2-hydroxypropane-1,2,3-tricarboxylic acid; 4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamide

• ChemBase ID: 72652
• Molecular Formular: C27H33ClFN3O10
• Molecular Mass: 614.0164232
• Monoisotopic Mass: 613.18385017
• SMILES: c1(c(cc(c(c1)C(=O)NCC1OCCN(C1)Cc1ccc(cc1)F)OCC)N)Cl.OC(=O)CC(CC(=O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)(CC(=O)O)O.CCOc1cc(N)c(cc1C(=O)NCC1OCCN(C1)Cc1ccc(cc1)F)Cl
• InChI: InChI=1S/C21H25ClFN3O3.C6H8O7/c1-2-28-20-10-19(24)18(22)9-17(20)21(27)25-11-16-13-26(7-8-29-16)12-14-3-5-15(23)6-4-14;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-6,9-10,16H,2,7-8,11-13,24H2,1H3,(H,25,27);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
• InChIKey: HUZTYZBFZKRPFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxypropane-1,2,3-tricarboxylic acid; 4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamide
• IUPAC Traditional name: citro; mosapride
• Synonyms: 4-amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)morpholin-2-yl)methyl)benzamide 2-hydroxypropane-1,2,3-tricarboxylate; 4-Amino-5-chloro-2-ethoxy-N-[[4-[(4-fluorophenyl)methyl]-2-morpholinyl]methyl]benzamide 2-Hydroxy-1,2,3-propanetricarboxylate Hydrate; Mosapride Citrate Dihydrate; TAK-370; AS-4370; Gasmot; Mosapride citrate

Database IDs

• CAS Number: 636582-62-2; 112885-42-4
• PubChem SID: 162037577
• PubChem CID: 119583

CALCULATED PROPERTIES

• Acid pKa: 14.464057
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.0809617
• LogD (pH = 7.4): 2.7293458
• Log P: 2.7489038
• Molar Refractivity: 112.3429 cm^3
• Polarizability: 42.373 Å^3
• Polar Surface Area: 76.82 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 112-114°C

Safety Information

• Storage Condition: -20°C; Refrigerator

Pharmacology Properties

• Target: 5-HT receptor

Product Information

• Salt Data: Citrate

DETAILS

Selleck Chemicals - S1385

Research Area: Endocrinology
Biological Activity:
Mosapride 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. [1]References on Mosapride citrate[1] http://en.wikipedia.org/wiki/Mosapride, ,

Toronto Research Chemicals - M730995

A selective 5-HT4 receptor agonist. Gastroprokinetic.

REFERENCES

• http://en.wikipedia.org/wiki/Mosapride
• Yoshida, N., et al.: Arch. Int. Pharmacodyn. Ther., 300, 51 (1989)
• Yatera, S., et al.: Japan. Pharmacol. Ther., 21, 21 (1989)
• Ruth, M., et al.: Aliment Pharmacol. Ther., 12, 35 (1989)