Radafaxine

Base Information

• Chemical Name: Radafaxine
• CAS No.: 233600-52-7
• Molecular Formula: C13H18ClNO2
• Molecular Weight: 0.00000
• European Community (EC) Number: 689-763-4
• UNII: Q47741214K
• DSSTox Substance ID: DTXSID501318447
• Nikkaji Number: J1.493.314J
• Wikipedia: Radafaxine
• Wikidata: Q1485208
• NCI Thesaurus Code: C81083
• Pharos Ligand ID: ZH4KDRQ2SYM6
• Metabolomics Workbench ID: 152887
• ChEMBL ID: CHEMBL1172928
• Mol file: 233600-52-7.mol

Synonyms:2-morpholinol, 2-(3-chlorophenyl)-3,5,5-trimethyl-, (2S,3S)-;radafaxine

Chemical Property of Radafaxine

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 255.1026065
• Heavy Atom Count: 17
• Complexity: 285

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(OCC(N1)(C)C)(C2=CC(=CC=C2)Cl)O
• Isomeric SMILES: C[C@H]1[C@@](OCC(N1)(C)C)(C2=CC(=CC=C2)Cl)O
• Recent ClinicalTrials: An 8 Week Study Of Depression In Adults Diagnosed With Major Depressive Disorder
• Recent EU Clinical Trials: A Multicentre, Randomised, Double-Blind, Placebo-Controlled, Parallel-Group, Flexible-Dose Study Evaluating the Efficacy, Safety, and Tolerability of Radafaxine Extended-Release (100-140mg/day) Compared to Placebo in Adult Subjects Diagnosed with Major Depressive Disorder.

Technology Process of Radafaxine

There total 19 articles about Radafaxine 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: 90.0%

2-bromo-3'-chloropropiophenone (34911-51-8) + 2-Amino-2-methyl-1-propanol (124-68-5) → (2R,3R)-2-(-3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol (357399-43-0,233600-52-7)

Guidance literature:

In ethyl acetate; acetonitrile;

Reference yield: 78.0%

→ (R,R)-Hydroxybupropion (192374-15-5,233600-52-7)

Guidance literature:

Reference yield: 41.0%

2-Amino-2-methyl-1-propanol (124-68-5) + (R)-(+)-1-(3-chlorophenyl)-2-hydroxypropan-1-one (291275-46-2) → radafaxine (192374-14-4,233600-52-7)

Guidance literature:

(R)-(+)-1-(3-chlorophenyl)-2-hydroxypropan-1-one; With trifluoromethylsulfonic anhydride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; at -50 - 0 ℃; for 1h;

2-Amino-2-methyl-1-propanol; In dichloromethane; acetonitrile; at -10 - 0 ℃; for 4h;

upstream raw materials:

2-Amino-2-methyl-1-propanol

Trifluoro-methanesulfonic acid (R)-2-(3-chloro-phenyl)-1-methyl-2-oxo-ethyl ester

3'-chloro-propiophenone

(R)-(+)-1-(3-chlorophenyl)-2-hydroxypropan-1-one

Refernces

• 1、 Wang, Xiaoming,Abdelrahman, Doaa R.,Fokina, Valentina M.,Hankins, Gary D.V.,Ahmed, Mahmoud S.,Nanovskaya, Tatiana N.. "Metabolism of bupropion by baboon hepatic and placental microsomes". experimental part. p. 295 - 303. Retrieved 2012/05/04.
• 2、 -. "Enhancing transdermal delivery of opiod antagonists and agonistis using codrugs links to bupropion or hydroxybupropion". Page/Page column 7. . Retrieved 2009/01/24.