4-(2-aminopropyl)benzene-1,2-diol hydrochloride

• ChemBase ID: 167744
• Molecular Formular: C9H14ClNO2
• Molecular Mass: 203.66596
• Monoisotopic Mass: 203.07130637
• SMILES: Cl.c1(c(ccc(c1)CC(N)C)O)O
• Canonical SMILES: CC(Cc1ccc(c(c1)O)O)N.Cl
• InChI: InChI=1S/C9H13NO2.ClH/c1-6(10)4-7-2-3-8(11)9(12)5-7;/h2-3,5-6,11-12H,4,10H2,1H3;1H
• InChIKey: MCRAZJGRCJLDOI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-aminopropyl)benzene-1,2-diol hydrochloride
• IUPAC Traditional name: α-methyldopamine hydrochloride
• Synonyms: 4-(2-Aminopropyl)-1,2-benzenediol Hydrochloride; 4-(2-Aminopropyl)pyrocatechol Hydrochloride; (+/-)-α-Methyldopamine hydrochloride; DL-α-Methyldopamine Hydrochloride; α-Methyldopamine Hydrochloride; 3,4-Dihydroxy Amphetamine Hydrochloride; 4-(2-aminopropyl)benzene-1,2-diol hydrochloride

Database IDs

• CAS Number: 828-06-8
• PubChem SID: 162261877
• PubChem CID: 71316210

CALCULATED PROPERTIES

• Acid pKa: 10.1716585
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.8158394
• LogD (pH = 7.4): -1.1611546
• Log P: 0.3957082
• Molar Refractivity: 47.667 cm^3
• Polarizability: 18.507736 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 0.478

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - D450110

A metabolite of 3,4-Methylenedioxy methamphetamine (MDMA, "ecstasy") (M303985).

REFERENCES

• Borgman, R., et al.: J. Med. Chem., 17, 427 (1974)
• Forsling, M., et al.: J. Pharm. Pharmacol., 53, 1357 (1974)