(1S,9S,10S)-4-methoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene hydrochloride

• ChemBase ID: 175598
• Molecular Formular: C17H24ClNO
• Molecular Mass: 293.83156
• Monoisotopic Mass: 293.15464207
• SMILES: c1(cc2c(cc1)C[C@H]1[C@@H]3[C@]2(CCCC3)CCN1)OC.Cl
• Canonical SMILES: COc1ccc2c(c1)[C@@]13CCCC[C@@H]3[C@H](C2)NCC1.Cl
• InChI: InChI=1S/C17H23NO.ClH/c1-19-13-6-5-12-10-16-14-4-2-3-7-17(14,8-9-18-16)15(12)11-13;/h5-6,11,14,16,18H,2-4,7-10H2,1H3;1H/t14-,16+,17+;/m1./s1
• InChIKey: IBNAJETZECTKHN-YPYJQMNVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,10S)-4-methoxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene hydrochloride
• IUPAC Traditional name: (1S,9S,10S)-4-methoxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene hydrochloride
• Synonyms: (9α,13α,14α)-3-Methoxymorphinan Hydrochloride; (+)-3-Methoxymorphinan Hydrochloride; Nordextromethorphan Hydrochloride; N-Nordextromethorphan Hydrochloride

Database IDs

• CAS Number: 1087-69-0
• PubChem SID: 164231508
• PubChem CID: 71751178

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.11707455
• LogD (pH = 7.4): 0.42981237
• Log P: 3.1107264
• Molar Refractivity: 77.2685 cm^3
• Polarizability: 30.460522 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 247-249°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N672500

A metabolite of Dextromethorphan (D299455).

REFERENCES

• Karler, R., et al.: Brain Res., 582, 143 (1992)
• Klein, M., et al.: J. Pharmacol. Exp. Ther., 260, 990 (1992)
• Gorski, J., et al.: Biochem. Pharmacol., 48, 173 (1992)