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R121

S(−)-Raclopride (+)-tartrate salt

Name: S(−)-Raclopride (+)-tartrate salt
Brand: SIGMA

>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:

98185-20-7

Molecular Weight:

497.32

MDL number:

MFCD00274072

UNSPSC Code:

12352200

PubChem Substance ID:

24277931

NACRES:

NA.77

Quality Level

100

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)

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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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chronic treatment with the D1 receptor antagonist, SCH 23390, and the D2 receptor antagonist, raclopride, in cebus monkeys withdrawn from previous haloperidol treatment. Extrapyramidal syndromes and dopaminergic supersensitivity.

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

Dopamine receptor antagonist properties of S 14506, 8-OH-DPAT, raclopride and clozapine in rodents.

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

Dopaminergic Modulation of Forced Running Performance in Adolescent Rats: Role of Striatal D1 and Extra-striatal D2 Dopamine Receptors.

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

Effect of raclopride on dopamine D2 receptor mRNA expression in rat brain.

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

Phasic dopamine responses to a food-predictive cue are suppressed by the glucagon-like peptide-1 receptor agonist Exendin-4.

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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