Publications [#233376] of Andrew T. McPhail

Journal Articles

  1. Sherloc, MH; Kaminski, JJ; Rom, WC; Lee, JF; Wong, SC; Kreutner, W; Bryant, RW; McPhail, AT, "Antiallergy Agents. 1. Substituted 1,8-Naphthyridin-2-(1H)-ones as Inhibitors of SRS-A Release", J. Med. Chem., 1988, 31(11), 2108-2121 [doi].
    (last updated on 2026/01/21)

    Abstract:
    A novel class of antiallergy agents, the substituted 1,8-naphthyridin-2(1H)-ones, is described. The present compounds are orally active, potent inhibitors of allergic and nonallergic bronchospasm in animal models. Structure-activity studies of the lead compound in this series, 1-phenyl-3-n-butyl-4-hydroxynaphthyridin-2(1H)-one (11), identified three compounds of interest, 1-phenyl-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one (12), 1-(3'-chlorophenyl)-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H )-one (87), and 1-(3'-methoxyphenyl)-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1 H)-one (89). The mechanism of antiallergy activity may involve inhibition of the release of the sulfidopeptide leukotrienes. 1-Phenyl-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one, Sch 33303 (12), was selected for preclinical development as an antiallergy agent.