Synthesis of potent sigma-1 receptor ligands via fragmentation of dextromethorphan.
Treatment of dextromethorphan 1 with various alkylating agents followed by base treatment led to Hoffman-type elimination reactions to produce a series of tricyclic derivatives, 6. These derivatives were characterized in vitro as sigma-1 receptor ligands.
Arrington
Mark P
MP
UCB Research, Inc, 840Memorial Drive, Cambridge, MA 02139, USA.
Brown
Claire
C
Schwartz
C Eric
CE
D003915:Dextromethorphan / Q000138:chemical synthesis* / Q000378:metabolism*; D008024:Ligands; D011485:Protein Binding / Q000502:physiology; D017480:Receptors, sigma / Q000378:metabolism*; D000097605:Sigma-1 Receptor
D003915:Dextromethorphan; D008024:Ligands; D017480:Receptors, sigma; D000097605:Sigma-1 Receptor