4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamide

• ChemBase ID: 69367
• Molecular Formular: C21H25ClFN3O3
• Molecular Mass: 421.8929032
• Monoisotopic Mass: 421.15684758
• SMILES: C(=O)(c1c(cc(c(c1)Cl)N)OCC)NCC1CN(CCO1)Cc1ccc(cc1)F
• Canonical SMILES: CCOc1cc(N)c(cc1C(=O)NCC1OCCN(C1)Cc1ccc(cc1)F)Cl
• InChI: InChI=1S/C21H25ClFN3O3/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/h3-6,9-10,16H,2,7-8,11-13,24H2,1H3,(H,25,27)
• InChIKey: YPELFRMCRYSPKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamide
• IUPAC Traditional name: mosapride
• Synonyms: 4-Amino-5-chloro-2-ethoxy-N-[[4-(4-fluorophenyl)methyl]-2-morpholinyl]methyl]benzamide; Mosapid; Mosid-MT; Moza; Mosapride; 4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide

Database IDs

• CAS Number: 112885-41-3
• MDL Number: MFCD00867430
• PubChem SID: 162035093
• PubChem CID: 119584

CALCULATED PROPERTIES

• Acid pKa: 14.464057
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.080962
• 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: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol
• Apperance: White to Off-White Crystalline Solid
• Melting Point: 151-153°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - M731000

A selective 5-HT4 receptor agonist. Gastroprokinetic.

REFERENCES

• 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)