5-(2H3)methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine hydrochloride

• ChemBase ID: 175056
• Molecular Formular: C17H20ClNO
• Molecular Mass: 289.7998
• Monoisotopic Mass: 289.12334195
• SMILES: c12c(C(OCCN(C1)C)c1ccccc1)cccc2.Cl
• Canonical SMILES: CN1CCOC(c2c(C1)cccc2)c1ccccc1.Cl
• InChI: InChI=1S/C17H19NO.ClH/c1-18-11-12-19-17(14-7-3-2-4-8-14)16-10-6-5-9-15(16)13-18;/h2-10,17H,11-13H2,1H3;1H
• InChIKey: CNNVSINJDJNHQK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(^2H₃)methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine hydrochloride
• IUPAC Traditional name: 5-(^2H₃)methyl-1-phenyl-1,3,4,6-tetrahydro-2,5-benzoxazocine hydrochloride
• Synonyms: 3,4,5,6-Tetrahydro-5-(methyl-d3)-1-phenyl-1H-2,5-benzoxazocine Hydrochloride; (+/-)-Nefopam-d3 Hydrochloride; Acupan-d3; Ajan-d3; Fenazoxine-d3; Fenazoxine-d3 Hydrochloride; R 738-d3; Nefopam-d3 Hydrochloride

Database IDs

• PubChem SID: 164230966
• PubChem CID: 71750978

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.9352903
• LogD (pH = 7.4): 2.699522
• Log P: 3.4031346
• Molar Refractivity: 78.4816 cm^3
• Polarizability: 30.657759 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N389402

A cyclized labelled analog of orphenadrine and diphenhydramine; representative of a new class of centrally acting skeletal muscle relaxants, the benzoxazocines. Analgesic; antidepressant.

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)