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

• ChemBase ID: 166073
• Molecular Formular: C14H21N3O3
• Molecular Mass: 279.33484
• Monoisotopic Mass: 279.15829155
• SMILES: N1CC(OCC1)CNC(=O)c1ccc(cc1OCC)N
• Canonical SMILES: CCOc1cc(N)ccc1C(=O)NCC1CNCCO1
• InChI: InChI=1S/C14H21N3O3/c1-2-19-13-7-10(15)3-4-12(13)14(18)17-9-11-8-16-5-6-20-11/h3-4,7,11,16H,2,5-6,8-9,15H2,1H3,(H,17,18)
• InChIKey: FKGJGKAWROUGCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 170799-30-1
• PubChem SID: 162260206
• PubChem CID: 10039260

CALCULATED PROPERTIES

• Acid pKa: 14.873312
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.808225
• LogD (pH = 7.4): -1.0975723
• Log P: -0.10536388
• Molar Refractivity: 77.4144 cm^3
• Polarizability: 29.378765 Å^3
• Polar Surface Area: 85.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - D288540

Intermediate in the preparation of Mosapride and its metabolites.

REFERENCES

• Kato, S., et al.: Chem. Pharm. Bull., 43, 699 (1995)