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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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25 MG

$196.00

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$525.00

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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

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Product Name

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

SMILES string

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

InChI key

HFJFXXDHVWLIKX-YDALLXLXSA-N

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

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

Quality Level

100

Gene Information

human ... DRD2(1813)

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This Item
SML2741SML1552L1011
S-(−)-Eticlopride hydrochloride ≥98% (HPLC), powder

Sigma-Aldrich

E101

S-(−)-Eticlopride hydrochloride

Sultopride hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML2741

Sultopride hydrochloride

Tipiracil hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML1552

Tipiracil hydrochloride

Labetalol hydrochloride >98% (TLC), powder

Sigma-Aldrich

L1011

Labetalol hydrochloride

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

>98% (TLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

storage condition

-

solubility

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

solubility

H2O: 2 mg/mL, clear

solubility

H2O: 5 mg/mL, clear (warmed)

solubility

H2O: soluble, ethanol: soluble

color

off-white

color

white to beige

color

white to beige

color

white

Application

S-(−)-Eticlopride hydrochloride has been used in astrocyte-neuron coculture[1] and functional magnetic resonance imaging (fMRI) experiments.[2]

Biochem/physiol Actions

Potent and selective D2 dopamine receptor antagonist. Eticlopride is highly specific for DAD2 receptors than pimozide or haloperidol.[3] The gene encoding the D2 dopamine receptor (DRD2) is linked with a several disorders including Parkinson′s disease, schizophrenia, and susceptibility to alcoholism.[4]

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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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)
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
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
Ciliary neurotrophic factor mediates dopamine D2 receptor-induced CNS neurogenesis in adult mice
Yang P, et al.
The Journal of Neuroscience, 28(9), 2231-2241 (2008)
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)
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