Tiapride

Base Information

• Chemical Name: Tiapride
• CAS No.: 51012-32-9
• Molecular Formula: C15H24N2O4S
• Molecular Weight: 328.433
• Hs Code.: 2924299090
• European Community (EC) Number: 256-907-9
• UNII: LAH70H9JPH
• DSSTox Substance ID: DTXSID0023664
• Nikkaji Number: J11.205D
• Wikipedia: Tiapride
• Wikidata: Q416414
• NCI Thesaurus Code: C152602
• Metabolomics Workbench ID: 49709
• ChEMBL ID: CHEMBL84158
• Mol file: 51012-32-9.mol

Synonyms:Equilium;FLO 1347;FLO-1347;FLO1347;Hydrochloride, Tiapride;Monohydrochloride, Tiapride;Tiapridal;Tiapride;Tiapride Hydrochloride;Tiapride Monohydrochloride;Tiapridex;Tiaprizal

Chemical Property of Tiapride

Chemical Property:

• Vapor Pressure: 4.65E-10mmHg at 25°C
• Melting Point: 123-125°
• Boiling Point: 498.1 °C at 760 mmHg
• PKA: 9.14[at 20 ℃]
• Flash Point: 255.1 °C
• PSA: 84.09000
• Density: 1.15 g/cm³
• LogP: 3.44400
• Storage Temp.: 2-8°C
• Water Solubility.: 349mg/L at 25℃
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 328.14567842
• Heavy Atom Count: 22
• Complexity: 443

Purity/Quality:

99.9% ^*data from raw suppliers

Tiapride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCNC(=O)C1=C(C=CC(=C1)S(=O)(=O)C)OC
• Recent ClinicalTrials: Pharmacovigilance in Gerontopsychiatric Patients
• Recent EU Clinical Trials: HAMLETT. Handling Antipsychotic Medication: Long-term Evaluation of Targeted Treatment. A pragmatic single blind RCT of continuation versus discontinuation/ dose reduction of antipsychotic medication in patients remitted after a first episode of psychosis
• Uses: Tiapride hydrochloride is a D2DR and D3DR inhibitor; Anti-psychotic agent and alternative treatment for Tourette’s syndrome.
• Therapeutic Function: Antiemetic

Technology Process of Tiapride

There total 4 articles about Tiapride 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:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + 4-methyl 2-chloro 1-3-2-dioxophosphorinane + 2-methoxy-5-methylsulphonylbenzoic acid (50390-76-6) + N,N-diethylethylenediamine (100-36-7) → tiapride (51012-32-9)

Guidance literature:

In water;

Reference yield:

2-methoxy-5-methylsulphonylbenzoic acid (50390-76-6) → tiapride (51012-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 3 h / 60 °C / Sealed tube

2: acetonitrile / 2 h / 60 °C / Sealed tube

With triethylamine; In acetonitrile;

DOI:10.1021/acs.joc.8b00819

Reference yield:

C13H14O7S + N,N-diethylethylenediamine (100-36-7) → tiapride (51012-32-9)

Guidance literature:

In acetonitrile; at 60 ℃; for 2h; Sealed tube;

DOI:10.1021/acs.joc.8b00819

upstream raw materials:

1,4-dioxane

2-methoxy-5-methylsulphonylbenzoic acid

N,N-diethylethylenediamine

Refernces

• 1、 -. "Processes of producing 2,5-disubstituted benzamides". . . Retrieved 2008/06/13.