O-Desmethyltramadol

Base Information

• Chemical Name: O-Desmethyltramadol
• CAS No.: 80456-81-1
• Deprecated CAS: 138853-72-2,147859-77-6,185502-38-9
• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 249.353
• UNII: 2WA8F50C3F,9W28LW2ET5
• DSSTox Substance ID: DTXSID401044548,DTXSID901313651
• Nikkaji Number: J434.999G
• Wikipedia: Desmetramadol
• Wikidata: Q63395330
• NCI Thesaurus Code: C166599
• Pharos Ligand ID: YY6AGDVMAA9X
• Metabolomics Workbench ID: 87128
• ChEMBL ID: CHEMBL1400
• Mol file: 80456-81-1.mol

Synonyms:O-demethyl tramadol;O-demethyltramadol;O-demethyltramadol hydrochloride;O-desmethyltramadol;tramadol M1 metabolite

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of O-Desmethyltramadol

Chemical Property:

• Boiling Point: 403.3±25.0 °C(Predicted)
• PKA: 10.00±0.10(Predicted)
• PSA: 43.70000
• Density: 1.104±0.06 g/cm3(Predicted)
• LogP: 3.13360
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 249.172878976
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1CCCCC1(C2=CC(=CC=C2)O)O
• Isomeric SMILES: CN(C)C[C@H]1CCCC[C@@]1(C2=CC(=CC=C2)O)O
• Recent ClinicalTrials: A Randomized Study Investigating Oral Desmetramadol Dose Proportionality and Food Effect In Normal Human Subjects

Technology Process of O-Desmethyltramadol

There total 4 articles about O-Desmethyltramadol 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: 80.0%

cis-tramadol (27203-92-5,2914-77-4,73806-46-9,123134-25-8,123154-38-1,36282-47-0,152538-36-8,181289-58-7,181289-59-8) → (±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol (73986-53-5,80456-81-1,144830-14-8,144830-15-9)

Guidance literature:

With diisobutylaluminium hydride; In toluene; for 23h; Cooling with ice; Inert atmosphere; Reflux;

Reference yield:

tramadol (2914-77-4,152538-36-8,181289-58-7,181289-59-8) → (±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol (73986-53-5,80456-81-1,144830-14-8,144830-15-9)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 195 - 200 ℃; for 28h; Inert atmosphere;

Reference yield:

tramadol hydrochloride (36282-47-0,22204-88-2) → (±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol (73986-53-5,80456-81-1,144830-14-8,144830-15-9) + (±)-cis-2-[(methylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol (147762-57-0,75377-45-6)

Guidance literature:

With titanium dioxide P-25; water; at 25 ℃; for 0.25h; Kinetics; Photolysis;

DOI:10.1016/j.apcata.2016.02.005

upstream raw materials:

tramadol hydrochloride

cis-tramadol

tramadol

Downstream raw materials:

(+/-)-mono-O-demethyltramadol hydrochloride

(+)-O-Demethyltramadol