Butyrophenone analogues in the carbazole series: synthesis and determination of affinities at D2 and 5-HT2A receptors

C F Masaguer; E Formoso; E Raviña; H Tristán; M I Loza; E Rivas; J A Fontenla

doi:10.1016/s0960-894x(98)00639-8

Butyrophenone analogues in the carbazole series: synthesis and determination of affinities at D2 and 5-HT2A receptors

Bioorg Med Chem Lett. 1998 Dec 15;8(24):3571-6. doi: 10.1016/s0960-894x(98)00639-8.

Authors

C F Masaguer¹, E Formoso, E Raviña, H Tristán, M I Loza, E Rivas, J A Fontenla

Affiliation

¹ Dpt. de Química Orgánica, Facultad de Farmacia, Universidad de Santiago de Compostela, España/Spain.

PMID: 9934473
DOI: 10.1016/s0960-894x(98)00639-8

Abstract

We describe a practical and efficient route for synthesis of 2-aminomethyl-1,2,3,9-tetrahydro-4H-carbazol-4-ones using an effective Fisher indole methodology. The most active compounds, 4b (QF 2003B) and 4c (QF 2004B), with pKi (5-HT2A/D2) ratio of 1.28 show an antipsychotic profile according to Meltzer's classification.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antipsychotic Agents / chemical synthesis*
Antipsychotic Agents / chemistry
Antipsychotic Agents / pharmacology
Butyrophenones / chemical synthesis
Butyrophenones / pharmacology*
Receptor, Serotonin, 5-HT2A
Receptors, Dopamine D2 / drug effects*
Receptors, Serotonin / drug effects*

Substances

Antipsychotic Agents
Butyrophenones
Receptor, Serotonin, 5-HT2A
Receptors, Dopamine D2
Receptors, Serotonin