2-methoxy-4-[2-(methylamino)propyl]phenol hydrochloride

• ChemBase ID: 170219
• Molecular Formular: C11H18ClNO2
• Molecular Mass: 231.71912
• Monoisotopic Mass: 231.1026065
• SMILES: c1c(c(cc(c1)CC(NC)C)OC)O.Cl
• Canonical SMILES: CNC(Cc1ccc(c(c1)OC)O)C.Cl
• InChI: InChI=1S/C11H17NO2.ClH/c1-8(12-2)6-9-4-5-10(13)11(7-9)14-3;/h4-5,7-8,12-13H,6H2,1-3H3;1H
• InChIKey: LDRJCJMDWCULLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxy-4-[2-(methylamino)propyl]phenol hydrochloride
• IUPAC Traditional name: 2-methoxy-4-[2-(methylamino)propyl]phenol hydrochloride
• Synonyms: 2-Methoxy-4-[2-(methylamino)propyl]phenol Hydrochloride; HMMA hydrochloride; 4-Hydroxy-3-methoxy Methamphetamine Hydrochloride

Database IDs

• CAS Number: 438625-58-2
• PubChem SID: 164226129
• PubChem CID: 71748871

CALCULATED PROPERTIES

• Acid pKa: 9.83317
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.4488074
• LogD (pH = 7.4): -0.83528376
• Log P: 1.1926628
• Molar Refractivity: 56.9239 cm^3
• Polarizability: 22.264315 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H825465

The main metabolite of 3,4-methylenedioxymethamphetamine (MDMA) (M303985).

REFERENCES

• Lin, L., et al.: Drug Metab. Dispos., 25, 1059 (1997)
• Kreth, K., et al.: Biochem. Pharmacol., 59, 1563 (1997)
• Shima, N., et al.: Xenobiotica, 36, 259 ( 2006),