BUTYROPHENONE ANALOGS - SYNTHESIS OF -ETHYL-5-AMINOETHYL-4,5,6,7-TETRAHYDROINDOL-4-ONES AND THEIR AFFINITIES FOR D-1, D-2 AND 5-HT2A RECEPTORS

Authors
RAVINA E MASAGUER CF CID J CASARIEGO I FONTENLA JA FERREIRO TG CADAVID MI LOZA MI DECEBALLOS ML
Citation
E. Ravina et al., BUTYROPHENONE ANALOGS - SYNTHESIS OF -ETHYL-5-AMINOETHYL-4,5,6,7-TETRAHYDROINDOL-4-ONES AND THEIR AFFINITIES FOR D-1, D-2 AND 5-HT2A RECEPTORS, Bioorganic & medicinal chemistry letters, 5(6), 1995, pp. 579-584
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
5
Issue
6
Year of publication
1995
Pages
579 - 584
Database
ISI
SICI code
0960-894X(1995)5:6<579:BA-SO->2.0.ZU;2-0
Abstract
Starting from 2-methyl-3-ethyl-1H-4,5,6,7-tetrahydroindol-4-one 3 we h ave prepared 2-methyl-3-ethyl-5-morpholinoethyl-1H-4,5,6, 7-tetrahydro indol-4-one, (1) and -piperazinoethyl)-1H-4,5,6,7-tetrahydroindol-4-on e (2) as butyrophenone analogues of the neuroleptic molindone. The aff inities of these compounds for D-1 and D-2 dopamine and 5-HT2A seroton in receptors were evaluated in vitro. The affinity of 1 for D-2 recept ors is less than that of molindone (pKi's 6.23 and 7.48 respectively) and that of 2 similar (pK(i) 7.55). Both compounds bind to 5-HT2A rece ptors, the affinity of 2 being significantly greater than that of moli ndone (pKi's of 7.04 and 5.85, and pA(2)'s of 7.50 and 6.18, respectiv ely).