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Merck
CN

R121

S(−)-Raclopride (+)-tartrate salt

>97%, Dopamine D2 receptor antagonist, 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:
98185-20-7
Molecular Weight:
497.32
UNSPSC Code:
12352200
PubChem Substance ID:
24277931
NACRES:
NA.77
MDL number:
MFCD00274072
Assay:
>97%
Form:
solid
Quality level:
100

Key Documents

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Product Name

S(−)-Raclopride (+)-tartrate salt, >97%, solid

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 key

QULBVRZTKPQGCR-NDAAPVSOSA-N

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

assay

>97%

form

solid

color

white

solubility

H2O: 89 mg/mL

Quality Level

100

Gene Information

human ... DRD2(1813)

Related Categories

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.

Disclaimer

Photosensitive

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5818
BCCH7665
BCCC6896
BCBW8974
BCBS7358

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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
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
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
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
Vaibhav R Konanur et al.
Physiology & behavior, 215, 112771-112771 (2019-12-11)
Phasic dopamine activity is evoked by reliable predictors of food reward and plays a role in cue-triggered, goal-directed behavior. While this important signal is modulated by physiological state (e.g. hunger, satiety), the mechanisms by which physiological state is integrated by
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