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

• ChemBase ID: 77711
• Molecular Formular: C9H14ClNO2
• Molecular Mass: 203.66596
• Monoisotopic Mass: 203.07130637
• SMILES: Oc1c(ccc(c1)CCNC)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-(methylamino)ethyl]benzene-1,2-diol hydrochloride
• IUPAC Traditional name: methyldopamine hydrochloride
• Synonyms: 4-[2-(Methylamino)ethyl]benzene-1,2-diol hydrochloride; N-Methyldopamine hydrochloride; 3,4-Dihydroxy-N-methylphenethylamine hydrochloride 98%; EPININE HYDROCHLORIDE; 4-[2-(Methylamino)ethyl]-1,2-benzenediol Hydrochloride; 4-[2-(Methylamino)ethyl]pyrocatechol Hydrochloride; 1-(3,4-Dihydroxyphenyl)-2-methylaminoethane Hydrochloride; 3,4-Dihydroxy-N-methylphenethylamine Hydrochloride; 4-(2-Methylaminoethyl)pyrocatechol Hydrochloride; Desoxyepinephrine Hydrochloride; Epinin Hydrochloride; Epyamine Hydrochloride; N-Methyl-3,4-dihydroxyphenethylamine Hydrochloride; Deoxy Epinephrine Hydrochloride; N-Methyl-3,4-hydroxyphenethylamine hydrochloride; Epinine hydrochloride; Deoxyepinephrine hydrochloride; 4-[2-(Methylamino)ethyl]-1,2-benzenediol; 4-[2-(Methylamino)ethyl]pyrocatechol; 3,4-Dihydroxyphenylethylamine; Methyl[b-(3,4-dihydroxyphenyl) ethyl] amine; N-METHYLDOPAMINE

Database IDs

• CAS Number: 62-32-8
• EC Number: 200-528-3
• MDL Number: MFCD00035074
• PubChem SID: 162042582
• PubChem CID: 86470

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: 18.507893 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Grey Solid
• Melting Point: 174-176°C; 175°C

Safety Information

• Storage Condition: 0°C, Protect from light; Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Irritant
• RTECS: UX1925000

DETAILS

MP Biomedicals - 02153658

Hydrochloride
Dopamine agonist

MP Biomedicals - 05222653

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - D232920

Andregenic and dopamine receptor agonist; active metabolite of Ibopramine (I123500). 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)