H4381

6-Hydroxydopamine hydrochloride

≥97% (titration), powder, neurotoxin

• 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
• NACRES: NA.77
• PubChem Substance ID: 24895641
• UNSPSC Code: 12352116
• EC Number: 248-837-2
• MDL number: MFCD00012895
• Beilstein/REAXYS Number: 4274007
• Assay: ≥97% (titration)
• Form: powder

Properties

• Product Name: 6-Hydroxydopamine hydrochloride, ≥97% (titration), powder
• Quality Segment: 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

Biochem/physiol Actions

Neurotoxin that destroys catecholaminergic terminals.

Preparation Note

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.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Disclaimer

Hygroscopic

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: 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: 11 - Combustible Solids
• wgk: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves