4-{2-[(2H3)methylamino]ethyl}benzene-1,2-diol hydrochloride

• ChemBase ID: 165921
• Molecular Formular: C9H14ClNO2
• Molecular Mass: 203.66596
• Monoisotopic Mass: 203.07130637
• SMILES: c1(c(ccc(c1)CCNC)O)O.Cl
• Canonical SMILES: CNCCc1ccc(c(c1)O)O.Cl
• InChI: InChI=1S/C9H13NO2.ClH/c1-10-5-4-7-2-3-8(11)9(12)6-7;/h2-3,6,10-12H,4-5H2,1H3;1H
• InChIKey: JCDRZCWRRLKLTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[(^2H₃)methylamino]ethyl}benzene-1,2-diol hydrochloride
• IUPAC Traditional name: 4-{2-[(^2H₃)methylamino]ethyl}benzene-1,2-diol hydrochloride
• Synonyms: 4-[2-(Methylamino-d3)ethyl]-1,2-benzenediol Hydrochloride; 4-[2-(Methylamino-d3)ethyl]pyrocatechol Hydrochloride; 1-(3,4-Dihydroxyphenyl)-2-(methyl-d3)aminoethane Hydrochloride; 3,4-Dihydroxy-N-(methyl-d3)phenethylamine Hydrochloride; 4-[(2-Methyl-d3)aminoethyl)]pyrocatechol Hydrochloride; Desoxyepinephrine-d3 Hydrochloride; Epinin-d3 Hydrochloride; Epinine-d3 Hydrochloride; Epyamine-d3 Hydrochloride; N-(Methyl-d3)-3,4-dihydroxyphenethylamine Hydrochloride; N-(Methyl-d3)dopamine Hydrochloride; Deoxy Epinephrine-d3 Hydrochloride

Database IDs

• CAS Number: 101905-96-8
• PubChem SID: 162260054
• PubChem CID: 71315453

CALCULATED PROPERTIES

• Acid pKa: 9.268371
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.0018582
• LogD (pH = 7.4): -1.2482004
• Log P: 0.32410273
• Molar Refractivity: 48.0228 cm^3
• Polarizability: 18.507896 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D232922

Labelled Deoxy Epinephrine (D232920). Andregenic and dopamine receptor agonist; active metabolite of Ibopramine. Also, it is used as internal standard in chromatographic analysis of catecholamines.

REFERENCES

• Kindler, P., et al.: Arch. Pharm., 270, 340 (1932)
• Bridgers, W.F., et al.: J. Biol. Chem., 237, 526 (1932)