4-amino-5-chloro-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide

• ChemBase ID: 166276
• Molecular Formular: C14H20ClN3O3
• Molecular Mass: 313.7799
• Monoisotopic Mass: 313.1193192
• SMILES: N1CC(OCC1)CNC(=O)c1cc(c(cc1OCC)N)Cl
• Canonical SMILES: CCOc1cc(N)c(cc1C(=O)NCC1CNCCO1)Cl
• InChI: InChI=1S/C14H20ClN3O3/c1-2-20-13-6-12(16)11(15)5-10(13)14(19)18-8-9-7-17-3-4-21-9/h5-6,9,17H,2-4,7-8,16H2,1H3,(H,18,19)
• InChIKey: HQOQHUQAQLNFOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-chloro-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide
• IUPAC Traditional name: 4-amino-5-chloro-2-ethoxy-N-(morpholin-2-ylmethyl)benzamide
• Synonyms: (+/-)-4-Amino-5-chloro-2-ethoxy-N-(2-morpholinylmethyl)benzamide; Des-4-fluorobenzyl Mosapride

Database IDs

• CAS Number: 152013-26-8
• PubChem SID: 162260409
• PubChem CID: 132935

CALCULATED PROPERTIES

• Acid pKa: 14.46406
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.2027504
• LogD (pH = 7.4): -0.4935096
• Log P: 0.4986808
• Molar Refractivity: 82.2192 cm^3
• Polarizability: 31.289448 Å^3
• Polar Surface Area: 85.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Tan Solid
• Melting Point: 137-140°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D289960

The major metabolite of Mosapride (M731000).

REFERENCES

• Somogyi, A., et al.: Clin. Pharmacokinet., 8, 463 (1983)
• Cashman, J., et al.: Drug Metab. Dispos., 21, 587 (1983)
• Berkman, C., et al.: Biochem. Pharmacol., 50, 565(1983)
• Blake, B., et al.: Xenobiotica, 25, 377 (1983)