Synthesis and 5-hydroxytryptamine (5-HT) activity of 2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5-(6H)ones and 2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoxalines

G S Welmaker; J A Nelson; J E Sabalski; A L Sabb; J R Potoski; D Graziano; M Kagan; J Coupet; J Dunlop; H Mazandarani; S Rosenzweig-Lipson; S Sukoff; Y Zhang

doi:10.1016/s0960-894x(00)00400-5

Synthesis and 5-hydroxytryptamine (5-HT) activity of 2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5-(6H)ones and 2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoxalines

Bioorg Med Chem Lett. 2000 Sep 4;10(17):1991-4. doi: 10.1016/s0960-894x(00)00400-5.

Authors

G S Welmaker¹, J A Nelson, J E Sabalski, A L Sabb, J R Potoski, D Graziano, M Kagan, J Coupet, J Dunlop, H Mazandarani, S Rosenzweig-Lipson, S Sukoff, Y Zhang

Affiliation

¹ Medicinal Chemistry, Chemical Sciences, Wyeth-Ayerst Research, Princeton, NJ 08543, USA. welmakg@war.wyeth.com

PMID: 10987434
DOI: 10.1016/s0960-894x(00)00400-5

Abstract

A series of 2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5-(6H)ones and 2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoxalines was shown to exhibit 5-HT2C agonist binding and functional activity. Compound 21R inhibited food intake over 2 h in fasted, male Sprague Dawley rats with ED50 values of 2 mg/kg (i.p.) and 10 mg/kg (p.o.).

MeSH terms

Animals
Appetite Depressants / chemical synthesis*
Appetite Depressants / pharmacology
Eating / drug effects
Male
Pyrazines / chemical synthesis*
Pyrazines / pharmacology
Quinoxalines / chemical synthesis*
Quinoxalines / pharmacology
Rats
Rats, Sprague-Dawley
Receptor, Serotonin, 5-HT2C
Receptors, Serotonin / drug effects*
Serotonin Receptor Agonists / chemical synthesis*
Serotonin Receptor Agonists / pharmacology
Structure-Activity Relationship

Substances

Appetite Depressants
Pyrazines
Quinoxalines
Receptor, Serotonin, 5-HT2C
Receptors, Serotonin
Serotonin Receptor Agonists