(1S,5R,13R,14S,17R)-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18),15-tetraen-14-ol hydrochloride

• ChemBase ID: 131704
• Molecular Formular: C17H20ClNO3
• Molecular Mass: 321.7986
• Monoisotopic Mass: 321.11317119
• SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN[C@@H](C2)[C@@H]4C=C[C@@H]1O.Cl
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN[C@@H](C2)[C@@H]4C=C[C@@H]1O.Cl
• InChI: InChI=1S/C17H19NO3.ClH/c1-20-13-5-2-9-8-11-10-3-4-12(19)16-17(10,6-7-18-11)14(9)15(13)21-16;/h2-5,10-12,16,18-19H,6-8H2,1H3;1H/t10-,11+,12-,16-,17-;/m0./s1
• InChIKey: PNRHAWADPSUWEX-GBWBWFAWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,17R)-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18),15-tetraen-14-ol hydrochloride; (1S,5R,13R,14S,17R)-10-methoxy-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-tetraen-14-ol hydrochloride
• IUPAC Traditional name: N-norcodeine hydrochloride
• Synonyms: Norcodeine hydrochloride trihydrate; (5α,6α)-7,8-Didehydro-4,5-epoxy-3-methoxy-morphinan-6-ol Hydrochloride; (-)-N-Norcodeine Hydrochloride; 17-Norcodeine Hydrochloride; 3-O-Methylnormorphine Hydrochloride; N-Desmethylcodeine Hydrochloride; N-Norcodeine Hydrochloride; Normorphine 3-Methyl Ether Hydrochloride; Norcodeine Hydrochloride; 去甲可待因 盐酸盐 三水合物

Database IDs

• CAS Number: 14648-14-7
• EC Number: 200-659-6
• PubChem SID: 162225981
• PubChem CID: 60196311

CALCULATED PROPERTIES

• Acid pKa: 13.782816
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.2620943
• LogD (pH = 7.4): -1.6063216
• Log P: 0.95990336
• Molar Refractivity: 79.31 cm^3
• Polarizability: 30.77013 Å^3
• Polar Surface Area: 50.72 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol (hot); Methanol (hot)
• Melting Point: 1850C
• Flash Point: 11 °C; 51.8 °F

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1230
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301-H311-H331-H370
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1230 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Concentration: 1.0 mg/mL±5% in methanol

DETAILS

Toronto Research Chemicals - N661600

A metabolite of Codeine. Morphine derivative.

REFERENCES

• Desmeules, J., et al.: Eur. J. Clin. Pharmacol., 41, 23 (1991)
• Ishida, T., et al.: Drug Metab. Dispos., 19, 895 (1991)
• Caraco, Y., et al.: J. Pharmacol. Exp. Ther., 290, 413 (1991)
• Murthy, B., et al.: J. Clin. Pharmacol., 42, 569 (1991)
• Skarke, C., et