N-({4-[2-(dimethyl-oxo-$l^{5}-azanyl)ethoxy]phenyl}methyl)-3,4-dimethoxybenzamide

• ChemBase ID: 172000
• Molecular Formular: C20H26N2O5
• Molecular Mass: 374.43084
• Monoisotopic Mass: 374.18417194
• SMILES: c1c(c(ccc1C(=O)NCc1ccc(cc1)OCC[N+](C)(C)[O-])OC)OC
• Canonical SMILES: COc1cc(ccc1OC)C(=O)NCc1ccc(cc1)OCC[N+](C)(C)[O-]
• InChI: InChI=1S/C20H26N2O5/c1-22(2,24)11-12-27-17-8-5-15(6-9-17)14-21-20(23)16-7-10-18(25-3)19(13-16)26-4/h5-10,13H,11-12,14H2,1-4H3,(H,21,23)
• InChIKey: PZXRVVNIISGQFI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-({4-[2-(dimethyl-oxo-$l^{5}-azanyl)ethoxy]phenyl}methyl)-3,4-dimethoxybenzamide
• IUPAC Traditional name: N-({4-[2-(dimethyl-oxo-$l^{5}-azanyl)ethoxy]phenyl}methyl)-3,4-dimethoxybenzamide
• Synonyms: N-[[4-[2-(Dimethyloxidoamino)ethoxy]phenyl]methyl]-3,4-dimethoxybenzamide; N-[[4-[2-(Dimethylamino)ethoxy]phenyl]methyl]-3,4-dimethoxybenzamide N-Oxide; Itopride N-Oxide

Database IDs

• CAS Number: 141996-98-7
• PubChem SID: 164227910
• PubChem CID: 71433796

CALCULATED PROPERTIES

• Acid pKa: 14.712367
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.192842
• LogD (pH = 7.4): 1.1932851
• Log P: 1.1932908
• Molar Refractivity: 104.0993 cm^3
• Polarizability: 39.350826 Å^3
• Polar Surface Area: 83.67 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Loght Beige Solid
• Melting Point: 162-165°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I931510

A metabolite of Itopride.

REFERENCES

• Cashman, J., et al.: Drug Metab. Dispos., 21, 492 (1993)
• Chiba, K., et al.: Eur. J. Clin. Pharmacol., 44, 559 (1993)
• Berkman, C., et al.: Biochem. Pharmacol., 50, 565 (1993)