title: Synthesis of some guanylhydrazones and imidazolinylhydrazones as thromboxane-synthase and platelet aggregation inhibitors.
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 alpha, beta-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.
authors: Dipartimento di Studi Farmaceutici, Università La Sapienza, Roma, Italy.
authors: N
authors: N
authors: Desideri
authors: I
authors: I
authors: Sestili
authors: P
authors: P
authors: Piccardoni
authors: S
authors: S
authors: Rotondo
authors: C
authors: C
authors: Cerletti
authors: M L
authors: ML
authors: Stein
mesh_terms: D015232:Dinoprostone / Q000097:blood; D006801:Humans; D006835:Hydrazones / Q000138:chemical synthesis* / Q000494:pharmacology; D066298:In Vitro Techniques; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D013929:Thromboxane B2 / Q000097:blood; D013930:Thromboxane-A Synthase / Q000037:antagonists & inhibitors*
chemical_list: D006835:Hydrazones; D010975:Platelet Aggregation Inhibitors; D013929:Thromboxane B2; D013930:Thromboxane-A Synthase; D015232:Dinoprostone