Original scientific paper

https://doi.org/10.2478/v10007-008-0021-4

Synthesis and evaluation of 2-substituted-6-phenyl-4,5-dihydropyridazin-3(2H)-ones as potent inodilators

DINESH KUMAR ; University Institute of Pharmaceutical Sciences, Panjab University, Chandigarh-160014, India
ROSALIA CARRON ; Departamento de Fisiología y Farmacología, Facultad d Farmacia, Campus "Miguel de Unamuno" E-37007 Salamanca, Spain
CARMEN DE LA CALLE ; Departamento de Fisiología y Farmacología, Facultad d Farmacia, Campus "Miguel de Unamuno" E-37007 Salamanca, Spain
DHARAM PAUL JINDAL ; University Institute of Pharmaceutical Sciences, Panjab University, Chandigarh-160014, India
RANJU BANSAL ; University Institute of Pharmaceutical Sciences, Panjab University, Chandigarh-160014, India

Abstract

The present study describes the synthesis and pharmacological evaluation of 2-substituted-6-(4-acylaminophenyl)-4,5-dihydropyridazin-3(2H)-ones as potent inodilating agents. The synthesis of target compounds 2-4 and 7-11 was acieved by Friedel-Crafts acylation of an appropriate anilide derivative with succinic anhydride or methylsuccinic anhydride and subsequent cyclization of intermediary keto acids with various hydrazine derivatives. The newly synthesized pyridazinone derivatives were evaluated for cardiotonic activity using isolated rat atria and for vasorelaxant activity using descending thoracic aortic rings of Wistar rats precontracted with phenylephrine (106 mol L1). 6-(4-Methanesulfonamidophenyl)-2-phenyl-4,5-dihydropyridazin-3(2H)-one (7) exhibited significant inodilatory properties and showed vasorelaxant activity in a nanomolar range (IC50 = 0.08  0.01 μmol L1).

Keywords

pyridazinones; anilides; hydrazine derivatives; cardiotonic activity; vasodilatory activity

Hrčak ID:

26482

URI

https://hrcak.srce.hr/26482

Publication date:

1.12.2008.

Article data in other languages: croatian

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