H4381

6-Hydroxydopamine hydrochloride

≥97% (titration), powder

• Synonym(s): 2,4,5-Trihydroxyphenethylamine hydrochloride, 2,5-Dihydroxytyramine hydrochloride, 2-(2,4,5-Trihydroxyphenyl)ethylamine hydrochloride, 6-OHDA
• Linear Formula: (HO)₃C₆H₂CH₂CH₂NH₂ · HCl
• CAS Number: 28094-15-7
• Molecular Weight: 205.64
• Beilstein: 4274007
• EC Number: 248-837-2
• MDL number: MFCD00012895
• PubChem Substance ID: 24895641
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥97% (titration)
• form: powder
• color: off-white to brown
• mp: 232-233 °C (dec.) (lit.)
• solubility: H₂O: >50 mg/mL, clear, yellow to brown
• storage temp.: room temp
• SMILES string: Cl.NCCc1cc(O)c(O)cc1O
• 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
• InChI key: QLMRJHFAGVFUAC-UHFFFAOYSA-N

Description

General description

6-Hydroxydopamine hydrochloride (6-OHDA) is a neurotoxin, commonly used to induce Parkinson′s disease (PD). 6-OHDA causes death of dopaminergic neurons in substantia nigra pars compacta progressively mimicking PD. 6-OHDA is highly oxidizable and cannot cross blood brain barrier. 6-OHDA exerts cytotoxicity by generating reactive oxygen species, initiating cellular stress and cell death. 6-OHDA leads to neuronal cell death in many in vitro models like primary neuronal culture, human neuroblastoma cell line and rat adrenal pheochromocytoma cell line, PC12.

Application

6-hydroxydopamine hydrochloride has been used:

• to induce Parkinson′s disease (PD) in rats
• to analyse cytotoxic effect of 6-OHDA on PC12 cell line
• to induce noradrenergic (NA) neuron deletion from the locus-coeruleus

Packaging

5, 25, 50, 100, 500 mg in glass insert

1 g in glass bottle

Biochem/physiol Actions

Neurotoxin that destroys catecholaminergic terminals.

Caution

Hygroscopic

Reconstitution

Dissolve in oxygen-free water containing 0.1% sodium metabisulfite or other antioxidants.

Solutions should be freshly prepared and protected from exposure to light. Solutions turn red as it oxidizes.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves