Tipepidine

Base Information

• Chemical Name: Tipepidine
• CAS No.: 5169-78-8
• Molecular Formula: C₁₅H₁₇NS₂
• Molecular Weight: 275.439
• Hs Code.: 2934999090
• UNII: 2260ZP67IT
• DSSTox Substance ID: DTXSID2022626
• Nikkaji Number: J9.635K
• Wikipedia: Tipepidine
• Wikidata: Q7808816
• NCI Thesaurus Code: C76847
• Metabolomics Workbench ID: 154280
• ChEMBL ID: CHEMBL1899506
• Mol file: 5169-78-8.mol

Synonyms:tipepidine;tipepidine citrate (1:1);tipepidine hibenzate;tipepidine ibenzato

Chemical Property of Tipepidine

Chemical Property:

• Melting Point: 64-65°
• Refractive Index: 1.5300 (estimate)
• Boiling Point: bp4-5 178-184°
• PKA: 8.23±0.20(Predicted)
• PSA: 59.72000
• Density: 1.1947 (rough estimate)
• LogP: 4.27500
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 275.08024189
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

98%Min ^*data from raw suppliers

TIPEPIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC(=C(C2=CC=CS2)C3=CC=CS3)C1
• Recent NIPH Clinical Trials: Phase1 Study of TS-141 in Healthy Volunteers
• Therapeutic Function: Antitussive, Expectorant

Technology Process of Tipepidine

There total 3 articles about Tipepidine 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:

(1-methyl-piperidin-3-yl)-di-thiophen-2-yl-methanol (5166-68-7) → tipepidine (5169-78-8)

Guidance literature:

With hydrogenchloride;

Reference yield:

2-bromothiophene (1003-09-4) + dihydroarecoline (1690-72-8) → tipepidine (5169-78-8)

Guidance literature:

Multistep reaction; (i) Mg, THF, (ii) /BRN= 118370/, (iii) aq. HCl;

DOI:10.1021/jm00279a009

Reference yield:

→ tipepidine (5169-78-8)

Guidance literature:

aus Et-ester von N-Methyl nipecotic acid mit Grignard aus 2-Bromthiophen und Mg, Hydrolyse, HCl/HOAc, Δ;

upstream raw materials:

(1-methyl-piperidin-3-yl)-di-thiophen-2-yl-methanol

2-bromothiophene

dihydroarecoline

Refernces

• 1、 Kawazu,Kanno,Saito,Tamaki. "5-hydroxy-3-piperidylidenemethane derivatives as spasmolytics.". . p. 914 - 918. Retrieved 2007/10/04.