This paper reports the synthesis and cardiac activity of new b-blockers derived from (Z/E)-indeno[1,2-c] pyrazol-4(1H)-one oximes (5a,b). The latter compounds were allowed to react with epichlorohydrin, followed by reacting the oxiranyl derivatives formed (6a,b) with some aliphatic amines to give the target compounds (Z/E)-1-phenyl-1H-indeno[1,2-c]pyrazol-4-one O-((2-hydroxy-3-(substituted amino)propyl) oxime (7aec) and (Z/E)-1-methyl-1H-indeno[1,2-c]pyrazol-4-one O-((2-hydroxy-3-(substituted amino) propyl)oxime (8aec). These final products 7aec and 8aec were evaluated for their ability to modulate the cardiac performance of a prototype mammalian heart. The results showed that, out of these molecules tested, 7b elicits a more potent depressant effect on contractility and relaxation, and competitively antagonizes b1-adrenergic receptors.

Indenopyrazole Oxime Ethers: Synthesis and ß1-Adrenergic Blocking Activity

T. Angelone;A. Caruso;M. C. Cerra
;
T. Pasqua;F. Puoci;M. S. Sinicropi
;
2015

Abstract

This paper reports the synthesis and cardiac activity of new b-blockers derived from (Z/E)-indeno[1,2-c] pyrazol-4(1H)-one oximes (5a,b). The latter compounds were allowed to react with epichlorohydrin, followed by reacting the oxiranyl derivatives formed (6a,b) with some aliphatic amines to give the target compounds (Z/E)-1-phenyl-1H-indeno[1,2-c]pyrazol-4-one O-((2-hydroxy-3-(substituted amino)propyl) oxime (7aec) and (Z/E)-1-methyl-1H-indeno[1,2-c]pyrazol-4-one O-((2-hydroxy-3-(substituted amino) propyl)oxime (8aec). These final products 7aec and 8aec were evaluated for their ability to modulate the cardiac performance of a prototype mammalian heart. The results showed that, out of these molecules tested, 7b elicits a more potent depressant effect on contractility and relaxation, and competitively antagonizes b1-adrenergic receptors.
b-Adrenergic, blocking agents, b-adrenoceptors, Indenopyrazoles, Indenopyrazole, oximes, Hydroxypropanolamines
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/20.500.11770/150773
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