5-methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocin-5-ium-5-olate

• ChemBase ID: 175057
• Molecular Formular: C17H19NO2
• Molecular Mass: 269.33826
• Monoisotopic Mass: 269.14157885
• SMILES: c12c(C(OCC[N+](C1)([O-])C)c1ccccc1)cccc2
• Canonical SMILES: [O-][N+]1(C)CCOC(c2c(C1)cccc2)c1ccccc1
• InChI: InChI=1S/C17H19NO2/c1-18(19)11-12-20-17(14-7-3-2-4-8-14)16-10-6-5-9-15(16)13-18/h2-10,17H,11-13H2,1H3
• InChIKey: ADOSMCNCNFMWSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocin-5-ium-5-olate
• IUPAC Traditional name: 5-methyl-1-phenyl-1,3,4,6-tetrahydro-2,5-benzoxazocin-5-ium-5-olate
• Synonyms: 3,4,5,6-Tetrahydro-5-methyl-1-phenyl-1H-2,5-benzoxazocine 5-Oxide; Nefopam N-Oxide

Database IDs

• CAS Number: 66091-32-5
• PubChem SID: 164230967
• PubChem CID: 10445791

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.2787447
• LogD (pH = 7.4): 2.2787592
• Log P: 2.2787595
• Molar Refractivity: 80.5265 cm^3
• Polarizability: 30.73985 Å^3
• Polar Surface Area: 36.11 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N389415

A metabolite of Nefopam (N389400).

REFERENCES

• Bassett, et al.: Br. J. Pharmacol., 37, 69 (1969)
• Klohs, et al.: Arzneim.-Forsch., 22, 132 (1969)
• Hell, et al.: Drugs, 19, 249 (1969)