Mosapride citrate

Base Information

• Chemical Name: Mosapride citrate
• CAS No.: 112885-42-4
• Molecular Formula: C21H25ClFN3O3^.C6H8O7
• Molecular Weight: 616.014
• European Community (EC) Number: 601-211-6
• UNII: MF497J489P
• DSSTox Substance ID: DTXSID7046207
• Wikidata: Q27283985
• ChEMBL ID: CHEMBL1733174
• Mol file: 112885-42-4.mol

Synonyms:4-amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide;AS 4370;AS-4370;mosapride;mosapride citrate;Mosapride UI05MSP015CT

Chemical Property of Mosapride citrate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 4.11E-12mmHg at 25°C
• Melting Point: 143-145°
• Boiling Point: 549.2 °C at 760 mmHg
• Flash Point: 286 °C
• PSA: 227.41000
• LogP: 2.62370
• Storage Temp.: Desiccate at RT
• Solubility.: DMSO (Slightly), Ethanol (Slightly, Sonicated)
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 12
• Exact Mass: 613.1838501
• Heavy Atom Count: 42
• Complexity: 749

Purity/Quality:

99% ^*data from raw suppliers

Mosapride citrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC(=C(C=C1C(=O)NCC2CN(CCO2)CC3=CC=C(C=C3)F)Cl)N.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Recent ClinicalTrials: Efficacy Assessment of Chinese Herbal Medicine Tangweian Recipe Treating Participants With Diabetic Gastroenteropathy
• Recent NIPH Clinical Trials: A controlled study of efficacy and safety in CT colonography preparation with Mosapride Citrate Hydrate
• Description: Mosapride is an agonist of the serotonin (5-HT) receptor subtype 5-HT4 (Ki = 69.9 nM). It is selective for 5-HT4 over 5-HT1, 5-HT2, dopamine D2, and α1- and α2-adrenergic receptors but acts as a partial antagonist at 5-HT3 (Ki = 1,189 nM). It induces relaxation of precontracted rat esophageal thoracic muscularis mucosa preparations and enhances electrically evoked contractions in isolated guinea pig ileum (EC50s = 208.4 and 73.2 nM, respectively). Mosapride (0.5 and 1 mg/kg, i.v.) increases antral and duodenal, but not ileal or colonic, motility in conscious dogs. It also increases gastric emptying in rats when administered at doses ranging from 0.03 to 30 mg/kg.
• Uses: As a selective SR-4 activator and a SR-3 inhibitor, Mosapride(Mosapride citrate) is a gastroprokinetic agent that acts as a selective 5HT4 agonist which accelerates gastric emptying and is used for the treatment of acid reflux, irritable bowel syndrome and functional dyspepsia. A selective SR-4 activator and a SR-3 inhibitor Mosapride Citrate is a selective SR-4 activator and a SR-3 inhibitor.

Technology Process of Mosapride citrate

There total 20 articles about Mosapride citrate 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: 97.2%

mosapride (112885-41-3) + citric acid (77-92-9,906507-37-7) → mosapride citrate (112885-42-4,156925-25-6)

Guidance literature:

In ethanol; water; at 70 - 75 ℃; for 0.5h; Temperature;

Reference yield: 88.7%

4-acetylamino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl]benzamide (112885-34-4) + citric acid (77-92-9,906507-37-7) → mosapride citrate (112885-42-4,156925-25-6)

Guidance literature:

In methanol; water; at 50 - 65 ℃; Temperature;

Reference yield: 88.0%

(RS)-4-amino-5-chloro-2-ethoxy-N-{[4-(4-fluoro-benzyl)-2-morpholinyl]-methyl}-benzamide dihydrochloride + citric acid (77-92-9,906507-37-7) → mosapride citrate (112885-42-4,156925-25-6)

Guidance literature:

(RS)-4-amino-5-chloro-2-ethoxy-N-{[4-(4-fluoro-benzyl)-2-morpholinyl]-methyl}-benzamide dihydrochloride; With sodium hydroxide; In dichloromethane; water; for 0.5h; Heating / reflux;

citric acid; In water; at 0 ℃; for 0.5h; Heating / reflux;

upstream raw materials:

mosapride

(RS)-4-amino-5-chloro-2-ethoxy-N-{[4-(4-fluoro-benzyl)-2-morpholinyl]-methyl}-benzamide trifluoroacetate

citric acid

sodium p-aminosalicylate

Downstream raw materials:

mosapride

Refernces

• 1、 -. "Synthesis method of mosapride citrate". Paragraph 0050-0051. . Retrieved 2020/07/15.
• 2、 -. "4-amino-5-chloro-2-ethoxy-N- "[ 4-(4-Flurobenzyl)-2-morphorinyl] methyl" phenylbenzamide hydroxycitric salt 2 hydrate production method". Paragraph 0065; 0069; 0071. . Retrieved 2016/10/08.