Befloxatone

Base Information

• Chemical Name: Befloxatone
• CAS No.: 134564-82-2
• Molecular Formula: C15H18F3NO5
• Molecular Weight: 349.307
• UNII: 4H75PAD8M3
• DSSTox Substance ID: DTXSID70158800
• Nikkaji Number: J561.796K
• Wikipedia: Befloxatone
• Wikidata: Q4880243
• NCI Thesaurus Code: C77519
• Metabolomics Workbench ID: 144621
• ChEMBL ID: CHEMBL416578
• Mol file: 134564-82-2.mol

Synonyms:befloxatone;MD 370,503;MD 370503;MD-370,503;MD-370503;MD370503

Chemical Property of Befloxatone

Chemical Property:

• Vapor Pressure: 8.73E-09mmHg at 25°C
• Melting Point: 101°
• Refractive Index: 1.498
• Boiling Point: 447.3 °C at 760 mmHg
• PKA: 12.13±0.20(Predicted)
• Flash Point: 224.3 °C
• PSA: 68.23000
• Density: 1.326 g/cm³
• LogP: 2.41530
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 349.11370716
• Heavy Atom Count: 24
• Complexity: 412

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

BEFLOXATONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC1CN(C(=O)O1)C2=CC=C(C=C2)OCCC(C(F)(F)F)O
• Isomeric SMILES: COC[C@H]1CN(C(=O)O1)C2=CC=C(C=C2)OCC[C@H](C(F)(F)F)O
• Uses: Befloxatone is a selective and reversible inhibitor of monoamine oxidase A. A third line agent for the treatment of resistant depression.

Technology Process of Befloxatone

There total 5 articles about Befloxatone 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: 84.0%

4,4,4-trifluoro-3-hydroxybutyl 4-methylbenzenesulfonate (135859-37-9) → befloxatone (134564-82-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 6h;

Reference yield: 84.0%

3-(4-hydroxyphenyl)-5-(methoxymethyl)oxazolidin-2-one (73422-62-5,135605-66-2) + 4,4,4-trifluoro-3-hydroxybutyl 4-methylbenzenesulfonate (135859-37-9) → befloxatone (134564-82-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c2cc32757k

Reference yield:

(R)-3-(4-(benzyloxy)phenyl)-5-(methoxymethyl)oxazolidin-2-one → befloxatone (134564-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 5%-palladium/activated carbon; hydrogen / ethanol; dichloromethane / 12 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 6 h / 85 °C / Inert atmosphere

With 5%-palladium/activated carbon; hydrogen; potassium carbonate; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c2cc32757k

upstream raw materials:

methyl (4-(benzyloxy)phenyl)carbamate

3-(4-hydroxyphenyl)-5-(methoxymethyl)oxazolidin-2-one

4,4,4-trifluoro-3-hydroxybutyl 4-methylbenzenesulfonate

4-benzyloxyaniline hydrochloride