5-[2-amino(2H4)ethyl]benzene-1,2,4-triol hydrochloride

• ChemBase ID: 170413
• Molecular Formular: C8H12ClNO3
• Molecular Mass: 205.63878
• Monoisotopic Mass: 205.05057093
• SMILES: c1(c(cc(c(c1)CCN)O)O)O.Cl
• Canonical SMILES: NCCc1cc(O)c(cc1O)O.Cl
• InChI: InChI=1S/C8H11NO3.ClH/c9-2-1-5-3-7(11)8(12)4-6(5)10;/h3-4,10-12H,1-2,9H2;1H
• InChIKey: QLMRJHFAGVFUAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-amino(^2H₄)ethyl]benzene-1,2,4-triol hydrochloride
• IUPAC Traditional name: 5-[2-amino(^2H₄)ethyl]benzene-1,2,4-triol hydrochloride
• Synonyms: 2,4,5-Trihydroxyphenethylamine-d3 Hydrochloride; 5-(2-Aminoethyl)-1,2,4-benzenetriol-d3 Hydrochloride; 6-Hydroxydopamine-d3 Hydrochloride; Oxidopamine-d3 Hydrochloride; Topamine-d3 Hydrochloride; 6-Hydroxy Dopamine-d3 Hydrochloride

Database IDs

• PubChem SID: 164226323
• PubChem CID: 71748966

CALCULATED PROPERTIES

• Acid pKa: 9.851313
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.499224
• LogD (pH = 7.4): -1.4791086
• Log P: -0.1539932
• Molar Refractivity: 45.2291 cm^3
• Polarizability: 17.369135 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941732

Labelled 6-Hydroxydopamine, a selective catecholaminergic neurotoxin. Studies show that 6-Hydroxydopamine can be used to create an animal model of Parkinson's disease as it causes almost complete destruction of nigral dopaminergic neurons and their striat

REFERENCES

• Soto-Otero, R. et al.: J. Neurochem., 74, 1605 (2000)
• Fujita, H. et al.: Brain Res., 1113, 10 (2000)
• Breese, G.R. et al.: 174, 313 (2000)