4-[2-amino(2H6)propoxy]-3,5-dimethylphenol hydrochloride

• ChemBase ID: 170871
• Molecular Formular: C11H18ClNO2
• Molecular Mass: 231.71912
• Monoisotopic Mass: 231.1026065
• SMILES: c1(cc(cc(c1OCC(N)C)C)O)C.Cl
• Canonical SMILES: CC(COc1c(C)cc(cc1C)O)N.Cl
• InChI: InChI=1S/C11H17NO2.ClH/c1-7-4-10(13)5-8(2)11(7)14-6-9(3)12;/h4-5,9,13H,6,12H2,1-3H3;1H
• InChIKey: UFIVTPUSDCYBQT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-amino(^2H₆)propoxy]-3,5-dimethylphenol hydrochloride
• IUPAC Traditional name: 4-[2-amino(^2H₆)propoxy]-3,5-dimethylphenol hydrochloride
• Synonyms: 4-(2-Aminopropoxy)-3,5-dimethylphenol-d6 Hydrochloride; KOE 2127CL-d6; p-Hydroxymexiletine-d6; 4-Hydroxy Mexiletine-d6 Hydrochloride

Database IDs

• PubChem SID: 164226781
• PubChem CID: 71749171

CALCULATED PROPERTIES

• Acid pKa: 10.273642
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.831076
• LogD (pH = 7.4): 0.09434738
• Log P: 1.8258126
• Molar Refractivity: 56.9531 cm^3
• Polarizability: 22.18922 Å^3
• Polar Surface Area: 55.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948022

A labelled Mexiletine (M340800) metabolite in serum.

REFERENCES

• Vandamme, N., et al.: J. Cardiovasc. Pharmacol., 21, 77 (1993)
• Senda, C., et al.: Xenobiotica, 33, 871 (1993)
• Yarov-Yarovoy, V., et al.: J. Biol. Chem., 277, 35393 (1993)