66091-32-5

Basic information

• Product Name: NefopaM N-Oxide
• Synonyms: NefopaM N-Oxide;3,4,5,6-Tetrahydro-5-Methyl-1-phenyl-1H-2,5-benzoxazocine 5-Oxide
• CAS NO: 66091-32-5
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.33826
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 66091-32-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: NefopaM N-Oxide(CAS DataBase Reference)
• NIST Chemistry Reference: NefopaM N-Oxide(66091-32-5)
• EPA Substance Registry System: NefopaM N-Oxide(66091-32-5)

Safety Data

• Hazardous Substances Data: 66091-32-5(Hazardous Substances Data)

Usage

Uses

A metabolite of Nefopam (N389400).

Upstream product

• 13669-70-0 nefopam 

Relevant articles and documents

1H and 13C NMR Conformational Studies on Quaternary Nitrogen Derivatives of the Analgesic Drug Nefopam

Nitrogen quaternization in the analgesic nefopam by either N-trideuteriomethylation or N-oxidation affords reaction product diastereoisomeric mixtures differing in N-configuration.The axial to equatorial N-CH3 product ratios were found to be ca. 3 : 2 (N-trideuteriomethylation) and approximately equimolar (ca. 48 : 52, N-oxidation).Both diastereomeric N-oxides have boat-(flattened chair) conformations of the octagonal ring in which the phenyl group is exo-oriented.The quaternary ammonium salt showed considerable line broadening in the 1H NMR spectrum owing to rapid conformational equilibration.The same boat-(flattened chair) conformation is clearly the preponderant contributor to the time-averaged structure of nefopam methioiodide in CD2Cl2 solutions, similar to the case for the equatorial N-methyl isomer of the parent hydrochloride salt.Conformational assignments were based on the vicinal coupling constants in the -OCH2CH2N- fragment and on the finding of an NOE intensity enhancement for the benzhydrylic-H on irradiation of the equatorially oriented -OCH.