Synthesis of some guanylhydrazones and imidazolinylhydrazones as thromboxane-synthase and platelet aggregation inhibitors

N. Desideri, I. Sestili, P. Piccardoni, S. Rotondo, C. Cerletti, M. L. Stein

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The imidazolinylhydrazones of (3-pyridinyloxy)-acetaldehyde and of 6-[3(2-formyl-pyridinyl)oxy]hexanoic acid were synthesized as cyclic analogues of the corresponding guanylhydrazones which were found to be selective inhibitors of human thromboxane-synthase. The benzene isosters were also prepared in order to define the importance of the ring nitrogen for the activity. Moreover, the guanyl- and imidazolinyl-hydrazones of two 6-[(3-pyridinyl)oxy]hexanoic acids showing in the 2 position an alkyl chain with an α,β-unsaturated ketonic function were prepared. Imidazolinylhydrazones 7 and 18 are selective inhibitors of thromboxane-synthase, while the two guanylhydrazones 14 and 15 which do not affect prostanoid biosynthesis seemed to be antagonists at the thromboxane receptor.

Original languageEnglish
Pages (from-to)773-777
Number of pages5
JournalArchiv der Pharmazie
Volume325
Issue number12
DOIs
Publication statusPublished - 1992

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Thromboxanes
Platelet Aggregation Inhibitors
Caproates
Thromboxane Receptors
Hydrazones
Acetaldehyde
Biosynthesis
Benzene
Prostaglandins
Nitrogen
hexanoic acid

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Pharmacology

Cite this

Synthesis of some guanylhydrazones and imidazolinylhydrazones as thromboxane-synthase and platelet aggregation inhibitors. / Desideri, N.; Sestili, I.; Piccardoni, P.; Rotondo, S.; Cerletti, C.; Stein, M. L.

In: Archiv der Pharmazie, Vol. 325, No. 12, 1992, p. 773-777.

Research output: Contribution to journalArticle

Desideri, N. ; Sestili, I. ; Piccardoni, P. ; Rotondo, S. ; Cerletti, C. ; Stein, M. L. / Synthesis of some guanylhydrazones and imidazolinylhydrazones as thromboxane-synthase and platelet aggregation inhibitors. In: Archiv der Pharmazie. 1992 ; Vol. 325, No. 12. pp. 773-777.
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