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Communication | Regular issue | Vol 31, No. 2, 1990, pp.203-209
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5248
Molecular Yardsticks: Synthesis of Higher Homologs of 7,12-Dihydropyrido[3,4-b:5,4-b’]diindole. Probing the Dimensions of the Benzodiazepine Receptor Inverse Agonist Site

Krishnaswamy Narayanan and James M. Cook*

*Department of Chemistry, University of Wisconsin-Milwaukee, Milwaukee, Wisconsin 53201, U.S.A.


The synthesis of some of the higher homologs 7,12-dihydropyridodiindole 2, eg. diindoles 3, 4, 6, and 7, via a thermally induced Fischer indole cyclization of 1 with the appropriate naphthylhydrazines and quinolylhydrazines is described. These pyridodiindoles are to be used as molecular yardsticks in defining the spatial dimensions of the benzodiazepine receptor inverse agonist site.