4-[2-amino-1-hydroxy(2H3)ethyl]-2-methoxyphenol hydrochloride

• ChemBase ID: 175679
• Molecular Formular: C9H14ClNO3
• Molecular Mass: 219.66536
• Monoisotopic Mass: 219.06622099
• SMILES: c1(c(ccc(c1)C(CN)O)O)OC.Cl
• Canonical SMILES: NCC(c1ccc(c(c1)OC)O)O.Cl
• InChI: InChI=1S/C9H13NO3.ClH/c1-13-9-4-6(8(12)5-10)2-3-7(9)11;/h2-4,8,11-12H,5,10H2,1H3;1H
• InChIKey: VKFPRGQZWKTEON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-amino-1-hydroxy(^2H₃)ethyl]-2-methoxyphenol hydrochloride
• IUPAC Traditional name: 4-[2-amino-1-hydroxy(^2H₃)ethyl]-2-methoxyphenol hydrochloride
• Synonyms: α-(Aminomethyl)-4-hydroxy-3-methoxy-benzenemethanol-d3 Hydrochloride; (+/-)-Normetanephrine-d3 Hydrochloride; 3-Methoxy-4,β-dihydroxyphenylethyl-amine-d3 Hydrochloride; dl-Normetanephrine-d3 Hydrochloride; rac Normetanephrine-d3 Hydrochloride

Database IDs

• CAS Number: 1085333-97-6
• PubChem SID: 164231589
• PubChem CID: 71751227

CALCULATED PROPERTIES

• Acid pKa: 9.987293
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.927058
• LogD (pH = 7.4): -1.7072066
• Log P: -0.3874527
• Molar Refractivity: 48.938 cm^3
• Polarizability: 19.284712 Å^3
• Polar Surface Area: 75.71 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 202-204°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N721502

A labelled metabolite of Epinephrine (E588585). A naturraly occurring derivative of Epinephrine, found together with Metanephrine 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)