5-(2-aminoethyl)benzene-1,2,4-triol hydrochloride

• ChemBase ID: 138195
• Molecular Formular: C8H12ClNO3
• Molecular Mass: 205.63878
• Monoisotopic Mass: 205.05057093
• SMILES: c1c(c(cc(c1O)O)O)CCN.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-aminoethyl)benzene-1,2,4-triol hydrochloride
• IUPAC Traditional name: hydroxydopamine hydrochloride
• Synonyms: 5-(2-Aminoethyl)-1,2,4-benzenetriol Hydrochloride; 6-Hydroxydopamine Hydrochloride; Oxidopamine Hydrochloride; Topamine Hydrochloride; 6-Hydroxy Dopamine Hydrochloride; 2,4,5-Trihydroxyphenethylamine hydrochloride; 2,5-Dihydroxytyramine hydrochloride; 2-(2,4,5-Trihydroxyphenyl)ethylamine hydrochloride; 6-OHDA; 6-Hydroxydopamine hydrochloride

Database IDs

• CAS Number: 28094-15-7
• EC Number: 248-837-2
• MDL Number: MFCD00012895
• Beilstein Number: 4274007
• PubChem SID: 162232453
• PubChem CID: 160157

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: 17.294378 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 232-233 °C (dec.)(lit.); 232-234 °C

Safety Information

• RTECS: DC4650000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (AT); 98%
• Grade: purum
• Linear Formula: (HO)3C6H2CH2CH2NH2 · HCl

DETAILS

Sigma Aldrich - 149802

Biochem/physiol Actions
Neurotoxin that destroys catecholaminergic terminals.
Reconstitution
Solutions should be freshly prepared and protected from exposure to light. Solutions turn red as it oxidizes.

Sigma Aldrich - 55241

Biochem/physiol Actions
Neurotoxin that destroys catecholaminergic terminals.
Reconstitution
Solutions should be freshly prepared and protected from exposure to light. Solutions turn red as it oxidizes.

Toronto Research Chemicals - H941730

6-Hydroxydopamine is 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 striatal term

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)