Demoxepam

Base Information

• Chemical Name: Demoxepam
• CAS No.: 963-39-3
• Molecular Formula: C15H11ClN2O2
• Molecular Weight: 286.718
• Hs Code.: 2933996100
• European Community (EC) Number: 213-515-2
• NSC Number: 169898,46077
• UNII: 8X1XP5M0SB
• DSSTox Substance ID: DTXSID4046155
• Nikkaji Number: J7.197H
• Wikipedia: Demoxepam
• Wikidata: Q5256385
• NCI Thesaurus Code: C171701
• ChEMBL ID: CHEMBL1597677
• Mol file: 963-39-3.mol

Synonyms:demoxepam;Ro 5-2092

Chemical Property of Demoxepam

Chemical Property:

• Melting Point: 235-236 °C (decomp)
• Refractive Index: 1.682
• Boiling Point: 447.4oC at 760mmHg
• PKA: pKa 4.5 (Uncertain)
• Flash Point: 2℃
• PSA: 57.85000
• Density: 1.405 g/cm³
• LogP: 2.73660
• Storage Temp.: ?20°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 286.0509053
• Heavy Atom Count: 20
• Complexity: 554

Purity/Quality:

99.9% ^*data from raw suppliers

Demoxepam solution 1.0?mg/mL in acetonitrile, ampule of 1?mL, certified reference material, Cerilliant? ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-20/21/22-36
• Safety Statements: 16-26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)N=C2C=CC(=CC2=C(N1O)C3=CC=CC=C3)Cl
• Uses: A major metabolite of Chlordiazepoxide (C327050). A benzodiapine derivative with anticonvulsant properties.

Technology Process of Demoxepam

There total 4 articles about Demoxepam 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: 4.0%

diazepam (439-14-5) → desmethyldiazepam (1088-11-5) + oxazepam (604-75-1) + demoxepam (963-39-3) + diazepam 4-oxide (2888-64-4) + temazepam (846-50-4) + 6-chloro-1-methyl-4-phenyl-2(1H)-quinazolinone (20927-53-1)

Guidance literature:

With dihydrogen peroxide; 1H-imidazole; {5,10,15,20-tetrakis(pentafluorophenyl)porphynato}manganese(III) chloride; ammonium acetate; In 1,1,1,3',3',3'-hexafluoro-propanol; water; 4-methyl-1,2,3-trifluorobenzene; for 4.83333h; Product distribution / selectivity;

Reference yield:

Chlordiazepoxide hydrochloride (438-41-5) → demoxepam (963-39-3)

Guidance literature:

With water; at 37 ℃; for 960h;

DOI:10.1007/s00213-009-1752-8

Reference yield:

chlordiazepoxide (58-25-3) → 6-Chloro-4-hydroxy-3-methyl-4-phenyl-3,4-dihydro-quinazoline-2-carbaldehyde oxime + N-nitrosochlordiazepoxide (51715-17-4) + demoxepam (963-39-3)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 37 ℃; for 1h; Product distribution; varying pH; varying amounts of reagents;

upstream raw materials:

chlordiazepoxide

diazepam

Chlordiazepoxide hydrochloride

Downstream raw materials:

Re(CO)2(P(C₆H₅)3)2(C₁₅H₁₀ClN₂O₂)

3-fluoro-1,3-dihydro-1-methyl-7-chloro-5-phenyl-2H-1,4-benzodiazepin-2-one

3-fluoro-5-phenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one

7-chloro-3-fluoro-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepine-1-carboxylic acid ethylamide

Refernces

• 1、 Butterfield,Matsui,Smith,Sears. "High performance liquid chromatographic determination of chlordiazepoxide and major related impurities in pharmaceuticals". . p. 684 - 687. Retrieved 1977.
• 2、 -. "Process for catalyzing the oxidation of organic compounds". Page column 8-10. . Retrieved 2008/06/13.