Lofepramine

Base Information

• Chemical Name: Lofepramine
• CAS No.: 23047-25-8
• Molecular Formula: C26H27 Cl N2 O
• Molecular Weight: 418.966
• European Community (EC) Number: 245-396-8
• UNII: OCA4JT7PAW
• DSSTox Substance ID: DTXSID2023220
• Nikkaji Number: J11.465K
• Wikipedia: Lofepramine
• Wikidata: Q368941
• NCI Thesaurus Code: C87615
• Pharos Ligand ID: XQLFUQGP7B7F
• Metabolomics Workbench ID: 56790
• ChEMBL ID: CHEMBL87708
• Mol file: 23047-25-8.mol

Synonyms:Deftan;Feprapax;Gamanil;Gamonil;Hydrochloride, Lofepramine;Leo 640;Lofepramine;Lofepramine Hydrochloride;Lomont;Lopramine

Chemical Property of Lofepramine

Chemical Property:

• Vapor Pressure: 3.17E-13mmHg at 25°C
• Melting Point: 103-105°C
• Boiling Point: 575°Cat760mmHg
• Flash Point: 301.6°C
• PSA: 23.55000
• Density: 1.173g/cm³
• LogP: 5.84650
• Storage Temp.: Store at +4°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 2.04mg/L at 25℃
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 418.1811912
• Heavy Atom Count: 30
• Complexity: 523

Purity/Quality:

99.9% ^*data from raw suppliers

Lofepramine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(CCCN1C2=CC=CC=C2CCC3=CC=CC=C31)CC(=O)C4=CC=C(C=C4)Cl
• Description: Lofepramine is a first generation tricyclic antidepressant that is extensively metabolized to desipramine. It potently inhibits serotonin and norepinephrine transporters (Kds = 70 and 5.4 nM, respectively) and less potently antagonizes serotonin, histamine, and muscarinic receptors.
• Uses: Psychotropic drug related to imipramine. Antidepressant. Psychotropic drug related to imipramine. Antidepressant
• Therapeutic Function: Antidepressant

Technology Process of Lofepramine

There total 2 articles about Lofepramine 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:

desipramine (50-47-5) + 4-chlorobenzoylmethyl bromide (536-38-9) → lofepramine (23047-25-8)

Guidance literature:

With potassium carbonate; potassium hydrogencarbonate; In tert-butyl methyl ether;

Reference yield:

→ lofepramine (23047-25-8)

Guidance literature:

N-Methyl-3-(10,11-dihydro-5H-dibenzoazepin-5-yl)-propylamin, 2-Brom-4'-chloracetophenon, NaHCO3;

Reference yield: 95.0%

lofepramine (23047-25-8) + maleic acid (110-16-7,26099-09-2) → lofepramine maleate (1024916-12-8)

Guidance literature:

In ethyl acetate; at 20 - 60 ℃; for 1.08333h;

upstream raw materials:

desipramine

4-chlorobenzoylmethyl bromide

Downstream raw materials:

lofepramine maleate

Refernces