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Synthesis of imidazo[1,2-a]pyrazine derivatives with uterine-relaxing, antibronchospastic, and cardiac-stimulating properties.

Authors
  • Sablayrolles, C
  • Cros, G H
  • Milhavet, J C
  • Rechenq, E
  • Chapat, J P
  • Boucard, M
  • Serrano, J J
  • McNeill, J H
Type
Published Article
Journal
Journal of medicinal chemistry
Publication Date
Feb 01, 1984
Volume
27
Issue
2
Pages
206–212
Identifiers
PMID: 6319701
Source
Medline
License
Unknown

Abstract

A series of imidazo[1,2-alpha]pyrazine derivatives was synthesized by condensation of alpha-halogenocarbonyl compounds and aminopyrazines. Various compounds resulted from competitive reactions or reagent isomerization and demonstrated in vitro uterine-relaxing and in vivo antibronchospastic activities. On isolated atria, 5-bromoimidazo-[1,2-alpha]pyrazine showed positive chronotropic and inotropic properties; the latter was associated with an increase in the cyclic AMP tissue concentration. Potentiation of the isoproterenol positive inotropic effect of 5-bromoimidazo[1,2-alpha]pyrazine and the lack of blockade of the 5-bromoimidazo[1,2-alpha]pyrazine positive inotropic effect by propranolol suggested phosphodiesterase-inhibiting properties.

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