4-(2-aminopropyl)-2-(2H3)methoxyphenol hydrochloride

• ChemBase ID: 170737
• Molecular Formular: C10H16ClNO2
• Molecular Mass: 217.69254
• Monoisotopic Mass: 217.08695644
• SMILES: Cl.c1(c(ccc(c1)CC(N)C)O)OC
• Canonical SMILES: COc1cc(ccc1O)CC(N)C.Cl
• InChI: InChI=1S/C10H15NO2.ClH/c1-7(11)5-8-3-4-9(12)10(6-8)13-2;/h3-4,6-7,12H,5,11H2,1-2H3;1H
• InChIKey: NHLXZOOGQNYXLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-aminopropyl)-2-(^2H₃)methoxyphenol hydrochloride
• IUPAC Traditional name: 4-(2-aminopropyl)-2-(^2H₃)methoxyphenol hydrochloride
• Synonyms: 4-(2-Aminopropyl)-2-(methoxy-d3)phenol Hydrochloride; (+-)-3-O-(Methyl-d3)-α-methyldopamine Hydrochloride; NSC 172191; 4-Hydroxy-3-(methoxy-d3)amphetamine Hydrochloride; HMA-d3 Hydrochoride; 4-Hydroxy-3-methoxy Amphetamine-d3 Hydrochloride

Database IDs

• PubChem SID: 164226647
• PubChem CID: 71749115

CALCULATED PROPERTIES

• Acid pKa: 10.461757
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.6750557
• LogD (pH = 7.4): -1.111577
• Log P: 0.85098034
• Molar Refractivity: 52.1493 cm^3
• Polarizability: 20.422558 Å^3
• Polar Surface Area: 55.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H945982

Labelled analogue of 4-Hydroxy-3-methoxy Amphetamine, a metabolite of 3,4-methylenedioxymethamphetamine (MDMA). 4-Hydroxy-3-methoxy Amphetamine was significantly less potent than MDMA at inhibiting [3H]noradrenaline and [3H]5-HT transport in mammalian ce

REFERENCES

• Montgomery, T. et al.: Br. J. Pharmacol., 152, 1121 (2007)
• Forsling, M. et al.: Br. J. Pharmacol., 135, 649 (2007)