Diclofensine

Base Information

• Chemical Name: Diclofensine
• CAS No.: 67165-56-4
• Molecular Formula: C17H17Cl2NO
• Molecular Weight: 322.234
• Hs Code.: 2933499090
• UNII: 09HKW863J6
• DSSTox Substance ID: DTXSID30867264
• Nikkaji Number: J1.874.218G
• Wikipedia: Diclofensine
• Wikidata: Q5273862
• NCI Thesaurus Code: C78017
• ChEMBL ID: CHEMBL287257
• Mol file: 67165-56-4.mol

Synonyms:diclofensine;diclofensine hydrochloride;Ro 8-4650

Chemical Property of Diclofensine

Chemical Property:

• Vapor Pressure: 2.38E-07mmHg at 25°C
• Refractive Index: 1.59
• Boiling Point: 422.595 °C at 760 mmHg
• PKA: 7.87±0.40(Predicted)
• Flash Point: 209.378 °C
• PSA: 12.47000
• Density: 1.242 g/cm³
• LogP: 4.51720
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 321.0687196
• Heavy Atom Count: 21
• Complexity: 354

Purity/Quality:

99%, ^*data from raw suppliers

4-(3,4-Dichlorophenyl)-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(C2=C(C1)C=C(C=C2)OC)C3=CC(=C(C=C3)Cl)Cl
• Uses: A stimulant; inhibits reuptake of dopamine and noradrenaline, is an effective antidepressant. Compound exhibits significant addictive properties.

Technology Process of Diclofensine

There total 5 articles about Diclofensine 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: 59.0%

1-(3,4-dichlorophenyl)-2-((3-methoxybenzyl)(methyl)amino)ethanol (802051-24-7) → 4-(3,4-dichlorophenyl)-5-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline (692248-97-8) + Diclofensine (67165-56-4)

Guidance literature:

1-(3,4-dichlorophenyl)-2-((3-methoxybenzyl)(methyl)amino)ethanol; With sulfuric acid; In dichloromethane; at 0 ℃; for 28h;

With sodium hydroxide; In dichloromethane; pH=9;

Reference yield:

1-(3,4-dichlorophenyl)-2-((3-methoxybenzyl)(methyl)amino)ethanone (1254941-88-2) → Diclofensine (67165-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / methanol / 2 h / 0 °C

2.1: sulfuric acid / dichloromethane; water / 28 h / 0 °C

2.2: pH ~ 9

With sodium tetrahydroborate; sulfuric acid; In methanol; dichloromethane; water;

Reference yield:

1-(3-methoxyphenyl)-N-methylmethanamine (41789-95-1) → Diclofensine (67165-56-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 1 h / 0 °C

1.2: 1 h / 0 °C

2.1: sodium tetrahydroborate / methanol / 2 h / 0 °C

3.1: sulfuric acid / dichloromethane; water / 28 h / 0 °C

3.2: pH ~ 9

With sodium tetrahydroborate; sulfuric acid; In methanol; dichloromethane; water;

upstream raw materials:

1-(3,4-dichlorophenyl)-2-((3-methoxybenzyl)(methyl)amino)ethanol

1-(3,4-dichlorophenyl)-2-((3-methoxybenzyl)(methyl)amino)ethanone

1-(3-methoxyphenyl)-N-methylmethanamine

3-methoxy-benzaldehyde

Downstream raw materials:

7-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydroisoquinoline

tert-butyl 7-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-4-(3,4-dichlorophenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

4-(4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydroisoquinolin-7-yl)benzamide

Refernces

• 1、 -. "CRYSTALLINE FORMS OF (S)-7-([1,2,4]TRIAZOLO[1,5-a]PYRIDIN-6-YL)-4-(3,4-DICHLOROHPHENYL)-1,2,3,4-TETRAHYDROISOQUINOLINE AND USE THEREOF". Page/Page column 33. . Retrieved 2010/12/17.
• 2、 -. "Substituted 4-phenyl isoquinolines". . . Retrieved 2008/06/13.