Desmethylclomipramine

Base Information

• Chemical Name: Desmethylclomipramine
• CAS No.: 303-48-0
• Molecular Formula: C18H21 Cl N2
• Molecular Weight: 337.29
• Hs Code.: 2933990090
• European Community (EC) Number: 636-900-0
• UNII: 01DN47PPQG
• DSSTox Substance ID: DTXSID70952663
• Nikkaji Number: J344.128H
• Wikipedia: Norclomipramine
• Wikidata: Q27215299
• Mol file: 303-48-0.mol

Synonyms:demethylchlorimipramine;desmethylchlorimipramine;desmethylclomipramine;desmethylclomipramine hydrochloride;N-demethylclomipramine

Chemical Property of Desmethylclomipramine

Chemical Property:

• Vapor Pressure: 6.34E-08mmHg at 25°C
• Boiling Point: 439.5°Cat760mmHg
• PKA: 10.37±0.10(Predicted)
• Flash Point: 219.6°C
• PSA: 15.27000
• Density: 1.129g/cm³
• LogP: 5.44410
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 300.1393264
• Heavy Atom Count: 21
• Complexity: 322

Purity/Quality:

98%,99%, ^*data from raw suppliers

Norclomipramine hydrochloride ~99% (TLC), powder ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNCCCN1C2=CC=CC=C2CCC3=C1C=C(C=C3)Cl
• Uses: A metabolite of Clomipramine

Technology Process of Desmethylclomipramine

There total 4 articles about Desmethylclomipramine 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: 96.0%

tert-butyl 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl(methyl)carbamate → desmethylclomipramine (303-48-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;

Reference yield:

Clomipramine (303-49-1,83162-38-3) → desmethylclomipramine (303-48-0)

Guidance literature:

With oxygen; palladium on activated charcoal; In methanol; for 24h; Ambient temperature;

Reference yield:

3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine (32943-25-2) → desmethylclomipramine (303-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / 0 - 20 °C

1.2: 5 h / 75 °C

2.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

With trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

upstream raw materials:

Clomipramine

3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Refernces

• 1、 Chaudhuri, Naba K.,Servando, Ofelia,Markus, Bohdan,Galynker, Igor,Sung, Ming-Sang. "Catalytic N-Dealkylation of Tertiary Amines--A Biomimetic Oxygenation Reaction". . p. 899 - 903. Retrieved 2007/10/02.