Protriptyline

Base Information

• Chemical Name: Protriptyline
• CAS No.: 438-60-8
• Molecular Formula: C19H21 N
• Molecular Weight: 263.382
• Hs Code.: 2921499090
• European Community (EC) Number: 207-119-9
• UNII: 4NDU154T12
• DSSTox Substance ID: DTXSID0023535
• Nikkaji Number: J5.739H
• Wikipedia: Protriptyline
• Wikidata: Q408432
• NCI Thesaurus Code: C61913
• RXCUI: 8886
• Pharos Ligand ID: DKSR4U8163BL
• Metabolomics Workbench ID: 42721
• ChEMBL ID: CHEMBL668
• Mol file: 438-60-8.mol

Synonyms:Hydrochloride, Protriptyline;Protriptyline;Protriptyline Hydrochloride;Vivactil

Chemical Property of Protriptyline

Chemical Property:

• Refractive Index: 1.7500 (estimate)
• Boiling Point: 407.7 °C at 760 mmHg
• PKA: 8.2(at 25℃)
• Flash Point: 198.3 °C
• PSA: 12.03000
• Density: 1.026 g/cm³
• LogP: 4.69280
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 263.167399674
• Heavy Atom Count: 20
• Complexity: 296

Purity/Quality:

98% ^*data from raw suppliers

PROTRIPTYLINE-D6 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Drug Classes: Antidepressant Agents
• Canonical SMILES: CNCCCC1C2=CC=CC=C2C=CC3=CC=CC=C13
• Recent ClinicalTrials: Bioequivalency Study of Protriptyline 10 mg Tablets Under Fasted Conditions
• Uses: Antidepressant. Protriptyline is a powerful antidepressant, the mechanism of action of which is not known. It is not a MAO inhibitor and does not stimulate the CNS. It begins to act much faster and acts much longer than imipramine or amitriptyline. Protriptyline does not possess sedative tranquilizing properties. It is used in clinical conditions for treating severe depression.

Technology Process of Protriptyline

There total 5 articles about Protriptyline 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:

C19H20O3S (19071-94-4) + methylamine (74-89-5) → Protriptylin (438-60-8)

Guidance literature:

In methanol; at 65 - 70 ℃; for 2h;

Reference yield:

N,N-dimethyl-3-(5H-dibenzo[a,d]cyclohepten-5-yl)-propylamine (521-80-2) → Protriptylin (438-60-8)

Guidance literature:

Multistep reaction; (i) BrCN, (ii) aq. HCl, AcOH;

DOI:10.1021/jm00308a031

Reference yield:

5-[3-(N,N-dimethylamino)propyl]-5H-dibenzo[a,d]cyclohepten-5-ol (18029-54-4) → Protriptylin (438-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄, CF₃CO₂H

2: carbonochloridic acid vinyl ester

With sodium tetrahydroborate; Vinyl chloroformate; trifluoroacetic acid;

DOI:10.1055/s-1977-24308

upstream raw materials:

N,N-dimethyl-3-(5H-dibenzo[a,d]cyclohepten-5-yl)-propylamine

5-[3-(N,N-dimethylamino)propyl]-5H-dibenzo[a,d]cyclohepten-5-ol

5-chloro-5H-dibenzo[a,d]cycloheptene

C₁₉H₂₀O₃S

Downstream raw materials:

5-Methyl-2-cyclohepten-5-yl)-propylamino>-1,4-benzochinon

6-Methyl-2-cyclohepten-5-yl)-propylamino>-1,4-benzochinon

5-Methyl-2-<3-(5H-dibenzocyclohepten-5-yl)-propylamino>-1,4-benzochinon

10-Hydroxyprotriptyline