Stereoisomer Differentiation for the Analgesic Drug Nefopam Hydrochloride Using Modeling Studies of Serotonin Uptake Area

Solid-State Structure of Orphenadrine Hydrochloride and Conformational Comparisons with Diphenhydramine Hydrochloride and nefopam hydrochloride

“…116 (1) G (5)4(6)4(7) 125 (1) c (5)4(6)4(11) 1 12 (1 1 C (7)4(6)4(11) 123 (1) c (6)4(7)4(8) 121 (1 1 C (7)4(8)4(9) 1 15 (1) Bond Angle, C~~)-c(9)4(10) 123 (2) C(9)4(10)4 (11) 123 (2) C(6)4(11)4 (10) 114 (1) C(5)4(12)4 (13) 119 (1) C(5)4(12)-C(17) 124 (1) C (13)4(12)4(17) 117 (1) C(12)4(13)4 (14) 121 (1) C(l3)4(14)4 (15) 117 (1) C (14)4(15)4(16) 128 (2) The phenyl ring-tilt angles are similar for both 6 and 7 (34 and 36", respectively), but those for the tolyl ring are different in the two structures (52 and 32", respectively). In both (R)-6 and (R)-7, the aryl rings afforded left-handed propeller helicities (M) relative to the reference plane, and the N-C(3W(4)-0 angles exhibited (P)-gauche chirality.…”

Ring Transformations

“…More precisely, studies of the separated stereoisomers of nefopam explain its serotonin uptake properties and suggest that descending serotonergic pathways are involved in its antinociceptive activity [34]. Clinically, nefopam is used as muscle relaxant, but-and this was originally not anticipated-it is also an antidepressant and an analgesic.…”

Ring Transformations

“…More precisely, studies of the separated stereoisomers of nefopam explain its serotonin uptake properties and suggest that descending serotonergic pathways are involved in its antinociceptive activity. 34 …”