Solid-state and solution /sup 13/C NMR in the conformational analysis of methadone-hydrochloride and related narcotic analgesics
Solid state and solution /sup 13/C NMR have been used to study the conformations of the racemic mixtures and single enantiomers of methadone hydrochloride, alpha and beta methadol hydrochloride, and alpha and beta acetylmethadol hydrochloride. The NMR spectra acquired for the compounds as solids, and in polar and nonpolar solvents are compared, in order to determine the conformation of the molecules in solution. To determine the reliability of assigning solution conformations by comparing solution and solid state chemical shift data, three bond coupling constants measured in solution are compared with those calculated from X-ray data. The conformations of the racemic mixture and plus enantiomer of methadone hydrochloride have been shown to be very similar in the solid state, where minor differences in conformation can be seen by comparing NMR spectra obtained for the solids. Also shown is that the molecules of methadone hydrochloride have conformations in polar and in nonpolar solvents which are very similar to the conformation of the molecules in the solid state.
- Research Organization:
- North Carolina State Univ., Raleigh (USA)
- OSTI ID:
- 6592728
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
59 BASIC BIOLOGICAL SCIENCES
ANALGESICS
CARBON 13
CARBON ISOTOPES
CENTRAL NERVOUS SYSTEM DEPRESSANTS
CHEMICAL SHIFT
DISPERSIONS
DRUGS
EVEN-ODD NUCLEI
ISOTOPES
LIGHT NUCLEI
MAGNETIC RESONANCE
MIXTURES
MOLECULAR STRUCTURE
MOLECULES
NMR SPECTRA
NUCLEAR MAGNETIC RESONANCE
NUCLEI
RESONANCE
SOLID SOLUTIONS
SOLUTIONS
SPECTRA
STABLE ISOTOPES