(1S,9S,10S)-4-methoxy-17-(2H3)methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene

• ChemBase ID: 166730
• Molecular Formular: C18H25NO
• Molecular Mass: 271.3972
• Monoisotopic Mass: 271.19361443
• SMILES: c1(cc2c(cc1)C[C@H]1[C@@H]3[C@]2(CCCC3)CCN1C)OC
• Canonical SMILES: COc1ccc2c(c1)[C@@]13CCCC[C@@H]3[C@H](C2)N(CC1)C
• InChI: InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17+,18+/m1/s1
• InChIKey: MKXZASYAUGDDCJ-NJAFHUGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,10S)-4-methoxy-17-(^2H₃)methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene
• IUPAC Traditional name: (1S,9S,10S)-4-methoxy-17-(^2H₃)methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene
• Synonyms: (9α,13α,14α)-3-Methoxy-17-(methyl-d3)morphinan; (+)-3-Methoxy-N-(methyl-d3)morphinan; d-3-Methoxy-N-(methyl-d3)morphinan; Dextromethorphan-d3

Database IDs

• CAS Number: 524713-56-2
• PubChem SID: 162260863
• PubChem CID: 12116689

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.050376788
• LogD (pH = 7.4): 1.0825826
• Log P: 3.4937744
• Molar Refractivity: 82.5632 cm^3
• Polarizability: 32.30606 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 105-110°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D299457

A labelled Dextromethorphan. An antitussive drug. Orally active synthetic morphine analog. Analgesic (narcotic).

REFERENCES

• Hafliger, et al.: Helv. Chim. Acta, 39, 2053 (1956)
• Cox, B.M., et al.: Br. J. Pharmacol. Chemother., 27, 81 (1956)