Synthesis and structure-activity relationship of spiro[isochroman-piperidine] analogs for inhibition of histamine release. IV

Article abstract of DOI:10.1248/cpb.32.3561

Various 1'-(o, m, and/or p-substituted benzyl) (5), 1'-(heterocyclic arylmethyl) (6), and 1'-acyl (7) analogs of spiro[isochroman-3,4'-piperidin]-1-one were prepared and tested for inhibitory activity on the compound 48/80-induced release of histamine from mast cells. The biological results suggested that the activity is mainly affected by the lipophilicity rather than by the electrostatic character of the 1'-substituent. 4-Benzylspiro[cyclohexane-1,3'-hexahydroisochroman]-1'-one (17) and 9-benzyl-1-oxa-spiro[5.5]undecan-2-one (18) were prepared and found to be inactive, implying that the benzene moiety in the isochroman ring is essential for the activity.

Full text of DOI:10.1248/cpb.32.3561

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