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R121

Sigma-Aldrich

S(−)-Raclopride (+)-tartrate salt

>97%, solid

Synonym(s):

3,5-Dichloro-N-(1-ethylpyrrolidin-2-ylmethyl)-2-hydroxy-6-methoxybenzamide (+)-tartrate salt

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About This Item

Empirical Formula (Hill Notation):
C15H20Cl2N2O3 · C4H6O6
CAS Number:
Molecular Weight:
497.32
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

>97%

form

solid

color

white

solubility

H2O: 89 mg/mL

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CCN1CCC[C@H]1CNC(=O)c2c(O)c(Cl)cc(Cl)c2OC

InChI

1S/C15H20Cl2N2O3.C4H6O6/c1-3-19-6-4-5-9(19)8-18-15(21)12-13(20)10(16)7-11(17)14(12)22-2;5-1(3(7)8)2(6)4(9)10/h7,9,20H,3-6,8H2,1-2H3,(H,18,21);1-2,5-6H,(H,7,8)(H,9,10)/t9-;1-,2-/m01/s1

InChI key

QULBVRZTKPQGCR-NDAAPVSOSA-N

Gene Information

human ... DRD2(1813)

Application

S(−)-Raclopride (+)-tartrate salt has been used as a D2 receptor antagonist:
  • to study the role of the D2 receptor in mediating ventrolateral PAG (vlPAG)/dorsal raphe dopaminergic antinociceptive effect in animals
  • in pharmacological and behavioral studies performed with Thap1 null mice
  • to determine the relationship between Ca2+ transients and dopamine neuron activity in rats

Biochem/physiol Actions

Raclopride is a benzamide derivative and a selective D2 dopamine receptor antagonist.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Caution

Photosensitive

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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J Kopp et al.
Neuroscience, 47(4), 771-779 (1992-01-01)
Prolonged treatment with dopamine D2 receptor antagonists is known to elevate the density of dopamine D2 receptor binding sites in caudate-putamen and nucleus accumbens in rat and human brain. In this study we used the dopamine D2 receptor antagonist raclopride
Angel Toval et al.
Molecular neurobiology, 58(4), 1782-1791 (2021-01-05)
Improving exercise capacity during adolescence impacts positively on cognitive and motor functions. However, the neural mechanisms contributing to enhance physical performance during this sensitive period remain poorly understood. Such knowledge could help to optimize exercise programs and promote a healthy
P Protais et al.
European journal of pharmacology, 271(1), 167-177 (1994-12-12)
S 14506 (1-[-(4-fluorobenzoylamino)ethyl]-4-(7-methoxynaphthyl)piper azine hydrochloride), 8-OH-DPAT ((+/-)-8-hydroxydipropylaminotetralin hydrobromide), clozapine and raclopride were compared in some behavioural models able to characterize dopamine antagonist properties. In mice treated with apomorphine (0.75 mg/kg, s.c.), stereotyped climbing and sniffing were dose dependently antagonized by
H Lublin et al.
Psychopharmacology, 112(2-3), 389-397 (1993-01-01)
The effects of chronic treatment with dopamine (DA) D1 and D2 receptor antagonists were evaluated in eight cebus apella monkeys with mild oral dyskinesia after previous haloperidol treatment. SCH 23390 (D1 antagonist) was given daily to investigate the direct behavioural
Andrew G Yee et al.
Journal of neurochemistry, 148(4), 462-479 (2018-09-12)
Despite the importance of somatodendritic dopamine (DA) release in the Substantia Nigra pars compacta (SNc), its mechanism remains poorly understood. Using a novel approach combining fast-scan controlled-adsorption voltammetry (FSCAV) and single-unit electrophysiology, we have investigated the mechanism of somatodendritic release

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