4-{1-hydroxy-2-[(2H3)methylamino]ethyl}-2-methoxyphenol hydrochloride

• ChemBase ID: 172798
• Molecular Formular: C10H16ClNO3
• Molecular Mass: 233.69194
• Monoisotopic Mass: 233.08187106
• SMILES: c1(c(ccc(c1)C(CNC)O)O)OC.Cl
• Canonical SMILES: CNCC(c1ccc(c(c1)OC)O)O.Cl
• InChI: InChI=1S/C10H15NO3.ClH/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2;/h3-5,9,11-13H,6H2,1-2H3;1H
• InChIKey: HRIQFVCFOPJYEQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{1-hydroxy-2-[(^2H₃)methylamino]ethyl}-2-methoxyphenol hydrochloride
• IUPAC Traditional name: 4-{1-hydroxy-2-[(^2H₃)methylamino]ethyl}-2-methoxyphenol hydrochloride
• Synonyms: 4-Hydroxy-3-methoxy-α-[(methylamino-d3)methyl]benzenemethanol Hydrochloride; α-[(Methylamino-d3)methyl]-vanillyl Alcohol Hydrochloride; (±)-Metanephrine-d3 Hydrochloride; 3-Methoxyadrenaline-d3 Hydrochloride; 3-O-Methylepinephrine-d3 Hydrochloride; Metadrenaline-d3 Hydrochloride; rac Metanephrine-d3 Hydrochloride Salt

Database IDs

• PubChem SID: 164228708
• PubChem CID: 46782135

CALCULATED PROPERTIES

• Acid pKa: 10.051413
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.7117598
• LogD (pH = 7.4): -1.5211581
• Log P: -6.810773E-4
• Molar Refractivity: 53.7126 cm^3
• Polarizability: 21.12043 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 170-172°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M258762

A labelled metabolite of Epinephrine (E588585). A naturraly occurring derivative of Epinephrine, found in urine and in certain tissues.

REFERENCES

• Eisenhofer, G., et al.: J. Clin. Endocrinol. Metab., 82, 3864 (1997)
• Akiyama, T., et al.: Cardiovasc. Res., 49, 78 (1997)
• Burke, W., et al.: Brain Res., 891, 218 (1997)