Absolute configuration of (+)-cis-2,3-dihydro-2-[(methylamino)methyl]-1- [4-(trifluoromethyl)phenoxy]-1H-indene hydrochloride, a chiral serotonin uptake inhibitor.
The absolute configuration of (+)-cis-2,3-dihydro-2[(methylamino)methyl]- 1-[4-(trifluoromethyl)phenoxy]-1H-indene hydrochloride, the more active enantiomer of a new serotonin inhibitor, was established as 1S,2S. This assignment was based on the application of the benzene sector and chirality rules to the interpretation of the inhibitor's circular dichroism spectrum and the spectra of other related chiral 1-substituted 2,3-dihydro-1H-indenes.
Michals
D R
DR
Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235.
Smith
H E
HE
D002942:Circular Dichroism; D007192:Indenes / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D009904:Optical Rotation; D017367:Selective Serotonin Reuptake Inhibitors / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D007192:Indenes; D017367:Selective Serotonin Reuptake Inhibitors; C065434:MDL 27777