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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:
97612-24-3
Molecular Weight:
377.31
UNSPSC Code:
12352200
PubChem Substance ID:
24278428
NACRES:
NA.77
MDL number:
MFCD00055132
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated
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Product Name

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

Quality Level

100

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)

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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Certificates of Analysis (COA)

Lot/Batch Number
0000354623
0000354623
0000104443
0000136150
0000136150

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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
C Köhler et al.
European journal of pharmacology, 120(2), 217-226 (1986-01-21)
The novel substituted benzamide eticlopride, (S)-(-)-5-chloro-3-ethyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-6-methoxy salicylamide hydrochloride (A38503; FLB 131), was radiolabelled to high specific activity and used for in vivo receptor binding studies in the rat brain. Intravenous injections of [3H]eticlopride resulted in a rapid accumulation of radioactivity
Melanie Baumgartner et al.
Nature materials, 19(10), 1102-1109 (2020-06-17)
Biodegradable and biocompatible elastic materials for soft robotics, tissue engineering or stretchable electronics with good mechanical properties, tunability, modifiability or healing properties drive technological advance, and yet they are not durable under ambient conditions and do not combine all the
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Global Trade Item Number

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