 5-HT1A, 5-HT2A RECEPTOR AFFINITY OF NEW N-[(4-ARYLPIPERAZIN-1-YL)-ALKYL] - 2 - AZASPIRO[4.4]NONANE- AND [4.5]DECANE-1,3-DIONES
  11. NEW ARYLPIPERAZINE DERIVATIVES OF 3-PHENYLPYRROLIDINE-2,5-DIONE AS POTENTIAL ANTICONVULSANT AGENTS

Presentation: Poster at V Multidyscyplinarna Konferencja Nauki o Leku, by Krzysztof Kamiński
See On-line Journal of V Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2006-02-21 11:41
Revised:   2009-06-07 00:44