title: 1-Imidazolylcarbonyloxy-substituted tetrahydroquinolines and pyridines: synthesis and evaluation of P450 TxA2 inhibition.
abstract: The title compounds are derived from our model describing structural requirements for strong P450 TxA2 inhibition. In the present paper the syntheses of the 1-imidazolylcarbonyloxy-substituted tetrahydroquinolines 1, 3, and 4, tetrahydro-naphthalene 2 and 3-ethylpyridines 5 and 6 are described. Using our P450 TxA2 inhibition assay, 1-6 were tested for enzyme inhibitory activity. Compound 1 (5-(1-imidazolylcarbonyloxy)-5,6,7,8-tetrahydroquinoline) turned out to be the most active derivative showing a potency similar to the reference compound dazoxiben (IC50 values 1.6 and 1.1 microM).
authors.affiliation: Pharmaceutical and Medicinal Chemistry, Universität des Saarlandes, Saarbrücken, Germany.
authors.forename: R W
authors.initials: RW
authors.lastname: Hartmann
authors.forename: M
authors.initials: M
authors.lastname: Frotscher
mesh_terms: D006801:Humans; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology*; D011804:Quinolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013930:Thromboxane-A Synthase / Q000037:antagonists & inhibitors / Q000097:blood
chemical_list: D011725:Pyridines; D011804:Quinolines; D013930:Thromboxane-A Synthase