title: Synthesis and antiallergic activity of 2-hydroxy-3-nitro-1,4-naphthoquinones.
abstract: A selection of novel 2-hydroxy-3-nitro-1,4-naphthoquinones are shown to be potent inhibitors of rat passive cutaneous anaphylaxis (PCA) and to have highest potency with alkyl substitution at both C-6 and C-7. The most potent compounds were 7c and 7e which produced a 50% inhibition in the rat PCA test at doses of about 10 micrometerM/kg following subcutaneous administration and showed activity after oral administration. Related 4-hydroxy-3-nitro-2(1H)-naphthalenones had no effect on rat PCA in doses up to 500 micrometerM/kg.
mesh_terms: D000818:Animals; D003864:Depression, Chemical; D008297:Male; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000494:pharmacology; D010323:Passive Cutaneous Anaphylaxis / Q000187:drug effects*; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: D009285:Naphthoquinones