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Raclopride

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Raclopride
Clinical data
ATC code
  • none
Identifiers
  • 3,5-dichloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-hydroxy-6-methoxybenzamide
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC15H20Cl2N2O3
Molar mass347.24 g·mol−1
3D model (JSmol)
  • Clc1c(O)c(c(OC)c(Cl)c1)C(=O)NC[C@H]2N(CC)CCC2
  • InChI=1S/C15H20Cl2N2O3/c1-3-19-6-4-5-9(19)8-18-15(21)12-13(20)10(16)7-11(17)14(12)22-2/h7,9,20H,3-6,8H2,1-2H3,(H,18,21)/t9-/m0/s1 checkY
  • Key:WAOQONBSWFLFPE-VIFPVBQESA-N checkY
 ☒NcheckY (what is this?)  (verify)

Raclopride is atypical antipsychotic. It acts as a selectiveantagonist onD2dopamine receptors.[1] It has been used in trials studyingParkinson Disease.[2]

Its selectivity to the cerebralD2 receptors is characterized by its respective Ki-values, which are as follows: 1.8, 3.5, 2400 and 18000 nM forD2,D3,D4 andD1 receptors respectively.

It can beradiolabelled withradioisotopes, e.g.3H or11C and used as a tracer forin vitro imaging (autoradiography) as well asin vivo imagingpositron 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 cerebralD2 dopaminereceptor, 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 ofHuntington's disease, a genetic disease characterized by selective degeneration of cerebralD2 receptors.[3]

Other studies have investigated the relationship ofD2 receptor binding capacity andpersonality disorders. One study found decreased binding in thedetachmentpersonality trait.[4] Radiolabelled raclopride is also commonly used to determine the efficacy andneurotoxicity ofdopaminergic drugs.

References

[edit]
  1. ^Köhler C, Hall H, Ogren SO, Gawell L (1985). "Specific in vitro and in vivo binding of 3H-raclopride. A potent substituted benzamide drug with high affinity for dopamine D-2 receptors in the rat brain".Biochemical Pharmacology.34 (13):2251–9.doi:10.1016/0006-2952(85)90778-6.PMID 4015674.
  2. ^Ishibashi K, Ishii K, Oda K, Mizusawa H, Ishiwata K (2010). "Competition between 11C-raclopride and endogenous dopamine in Parkinson's disease".Nucl Med Commun.31 (2):159–66.doi:10.1097/MNM.0b013e328333e3cb.PMID 19966595.S2CID 205821715.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^Antonini A, Leenders KL, Spiegel R, Meier D, Vontobel P, Weigell-Weber M, Sanchez-Pernaute R, de Yébenez JG, Boesiger P, Weindl A, Maguire RP (1996)."Striatal glucose metabolism and dopamine D2 receptor binding in asymptomatic gene carriers and patients with Huntington's disease".Brain.119 (6):2085–95.doi:10.1093/brain/119.6.2085.PMID 9010012.
  4. ^Farde L, Gustavsson JP, Jönsson E (1997)."D2 dopamine receptors and personality traits".Nature.385 (6617): 590.Bibcode:1997Natur.385..590F.doi:10.1038/385590a0.PMID 9024656.S2CID 4235650.
D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists
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