Mexazolam

Base Information

• Chemical Name: Mexazolam
• CAS No.: 31868-18-5
• Molecular Formula: C18H16 Cl2 N2 O2
• Molecular Weight: 363.243
• UNII: S5969B6237
• DSSTox Substance ID: DTXSID9057715
• Nikkaji Number: J3.491F
• Wikipedia: Mexazolam
• Wikidata: Q6148446
• NCI Thesaurus Code: C81637
• Metabolomics Workbench ID: 155517
• ChEMBL ID: CHEMBL1743261
• Mol file: 31868-18-5.mol

Synonyms:10-chloro-2,3,7,11b-tetrahydro-3-methyl-11b-(2-chlorophenyl)oxazolo(3,2-d)(1,4)benzodiazepin-6(5H)-one;CS 386;CS-386;mexazolam

Chemical Property of Mexazolam

Chemical Property:

• Vapor Pressure: 5.29E-11mmHg at 25°C
• Melting Point: 172-175°
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 522.2 °C at 760 mmHg
• PKA: 6.69(at 25℃)
• Flash Point: 269.6 °C
• PSA: 41.57000
• Density: 1.44 g/cm³
• LogP: 3.94320
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 362.0588831
• Heavy Atom Count: 24
• Complexity: 505

Purity/Quality:

99% ^*data from raw suppliers

MEXAZOLAM 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1COC2(N1CC(=O)NC3=C2C=C(C=C3)Cl)C4=CC=CC=C4Cl
• Description: Mexazolam is a benzodiazepine anxiolytic closely related to flutazolam. It is reported to be particularly effective against psychosomatic essential hypertension, peptic ulcer, irritable colon and autonomic dystonia.
• Uses: Mexazolam is a benzodiazepine derivative and have been investigated for its therapeutic value in treating anxiety. Mexazolam is known to be metabolized via the CYP3A4 pathway.

Technology Process of Mexazolam

There total 3 articles about Mexazolam 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:

2-Amino-1-propanol (6168-72-5) + 2-(2-bromo-acetylamino)-5,2'-dichloro-benzophenone (5504-92-7) → mexazolam (31868-18-5)

Guidance literature:

Multistep reaction; (i) CH₂Cl₂, (ii) AcOH, EtOH;

DOI:10.1021/jm00288a015

Reference yield:

7-Chloro-5-(2-chloro-phenyl)-4-(2-hydroxy-1-methyl-ethyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-4-ium → mexazolam (31868-18-5)

Guidance literature:

With borate buffer (pH=8-10.5); In ethanol; water; Equilibrium constant; Mechanism; variation of pH and buffers.;

DOI:10.1248/cpb.30.3810

Reference yield:

→ mexazolam (31868-18-5)

Guidance literature:

Aminobenzylidenaminoethanolverb., XCOR;

upstream raw materials:

2-Amino-1-propanol

2-(2-bromo-acetylamino)-5,2'-dichloro-benzophenone

Refernces

• 1、 Ikeda,Nagai. "The acid-base equilibrium reaction of benzodiazepinooxazoles". . p. 3810 - 3816. Retrieved 2007/10/02.