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Arzneimittelforschung 2012; 62(06): 295-300
DOI: 10.1055/s-0032-1308982
Original Article
© Georg Thieme Verlag KG Stuttgart · New York

Synthesis and Anticonvulsant Activity of Some 2/3-Benzoylaminopropionanilide Derivatives

S. Uysal
1   Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ege University, Bornova, Izmir, Turkey
,
U. Calis
2   Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, Sıhhiye, Ankara, Turkey
,
Z. Soyer
1   Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ege University, Bornova, Izmir, Turkey
› Author Affiliations
Further Information

Publication History

received 12 January 2012

accepted 02 March 2012

Publication Date:
02 April 2012 (online)

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Abstract

In this study, the synthesis and anticonvulsant properties of sixteen 2/3-benzoylaminopropionanilide derivatives were described. Molecular design of the compounds has been based on the modification of lacosamide which is a functionalized amino acid with a novel anticonvulsant activity. The structural confirmation of the title compounds was achieved by spectral and analytical data. The anticonvulsant activity profile of synthesized compounds was determined by maximal electroshock (MES) and subcutaneous metrazole (scMet) seizure tests, whereas their neurotoxicity was examined using rotarod test. All these tests were performed in accordance with the procedures of the Antiepileptic Drug Development (ADD) program. The majority of the compounds were effective in the MES or scMet screening tests. None of the compounds showed neurotoxicity according to the rotarod test at studied doses. Most active compounds in the series were 3, 12 and 13, which bearing 2-methyl, 2-ethyl and 2-isopropyl substituent on the N-phenyl ring, respectively.

Key words

propanamide - anilide - lacosamide - α/β-alanine - anticonvulsant activity
 

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