<abstract xml:lang="en" xmlns="http://www.w3.org/1999/xhtml">The present study describes the synthesis and pharmacological evaluation of 2-substituted-6-(4-acylaminophenyl)-4,5-dihydropyridazin-3(2<italic>H</italic>)-ones as potent inodilating agents. The synthesis of target compounds <bold>2-4</bold> and <bold>7-11</bold> was achieved by Friedel-Crafts acylation of 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(2<italic>H</italic>)-one (<italic>7</italic>) exhibited significant inodilatory properties and showed vasorelaxant activity in a nanomolar range (<italic>IC</italic>50 = 0.08 ± 0.01 μmol L-1).</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 achieved by Friedel-Crafts acylation of 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).

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

University Institute of Pharmaceutical Sciences, Panjab University, Chandigarh-160014, India

Departamento de Fisiología y Farmacología Facultad d Farmacia Campus, >Miguel de Unamuno<, E-37007 Salamanca, Spain

Acta Pharmaceutica

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

The present study describes the synthesis and pharmacological evaluation of 2-substituted-6-(4-acylaminophenyl)-4,5-dihydropyridazin-3(2H)-ones as potent...

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

Online veröffentlicht: 22. Dez. 2008

Seitenbereich: 393 - 405

DOI: https://doi.org/10.2478/v1007-008-0021-4

Schlüsselwörter
piridazinoni, anilidi, derivati hidrazina, kardiotonično djelovanje, vazodilatacijsko djelovanje

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