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

• ChemBase ID: 167828
• Molecular Formular: C10H16ClNO2
• Molecular Mass: 217.69254
• Monoisotopic Mass: 217.08695644
• SMILES: Cl.c1(c(ccc(c1)CC(NC)C)O)O
• Canonical SMILES: CNC(Cc1ccc(c(c1)O)O)C.Cl
• InChI: InChI=1S/C10H15NO2.ClH/c1-7(11-2)5-8-3-4-9(12)10(13)6-8;/h3-4,6-7,11-13H,5H2,1-2H3;1H
• InChIKey: RNERSRAHJMXHJF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(methylamino)propyl]benzene-1,2-diol hydrochloride
• IUPAC Traditional name: 4-[2-(methylamino)propyl]benzene-1,2-diol hydrochloride
• Synonyms: 4-[2-(Methylamino)propyl]-1,2-benzenediol Hydrochloride; Ba 2816 Hydrochloride; N-Methyl-α-methyldopamine Hydrochloride; α-Methylepinine Hydrochloride; N-Methyl-3,4-dihydroxyamphetamine Hydrochloride; DHMA; 3,4-Dihydroxy Methamphetamine Hydrochloride

Database IDs

• CAS Number: 438625-60-6
• PubChem SID: 162261961
• PubChem CID: 71316248

CALCULATED PROPERTIES

• Acid pKa: 9.275272
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.5885469
• LogD (pH = 7.4): -0.8789945
• Log P: 0.7093798
• Molar Refractivity: 52.4416 cm^3
• Polarizability: 20.349401 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D453070

The main metabolite of 3,4-Methylenedioxymethamphetamine (MDMA).

REFERENCES

• Chu, T., et al.: Biochem. Pharmacol., 51, 789 (1996)
• Forsling, M., et al.: J. Endocrinol., 117, 397 (1996)
• Fallon, J., et al.: Clin. Chem., 45, 1058 (1996)
• Forsling, M., et al.: J. Pharm. Pharmacol., 53, 1357 (1996)