Novel 7-phenylsulfanyl-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indoles as dual serotonin 5-HT2C and 5-HT6 receptor ligands

TY - JOUR

T1 - Novel 7-phenylsulfanyl-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indoles as dual serotonin 5-HT2C and 5-HT6 receptor ligands

AU - Krogsgaard-Larsen, Niels

AU - Jensen, Anders A.

AU - Kehler, Jan

N1 - Keywords: carbene, C-H insertion, serotonin, 5-HT2C, 5-HT6, 1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indole

PY - 2010/9/15

Y1 - 2010/9/15

N2 - Novel 7-phenylsulfanyl-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indoles are synthesized using a six-step protocol. Notably, the synthesis route make use of a new and improved ring-closing methodology for the assembly of the hexahydro-pyrazino[1,2-a]indole scaffold, which is based on intramolecular C-H insertion of a carbene. The compounds act as dual serotonin 5-HT2C- and 5-HT6-ligands.

AB - Novel 7-phenylsulfanyl-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indoles are synthesized using a six-step protocol. Notably, the synthesis route make use of a new and improved ring-closing methodology for the assembly of the hexahydro-pyrazino[1,2-a]indole scaffold, which is based on intramolecular C-H insertion of a carbene. The compounds act as dual serotonin 5-HT2C- and 5-HT6-ligands.

KW - Cell Line

KW - Hela Cells

KW - Humans

KW - Indoles

KW - Ligands

KW - Protein Binding

KW - Pyrazines

KW - Receptor, Serotonin, 5-HT2C

KW - Receptors, Serotonin

KW - Structure-Activity Relationship

KW - Former Faculty of Pharmaceutical Sciences

U2 - 10.1016/j.bmcl.2010.07.105

DO - 10.1016/j.bmcl.2010.07.105

M3 - Journal article

C2 - 20719507

SN - 0960-894X

VL - 20

SP - 5431

EP - 5433

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 18

ER -