Structure via PubChem · Public domain (PubChem)
oxidopamine
Sign in to saveAlso known as topamine, hydroxydopamine, 6-hydroxydopamine, 6-OHDA, 2,4,5-trihydroxyphenethylamine, 5-(2-Aminoethyl)-1,2,4-benzenetriol, 6-Hydroxy-Dopamine
Oxidopamine, also known as 6-hydroxydopamine (6-OHDA) or 2,4,5-trihydroxyphenethylamine, is a synthetic monoaminergic neurotoxin used by researchers to selectively destroy dopaminergic and noradrenergic neurons in the brain.
Chemical data
- Formula
- C8H11NO3
- Molecular weight
- 169.18 g/mol
- IUPAC name
- 5-(2-aminoethyl)benzene-1,2,4-triol
- SMILES
- C1=C(C(=CC(=C1O)O)O)CCN
- InChIKey
- DIVDFFZHCJEHGG-UHFFFAOYSA-N
- XLogP
- 0.2
- Polar surface area
- 86.7 Ų
- H-bond donors
- 4
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
9,109 papers- Oxidopamine and oxidative stress: Recent advances in experimental physiology and pharmacology.Chemico-biological interactions · 2021
- MicroRNA-124-3p-enriched small extracellular vesicles as a therapeutic approach for Parkinson's disease.Molecular therapy : the journal of the American Society of Gene Therapy · 2022
- Vasoactive drugs in acute pancreatitis.Archives of surgery (Chicago, Ill. : 1960) · 1984
- Pedunculopontine nucleus.Journal of neurosurgery · 2004
- 6-Hydroxydopamine: a far from simple neurotoxin.Journal of neural transmission (Vienna, Austria : 1996) · 2020
via PubMed
Wikidata facts
- Mass
- 169.074
Show 5 more facts
- chemical formula
- C₈H₁₁NO₃
- canonical SMILES
- C1=C(C(=CC(=C1O)O)O)CCN
- World Health Organisation international non-proprietary name
- oxidopamine
- subject has role
- Sympatholytic
- Commons category
- Oxidopamine
via Wikidata · CC0
~7 min read
Encyclopedic overview
15 sectionsContents
- History
- Usage
- Structure and reactivity
- Structure
- Reactivity and reactions
- Synthesis
- Available forms
- Mechanisms
- Metabolism
- Efficacy and side effects
- Efficacy
- Adverse effects
- Toxicity
- See also
- References
Oxidopamine, also known as 6-hydroxydopamine (6-OHDA) or 2,4,5-trihydroxyphenethylamine, is a synthetic monoaminergic neurotoxin used by researchers to selectively destroy dopaminergic and noradrenergic neurons in the brain.
The main use for oxidopamine in scientific research is to induce Parkinsonism in laboratory animals by lesioning the dopaminergic neurons of the substantia nigra pars compacta, in order to develop and test new medicines and treatments for Parkinson's disease.
Excerpted from Wikipedia’s “oxidopamine” article, available under the CC BY-SA 4.0 licence.