A selection of novel 2-hydroxy-3-nitro-l, 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 wM/kg following subcutaneous administration and showed activity after oral administration. Related 4- ...