N-[(4-acetylmorpholin-2-yl)methyl]-4-acetamido-2-ethoxybenzamide

• ChemBase ID: 166767
• Molecular Formular: C18H25N3O5
• Molecular Mass: 363.4082
• Monoisotopic Mass: 363.17942092
• SMILES: C1C(OCCN1C(=O)C)CNC(=O)c1ccc(cc1OCC)NC(=O)C
• Canonical SMILES: CCOc1cc(ccc1C(=O)NCC1OCCN(C1)C(=O)C)NC(=O)C
• InChI: InChI=1S/C18H25N3O5/c1-4-25-17-9-14(20-12(2)22)5-6-16(17)18(24)19-10-15-11-21(13(3)23)7-8-26-15/h5-6,9,15H,4,7-8,10-11H2,1-3H3,(H,19,24)(H,20,22)
• InChIKey: VOYHAACPSNQVHU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4-acetylmorpholin-2-yl)methyl]-4-acetamido-2-ethoxybenzamide
• IUPAC Traditional name: N-[(4-acetylmorpholin-2-yl)methyl]-4-acetamido-2-ethoxybenzamide
• Synonyms: 4-(Acetylamino)-N-[(4-acetyl-2-morpholinyl)methyl]-2-ethoxy-benzamide; N,N-Diacetyl Des-5'-chloro-4-fluorobenzyl Mosapride

Database IDs

• CAS Number: 170799-31-2
• PubChem SID: 162260900
• PubChem CID: 10473894

CALCULATED PROPERTIES

• Acid pKa: 13.369716
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.42878595
• LogD (pH = 7.4): -0.42878574
• Log P: -0.4287853
• Molar Refractivity: 97.1429 cm^3
• Polarizability: 36.543587 Å^3
• Polar Surface Area: 96.97 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - D324740

Intermediate in the preparation of Mosapride and its metabolites.

REFERENCES

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