Itopride hydrochloride

Base Information

• Chemical Name: Itopride hydrochloride
• CAS No.: 122892-31-3
• Molecular Formula: C20H26N2O4^.HCl
• Molecular Weight: 394.898
• Hs Code.: 2924299090
• European Community (EC) Number: 602-905-1
• UNII: 2H9NV66W0I
• DSSTox Substance ID: DTXSID5046693
• Wikidata: Q27254746
• NCI Thesaurus Code: C99563
• ChEMBL ID: CHEMBL2139257
• Mol file: 122892-31-3.mol

Synonyms:HSR 803;HSR-803;N-(4-(2-(dimethylamino)ethoxy)benzyl)-3,4-dimethoxybenzmide

Chemical Property of Itopride hydrochloride

Chemical Property:

• Appearance/Colour: white or pale brownish crystal
• Vapor Pressure: 1.6E-10mmHg at 25°C
• Melting Point: 194-195 °C
• Boiling Point: 510.1 °C at 760 mmHg
• Flash Point: 262.3 °C
• PSA: 60.03000
• LogP: 3.76710
• Storage Temp.: -20?C Freezer
• Solubility.: H2O: ≥48mg/mL
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 394.1659350
• Heavy Atom Count: 27
• Complexity: 411

Purity/Quality:

99% ^*data from raw suppliers

Itopride Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCOC1=CC=C(C=C1)CNC(=O)C2=CC(=C(C=C2)OC)OC.Cl
• Recent ClinicalTrials: Long-term Safety and Efficacy of Itopride Hydrochloride (HCl) in Patients Suffering From Functional Dyspepsia
• Recent EU Clinical Trials: Functional Dyspepsia: validation of a questionnaire for symptom assessment in patients suffering from Postprandial Distress Syndrome (Functional Dyspepsia): assessment of sensitivity to change in PDS symptom severity in an interventional study
• Description: Itopride, a gastroprokinetic benzamide derivative was launched in Japan for the relief of gastrointestinal symptoms in patients with chronic gastritis. ltopride is a dopamine D2-receptor antagonist that stimulates acetylcholine (Ach) release on the postganglionic cholinergic neurons to cause Ach accumulation at muscarinic receptors and, therefore, enhances Ach-induced gastric contractions. In animal models, itopride was reported to increase GI transit and gastric emptying.
• Uses: Dopamine D2-receptor antagonist with anticholinesterase activity. Gastroprokinetic Dopamine D2 receptor blockade,acetylcholinesterase inhibitor Anti-Spasmodics

Technology Process of Itopride hydrochloride

There total 15 articles about Itopride hydrochloride 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: 93.7%

itopride (122898-67-3) → N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride (122892-31-3)

Guidance literature:

With hydrogenchloride; In water; iso-butanol; at 50 - 55 ℃; for 0.5h; pH=2.0;

Reference yield: 93.0%

veratronitrile (2024-83-1) + (4-(2-(dimethylamino)ethoxy)phenyl)methanol (131028-54-1) + itopride (122898-67-3) → N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride (122892-31-3)

Guidance literature:

veratronitrile; (4-(2-(dimethylamino)ethoxy)phenyl)methanol; With trifluorormethanesulfonic acid; In toluene; at 80 ℃; for 8h;

itopride; With hydrogenchloride; In ethanol; at 0 ℃; Reagent/catalyst;

Reference yield: 87.0%

N-(4-hydroxybenzyl)-3,4-dimethoxybenzamide (943518-63-6) + 2-(dimethylamino)ethyl chloride (107-99-3) → N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride (122892-31-3)

Guidance literature:

With potassium iodide; In N,N-dimethyl-formamide; at 130 - 135 ℃; Temperature;

upstream raw materials:

itopride

2-(N,N-dimethylamino)ethanol

4-cyanophenol

4-cyanophenyl mesylate

Refernces

• 1、 -. "Preparation method of medicine of itopride hydrochloride for promoting gastrointestinal motility". Paragraph 0046; 0065; 0066. . Retrieved 2017/07/19.
• 2、 -. "Preparation method of itopride hydrochloride". Paragraph 0007; 0014. . Retrieved 2017/01/12.