(1S,5S,13R,14S,17R)-10,14-dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene

• ChemBase ID: 173461
• Molecular Formular: C19H23NO3
• Molecular Mass: 313.39082
• Monoisotopic Mass: 313.1677936
• SMILES: [C@H]12[C@H](C=C[C@@H]3[C@]41c1c(C[C@@H]3N(CC4)C)ccc(c1O2)OC)OC
• Canonical SMILES: CO[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@@H]2N(CC3)C)ccc1OC
• InChI: InChI=1S/C19H23NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,12-13,15,18H,8-10H2,1-3H3/t12-,13-,15-,18-,19-/m0/s1
• InChIKey: HGPQAWTZLJXCTC-QBQAKCNGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S,13R,14S,17R)-10,14-dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraene
• IUPAC Traditional name: (1S,5S,13R,14S,17R)-10,14-dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraene
• Synonyms: (5α,6α)-7,8-Didehydro-4,5-epoxy-3,6-dimethoxy-17-methylmorphinan; Codeine Methyl Ether; Methylcodeine; 6-Methoxycodeine; Di-O-methylmorphine; Dimethylmorphine; Morphine Dimethyl Ether; O6-Methylcodeine; 6-O-Methyl Codeine

Database IDs

• CAS Number: 2859-16-7
• PubChem SID: 164229371
• PubChem CID: 197011

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -1.2996107
• LogD (pH = 7.4): 0.19476306
• Log P: 1.9860778
• Molar Refractivity: 89.3559 cm^3
• Polarizability: 34.523163 Å^3
• Polar Surface Area: 30.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off White Solid
• Melting Point: 133-135°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - M294500

6-Substituted Morphine analogue.Controlled substance.

REFERENCES

• Deluca, A., et al.: Pharmacol. Ther., 69, 103 (1996)
• Polli, J., et al.: J. Pharmacol. Exp. Ther., 299, 620 (1996)
• Hassan, H., et al.: J. Pharm. Sci., 96, 2494 (1996)