Norcodeine

Base Information

• Chemical Name: Norcodeine
• CAS No.: 467-15-2
• Deprecated CAS: 1410795-05-9
• Molecular Formula: C17H19 N O3
• Molecular Weight: 285.343
• Hs Code.: 2939190024
• European Community (EC) Number: 207-388-2
• UNII: 32W9P3T4ML
• DSSTox Substance ID: DTXSID8046327
• Nikkaji Number: J5.907B
• Wikipedia: Norcodeine
• Wikidata: Q4327388
• NCI Thesaurus Code: C166634
• ChEMBL ID: CHEMBL1908321
• Mol file: 467-15-2.mol

Synonyms:N-desmethylcodeine;norcodeine;norcodeine hydrochloride

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Chemical Property of Norcodeine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 1850C
• Boiling Point: 467.7°Cat760mmHg
• PKA: pKa 9.23± 0.01(H2O,t =25±0.1,I=0.15(KCl)Ar)(Approximate)
• Flash Point: 236.7°C
• PSA: 50.72000
• Density: 1.37g/cm³
• LogP: 1.48770
• Storage Temp.: ?20°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 285.13649347
• Heavy Atom Count: 21
• Complexity: 481

Purity/Quality:

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C2C3=C(CC4C5C3(CCN4)C(O2)C(C=C5)O)C=C1
• Isomeric SMILES: COC1=C2C3=C(C[C@@H]4[C@H]5[C@]3(CCN4)[C@@H](O2)[C@H](C=C5)O)C=C1
• Uses: A metabolite of Codeine. Morphine derivative (-)-N-Norcodeine is a metabolite of Codeine. Morphine derivative.

Technology Process of Norcodeine

There total 21 articles about Norcodeine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

N-methyl 7,8-didehydro-4,5-epoxy-6-hydroxy-3-methoxy-(5α,6α)-morphinan carbamate (210754-24-8) → norcodeine (467-15-2,10118-79-3,25318-90-5,131830-12-1)

Guidance literature:

With L-Selectride; In tetrahydrofuran; for 48h; Ambient temperature;

DOI:10.1021/jo9801972

Reference yield: 87.0%

C20H22ClNO5 → norcodeine (467-15-2,10118-79-3,25318-90-5,131830-12-1)

Guidance literature:

C₂₀H₂₂ClNO₅; In methanol; at 60 ℃; for 6h;

With sodium hydroxide; pH=9;

DOI:10.3390/molecules25174009

Reference yield: 82.0%

codeine (76-57-3) → norcodeine (467-15-2,10118-79-3,25318-90-5,131830-12-1)

Guidance literature:

codeine; With carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate; In 1,2-dichloro-ethane; Heating; Inert atmosphere;

With methanol; Heating;

DOI:10.1071/CH15475

upstream raw materials:

codeine

chloroformic acid ethyl ester

N-methyl 7,8-didehydro-4,5-epoxy-6-hydroxy-3-methoxy-(5α,6α)-morphinan carbamate

hydrogenchloride

Downstream raw materials:

4,5-epoxy-6-hydroxy-3-methoxy-morphin-7-ene-17-carbothioic acid anilide

norapocodeine

Norhydrocodone

Nordihydrocodeine

Refernces

• 1、 -. "Demethylation of Reticuline and Derivatives Thereof with Fungal Cytochrome P450". Paragraph 0561; 0562; 0564; 0850. . Retrieved 2021/07/31.
• 2、 Knych, Heather K.,Baden, Russell W.,Gretler, Sophie R.,McKemie, Daniel S.. "Characterization of the in vitro CYP450 mediated metabolism of the polymorphic CYP2D6 probe drug codeine in horses". . p. 184 - 192. Retrieved 2019/07/17.