Solid-state stereochemistry and activity of 3-methylnefopam diastereomers: Manipulation of eight-membered ring conformations in analogues of the non-narcotic analgesic drug

1H and 13C NMR studies on the oxydimethy

1H and 13C NMR studies on the oxydimethyleneaminomethyl fragment in six- and eight-membered rings. The solution stereochemistry of N-methyl diastereomers of phendimetrazine (an oxazine anorexic drug) versus nefopam (a benzoxazocine analgesic drug)

✍ Robert Glaser 📂 Article 📅 1989 🏛 John Wiley and Sons 🌐 English ⚖ 621 KB

The 'H NMR spectrum (CD,CI,) of the mesylate analogue of phendimetrazine bitartarate, a central nervous system stimulant and an anorexic drug, showed two isomers (ratio x 17: 1) differing in the stereochemistry of the N+HCH, moiety. A similar diastereomeric ratio was also noted in 13C{1H} NMR spectr