6-O-METHYLCODEINE

Base Information

• Chemical Name: 6-O-METHYLCODEINE
• CAS No.: 2859-16-7
• Molecular Formula: C19H23 N O3
• Molecular Weight: 313.397
• European Community (EC) Number: 220-674-1
• UNII: 15M9MY9A04
• DSSTox Substance ID: DTXSID30951258
• Nikkaji Number: J15.153J
• Wikidata: Q27251732
• Metabolomics Workbench ID: 133831
• ChEMBL ID: CHEMBL412301
• Mol file: 2859-16-7.mol

Synonyms:Codeine,O-methyl- (7CI); Morphinan, 7,8-didehydro-4,5a-epoxy-3,6a-dimethoxy-17-methyl- (8CI); 6-Methoxycodeine; Codeine methyl ether;Di-O-methylmorphine; Dimethylmorphine; Methylcodeine; Morphine dimethyl ether;O6-Methylcodeine

Chemical Property of 6-O-METHYLCODEINE

Chemical Property:

• Vapor Pressure: 6.39E-08mmHg at 25°C
• Melting Point: 140-141°C
• Boiling Point: 439.4°C at 760 mmHg
• PKA: 8.14±0.40(Predicted)
• Flash Point: 129.8°C
• PSA: 30.93000
• Density: 1.26g/cm³
• LogP: 2.09310
• Storage Temp.: Controlled Substance, -20?C Freezer
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 313.16779360
• Heavy Atom Count: 23
• Complexity: 523

Purity/Quality:

99%, ^*data from raw suppliers

6-O-METHYL CODEINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(C=C4)OC
• Isomeric SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](C=C4)OC
• Uses: Licence is required to purchase this controlled substance 6-Substituted Morphine analogue. Controlled substance.

Technology Process of 6-O-METHYLCODEINE

There total 16 articles about 6-O-METHYLCODEINE 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%

codeine methyl ether N-oxide hydrochloride → N-norcadeine methyl ether (173677-19-5) + codeine-6-methyl ether (2859-16-7)

Guidance literature:

codeine methyl ether N-oxide hydrochloride; With ferrocene; In chloroform; at 50 ℃; for 22h;

With sodium hydroxide; In chloroform; water;

DOI:10.1016/j.bmcl.2010.06.031

Reference yield: 79.0%

C19H23NO4*C8H6O4 → N-norcadeine methyl ether (173677-19-5) + codeine-6-methyl ether (2859-16-7)

Guidance literature:

With iron(II) sulfate; In methanol; at 20 ℃; for 6h;

DOI:10.1016/j.bmcl.2006.03.017

Reference yield: 70.0%

C19H23NO4*HNO3 → N-norcadeine methyl ether (173677-19-5) + codeine-6-methyl ether (2859-16-7)

Guidance literature:

With iron(II) sulfate; In methanol; at 20 ℃; for 6h;

DOI:10.1016/j.bmcl.2006.03.017

upstream raw materials:

dimethyl sulfate

normorphine

diazomethane

codeine

Downstream raw materials:

8,14-dihydrothebaine

Hydrocodone

thebaine

6-O-methylnorcodeine N-phenylcarbamate

Refernces

• 1、 Parker,H.I. et al.. "-". . p. 1276 - 1282. Retrieved 1972.
• 2、 Kok, Gaik B.,Scammells, Peter J.. "N-Demethylation of N-methyl alkaloids with ferrocene". supporting information; experimental part. p. 4499 - 4502. Retrieved 2010/09/15.
• 3、 Cunningham, Christopher W.,Mercer, Susan L.,Hassan, Hazem E.,Traynor, John R.,Eddington, Natalie D.,Coop, Andrew. "Opioids and efflux transporters. Part 2: P-glycoprotein substrate activity of 3- and 6-substituted morphine analogs". . p. 2316 - 2320. Retrieved 2008/12/22.