Structure via PubChem · Public domain (PubChem)
raclopride
Sign in to saveAlso known as (-)-raclopride, S-(-)-raclopride, S-raclopride
Raclopride is a typical antipsychotic. It acts as a selective antagonist on D2 dopamine receptors. It has been used in trials studying Parkinson Disease.
In the Vinony graph
Vinony's link graph records 515 inbound references to raclopride, and connects out to DRD2, medication and nervous system.
It is catalogued under topics including Benzamides, Chemical pages without DrugBank identifier and Chloroarenes.
Vinony links it to 6 Wikipedia language editions.
Chemical data
- Formula
- C15H20Cl2N2O3
- Molecular weight
- 347.2 g/mol
- IUPAC name
- 3,5-dichloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-hydroxy-6-methoxybenzamide
- SMILES
- CCN1CCC[C@H]1CNC(=O)C2=C(C(=CC(=C2OC)Cl)Cl)O
- InChIKey
- WAOQONBSWFLFPE-VIFPVBQESA-N
- XLogP
- 2.9
- Polar surface area
- 61.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- obesity
via ChEMBL · EBI
Research
2,950 papers- FDG/Raclopride-PET neuroimaging in work-related stress - A systematic review.European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology · 2023
- Raclopride, a new selective ligand for the dopamine-D2 receptors.Progress in neuro-psychopharmacology & biological psychiatry · 1988
- Optimisation of [11C]Raclopride production using a Synthra GPextent system.Current radiopharmaceuticals · 2014
- [11C]raclopride and extrastriatal binding to D2/3 receptors.NeuroImage · 2020
- Measuring amphetamine-induced dopamine release in humans: A comparative meta-analysis of [(11) C]-raclopride and [(11) C]-(+)-PHNO studies.Synapse (New York, N.Y.) · 2021
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 346.085098
Show 6 more facts
- chemical formula
- C₁₅H₂₀Cl₂N₂O₃
- subject has role
- antipsychotics
- isomeric SMILES
- CCN1CCC[C@H]1CNC(=O)C2=C(C(=CC(=C2OC)Cl)Cl)O
- canonical SMILES
- CCN1CCCC1CNC(=O)C2=C(C(=CC(=C2OC)Cl)Cl)O
- physically interacts with
- Dopamine receptor D3
- Commons category
- Raclopride
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Raclopride is a typical antipsychotic. It acts as a selective antagonist on D2 dopamine receptors. It has been used in trials studying Parkinson Disease.
Raclopride is selective for D2 and D3 dopamine receptors. {| class="wikitable" style="float:right; margin-left:1em; |+Binding profile !Receptor !Ki |- |D1 |18000 nM |- |D2 |1.8 |- |D3 |3.5 |- |D4 |2400 |} It can be radiolabelled with radioisotopes, e.g. 3H or 11C and used as a tracer for in vitro imaging (autoradiography) as well as in vivo imaging positron emission tomography (PET). Images obtained by cerebral PET scanning (e.g. PET/CT or PET/MRI) allow the non-invasive assessment of the binding capacity of the cerebral D2 dopamine receptor, which can be useful for the diagnosis of movement disorders. In particular, cerebral D2 receptor binding as measured by carbon-11-raclopride (11C-raclopride) has shown to reflect disease severity of Huntington's disease, a genetic disease characterized by selective degeneration of cerebral D2 receptors.
Excerpted from Wikipedia’s “raclopride” article, available under the CC BY-SA 4.0 licence.