4-{ethyl[1-(4-methoxyphenyl)propan-2-yl]amino}butan-1-ol

• ChemBase ID: 172566
• Molecular Formular: C16H27NO2
• Molecular Mass: 265.39108
• Monoisotopic Mass: 265.20417911
• SMILES: c1cc(ccc1CC(N(CCCCO)CC)C)OC
• Canonical SMILES: OCCCCN(C(Cc1ccc(cc1)OC)C)CC
• InChI: InChI=1S/C16H27NO2/c1-4-17(11-5-6-12-18)14(2)13-15-7-9-16(19-3)10-8-15/h7-10,14,18H,4-6,11-13H2,1-3H3
• InChIKey: ZGZAPRVKIAFOPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{ethyl[1-(4-methoxyphenyl)propan-2-yl]amino}butan-1-ol
• IUPAC Traditional name: 4-{ethyl[1-(4-methoxyphenyl)propan-2-yl]amino}butan-1-ol
• Synonyms: 4-[Ethyl[2-(4-methoxyphenyl)-1-methylethyl]amino]-1-butanol; 4-[Ethyl[2-(p-methoxy-α-phenyl)-1-methylethyl]amino]-1-butanol; Mebeverine Alcohol

Database IDs

• CAS Number: 14367-47-6
• PubChem SID: 164228476
• PubChem CID: 26649

CALCULATED PROPERTIES

• Acid pKa: 15.972566
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.75423306
• LogD (pH = 7.4): 0.15080287
• Log P: 2.706236
• Molar Refractivity: 80.7886 cm^3
• Polarizability: 31.499546 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Light Yellow Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M202525

A metabolite of Mebeverine (M202490), an antispasmodic.

REFERENCES

• Greenwood, B., et al.: Eur. J. Pharmacol., 211, 143 (1992)
• van Outryve, M., et al.: J. Clin. Pharm. Ther., 20, 277 (1992)
• Kraemer, T., et al.: Drug Metab. Disp., 28, 339 (1992)