N-[(4-{2-[bis(2H3)methylamino]ethoxy}phenyl)methyl]-3,4-dimethoxybenzamide hydrochloride

• ChemBase ID: 171999
• Molecular Formular: C20H27ClN2O4
• Molecular Mass: 394.89238
• Monoisotopic Mass: 394.16593503
• SMILES: c1c(c(ccc1C(=O)NCc1ccc(cc1)OCCN(C)C)OC)OC.Cl
• Canonical SMILES: COc1cc(ccc1OC)C(=O)NCc1ccc(cc1)OCCN(C)C.Cl
• InChI: InChI=1S/C20H26N2O4.ClH/c1-22(2)11-12-26-17-8-5-15(6-9-17)14-21-20(23)16-7-10-18(24-3)19(13-16)25-4;/h5-10,13H,11-12,14H2,1-4H3,(H,21,23);1H
• InChIKey: ZTOUXLLIPWWHSR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4-{2-[bis(^2H₃)methylamino]ethoxy}phenyl)methyl]-3,4-dimethoxybenzamide hydrochloride
• IUPAC Traditional name: N-[(4-{2-[bis(^2H₃)methylamino]ethoxy}phenyl)methyl]-3,4-dimethoxybenzamide hydrochloride
• Synonyms: N-[[4-[2-(Dimethylamino-d6)ethoxy]phenyl]methyl]-3,4-dimethoxy Benzamide Hydrochloride; HSR-803-d6; HC-803-d6; Itax-d6; Ganaton-d6; Itopride-d6 Hydrochloride

Database IDs

• PubChem SID: 164227909
• PubChem CID: 71749645

CALCULATED PROPERTIES

• Acid pKa: 14.712449
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.7529689
• LogD (pH = 7.4): 0.93125874
• Log P: 2.317666
• Molar Refractivity: 102.0544 cm^3
• Polarizability: 39.197426 Å^3
• Polar Surface Area: 60.03 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I931502

Labelled Itopride (I931500). Dopamine D2-receptor antagonist with anticholinesterase activity. Gastroprokinetic.

REFERENCES

• Iwanaga, Y., et al; Jpn. J. Pharmacol., 56, 261 (1991)
• Mushiroda, T., et al.: Drug Metab. Dispos., 28, 1231 (1991)