Enciprazine

Base Information

• Chemical Name: Enciprazine
• CAS No.: 68576-86-3
• Molecular Formula: C23H32N2O6
• Molecular Weight: 432.517
• UNII: L6X660925G
• DSSTox Substance ID: DTXSID3057806
• Wikipedia: Enciprazine
• Wikidata: Q27282790
• NCI Thesaurus Code: C73209
• ChEMBL ID: CHEMBL101284
• Mol file: 68576-86-3.mol

Synonyms:enciprazine;enciprazine hydrochloride

Chemical Property of Enciprazine

Chemical Property:

• Vapor Pressure: 8.33E-16mmHg at 25°C
• Boiling Point: 611.5°Cat760mmHg
• Flash Point: 323.6°C
• PSA: 72.86000
• Density: 1.171g/cm³
• LogP: 2.28580
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 432.22603674
• Heavy Atom Count: 31
• Complexity: 491

Purity/Quality:

95-99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1N2CCN(CC2)CC(COC3=CC(=C(C(=C3)OC)OC)OC)O
• Uses: Tranquilizer (minor).

Technology Process of Enciprazine

There total 5 articles about Enciprazine 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: 95.0%

3,4,5-trimethoxyphenol (642-71-7) + 2-hydroxy-3-[4-(o-methoxyphenyl)-1-piperazinyl]propyl chloride (73438-28-5) → Enciprazine (68576-86-3)

Guidance literature:

With potassium carbonate; In acetonitrile; for 6h; Reflux;

DOI:10.1016/j.tetasy.2012.08.002

Reference yield:

3,4,5-trimethoxyphenoxy glycidyl ether + 1-(2-Methoxyphenyl)piperazine (35386-24-4) → Enciprazine (68576-86-3)

Guidance literature:

In isopropyl alcohol;

Reference yield:

3,4,5-trimethoxyphenol (642-71-7) → Enciprazine (68576-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 40percent NaOH / 1 h / Heating

2: propan-2-ol / 5 h / Heating

With sodium hydroxide; In isopropyl alcohol;

DOI:10.1021/jm00173a012

upstream raw materials:

1-(2-Methoxyphenyl)piperazine

1-(3,4,5-trimethoxyphenoxy)-2,3-epoxypropane

3,4,5-trimethoxyphenol

2-hydroxy-3-[4-(o-methoxyphenyl)-1-piperazinyl]propyl chloride

Downstream raw materials:

1-(3,4,5-trimethoxyphenoxy)-2-(nicotinoyloxy)-3-<4-(2-methoxyphenyl)piperazinyl>propane

1-(3,4,5-trimethoxyphenoxy)-2-<(3,4,5-trimethoxybenzoyl)oxy>-3-<4-(2-methoxyphenyl)piperazinyl>propane

Refernces

• 1、 Engel, Juergen,Fleischhauer, Ilona,Jakovlev, Vladimir,Kleemann, Axel,Kutscher, Bernhard,et al.. "Chemistry and Pharmacology of the Non-Benzodiazepine Anxiolytic Enciprazine and Related Compounds". . p. 2976 - 2981. Retrieved 2007/10/02.