2-(methylamino)-2-phenyl(3,3,4,4,4-2H5)butyl 3,4,5-trimethoxybenzoate hydrochloride

• ChemBase ID: 165825
• Molecular Formular: C21H28ClNO5
• Molecular Mass: 409.90372
• Monoisotopic Mass: 409.16560068
• SMILES: c1(c(c(cc(c1)C(=O)OCC(c1ccccc1)(CC)NC)OC)OC)OC.Cl
• Canonical SMILES: CCC(c1ccccc1)(COC(=O)c1cc(OC)c(c(c1)OC)OC)NC.Cl
• InChI: InChI=1S/C21H27NO5.ClH/c1-6-21(22-2,16-10-8-7-9-11-16)14-27-20(23)15-12-17(24-3)19(26-5)18(13-15)25-4;/h7-13,22H,6,14H2,1-5H3;1H
• InChIKey: CTXAQAVYYROYHX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(methylamino)-2-phenyl(3,3,4,4,4-^2H₅)butyl 3,4,5-trimethoxybenzoate hydrochloride
• IUPAC Traditional name: 2-(methylamino)-2-phenyl(3,3,4,4,4-^2H₅)butyl 3,4,5-trimethoxybenzoate hydrochloride
• Synonyms: 3,4,5-Trimethoxybenzoic Acid 2-(Methylamino)-2-phenylbutyl-d5 Ester Hydrochloride; N-Monodesmethyltrimebutine-d5 Hydrochloride; JO 1069-d5 Hydrochloride; N-Demethyl Trimebutine-d5 Hydrochloride

Database IDs

• PubChem SID: 162259958
• PubChem CID: 57347630

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.68929476
• LogD (pH = 7.4): 2.161876
• Log P: 3.7266448
• Molar Refractivity: 103.6423 cm^3
• Polarizability: 40.787773 Å^3
• Polar Surface Area: 66.02 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 88-90°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D231342

The main bioactive labelled metabolite of Trimebutine.

REFERENCES

• Miura, Y., et al.: Drug Metab. Dispos., 17, 455 (1989)
• Xue, L., et al.: Eur. J. Pharmacol., 294, 75 (1989)
• Roman, F., et al.: J. Pharmacol. Exp. Ther., 289, 1391 (1989)
• Kayser, V., et al.: Life Sci., 66, 433 (1989)