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Merck

E101

S-(−)-Eticlopride hydrochloride

≥98% (HPLC), D2 dopamine receptor antagonist, powder

Synonym(s):

FLB 131, S-(−)-3-Chloro-5-ethyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-6-hydroxy-2-methoxybenzamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H25ClN2O3 · HCl
CAS Number:
Molecular Weight:
377.31
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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Product Name

S-(−)-Eticlopride hydrochloride, ≥98% (HPLC), powder

Quality Level

assay

≥98% (HPLC)

form

powder

optical activity

[α]27/D −7.2°, c = 0.3 in methanol(lit.)

storage condition

desiccated

color

off-white

solubility

H2O: soluble >10 mg/mL, ethanol: soluble 2.6 mg/mL, 0.1 M HCl: soluble 7 mg/mL

SMILES string

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

InChI

1S/C17H25ClN2O3.ClH/c1-4-11-9-13(18)16(23-3)14(15(11)21)17(22)19-10-12-7-6-8-20(12)5-2;/h9,12,21H,4-8,10H2,1-3H3,(H,19,22);1H/t12-;/m0./s1

InChI key

HFJFXXDHVWLIKX-YDALLXLXSA-N

Gene Information

human ... DRD2(1813)

Related Categories

Application

S-(−)-Eticlopride hydrochloride has been used in astrocyte-neuron coculture and functional magnetic resonance imaging (fMRI) experiments.

Biochem/physiol Actions

Potent and selective D2 dopamine receptor antagonist. Eticlopride is highly specific for DAD2 receptors than pimozide or haloperidol. The gene encoding the D2 dopamine receptor (DRD2) is linked with a several disorders including Parkinson′s disease, schizophrenia, and susceptibility to alcoholism.

Preparation Note

Solutions may be stored at 4° C for several days

Legal Information

Manufactured and sold with the permission of Astra AB.

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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Anna Niewiarowska-Sendo et al.
Acta biochimica Polonica, 65(3), 367-375 (2018-08-28)
Leukocyte adhesion to the vascular endothelium contributes to many immunological and inflammatory disorders. These processes have been shown to be mediated by bradykinin receptor type 2 (B2R) and dopamine receptor type 2 (D2R). In a previous study, we reported the
Saurav Shome et al.
PloS one, 6(9), e25215-e25215 (2011-09-29)
Cutaneous wound healing is a normal physiological process and comprises different phases. Among these phases, angiogenesis or new blood vessel formation in wound tissue plays an important role. Skin is richly supplied by sympathetic nerves and evidences indicate the significant
Structure and linkage of the D2 dopamine receptor and neural cell adhesion molecule genes on human chromosome 11q23
Eubanks J H, et al.
Genomics, 14(4), 1010-1018 (1992)
The dopamine D2 antagonist eticlopride accelerates extinction and delays reacquisition of food self-administration in rats
Koerber J, et al.
Behavioural Pharmacology, 24(8), 633-633 (2013)
Dopaminergic imaging of nonmotor manifestations in a rat model of Parkinson's disease by fMRI
Chen C C V, et al.
Neurobiology of Disease, 49(9), 99-106 (2013)

Global Trade Item Number

SKUGTIN
E101-100MG04061832090597
E101-25MG04061832090603
330116-50G04061826725863

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