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Synthesis and Calcium Antagonist Activity of 1,4-Dihydropyridines Containing Phenylaminoimidazolyl Substituents Publisher Pubmed



Zarghi A1 ; Sadeghi H2 ; Fassihi A2 ; Faizi M3 ; Shafiee A4
Authors
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Authors Affiliations
  1. 1. Dept. of Pharmaceutical Chemistry, Faculty of Pharmacy, Shaheed Beheshti Univ. of Med. Sci., Tehran, Iran
  2. 2. Dept. of Pharmaceutical Chemistry, Faculty of Pharmacy, Isfahan Univ. of Medical Sciences, Isfahan, Iran
  3. 3. Department of Pharmacology, Faculty of Pharmacy, Shaheed Beheshti Univ. of Med. Sci., Kerman, Iran
  4. 4. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran Univ. of Medical Sciences, Tehran 14174, P.O. Box 14155/6451, Iran

Source: Farmaco Published:2003


Abstract

Alkyl ester analogues of nifedipine, in which the ortho-nitrophenyl group at position 4 is replaced by 2-methylthio-1-phenylamino-5-imidazolyl substituent, were synthesized and evaluated as calcium-channel antagonists using the high K+ contraction of guinea-pig ileal longitudinal smooth muscle. The results for the symmetrical esters showed that in the series of alkyl esters increasing the length of methylene chain in C-3 and C-5 ester substituents for more than two methylene units decreases activity. In the phenylalkyl ester series increasing the length of methylene chain also decreases activity. The results demonstrate that most of the compounds had similar activity to the reference drug nifedipine. In addition, two compounds, 5b and 5f were more active than the nifedipine. © 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.