PMID: 10530952Oct 26, 1999Paper

Chemical modification of apomorphine to discover sigma ligands: 6H-dibenzo[b,d]pyran and carbazole analogues

Bioorganic & Medicinal Chemistry
A NakazatoS Okuyama

Abstract

It seems that many sigma ligands have been designed from known sigma ligands. We focused on a difference in structural flexibility between haloperidol and apomorphine, and studied chemical modification of apomorphine, a compound with high affinity for dopamine D2 receptors but not for sigma receptors, for discovery of sigma ligands. The first modification yielded good results with 6H-dibenzo[b,d]pyran analogues with weak affinity for sigma receptors but not D2 receptors. Furthermore, carbazole analogues, compounds designed from 6H-dibenzo[b,d]pyran analogues, potentially acted at sigma receptors with high selectivity. This paper describes the design, synthesis and sigma/D2 selectivity of 6H-dibenzo[b,d]pyran and carbazole analogues.

References

Jul 1, 1987·Journal of Computer-aided Molecular Design·I Pettersson, T Liljefors
Oct 1, 1985·Journal of Medicinal Chemistry·G GallagherR M DeMarinis
Jul 6, 1993·European Journal of Pharmacology·M TanakaS Otomo
Jul 23, 1996·Proceedings of the National Academy of Sciences of the United States of America·M HannerH Glossmann

Citations

Mar 1, 2006·Bioorganic & Medicinal Chemistry Letters·Fateh V SinghAtul Goel

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