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Merck
CN

SML0033

Itopride hydrochloride

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

Synonym(s):

N-[[4-[2-(Dimethylamino)ethoxy]phenyl]methyl]-3,4-dimethoxy benzamidehydrochloride, N-[p-[2-(dimethylamino)ethoxy]benzyl]veratramide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H26N2O4 ·HCl
CAS Number:
122892-31-3
Molecular Weight:
394.89
UNSPSC Code:
12352200
PubChem Substance ID:
329825103
NACRES:
NA.77
MDL number:
MFCD00881710

Key Documents

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Product Name

Itopride hydrochloride, ≥98% (HPLC)

SMILES string

Cl.COc1ccc(cc1OC)C(=O)NCc2ccc(OCCN(C)C)cc2

InChI key

ZTOUXLLIPWWHSR-UHFFFAOYSA-N

InChI

1S/C20H26N2O4.ClH/c1-22(2)11-12-26-17-8-5-15(6-9-17)14-21-20(23)16-7-10-18(24-3)19(13-16)25-4;/h5-10,13H,11-12,14H2,1-4H3,(H,21,23);1H

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

H2O: ≥48 mg/mL

originator

Abbott

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

Itopride hydrochloride is a new prokinetic drug.

Biochem/physiol Actions

Antagonist of dopamine D2-receptor with anticholinesterase activity.
Itopride hydrochloride enhances the gastrointestinal motility by blocking the activity of dopamine on the D2 receptors, on the post-synaptic cholinergic nerves and by inducing the liberation of acetylcholine in the myenteric plexus. It also inhibits the hydrolysis of the released acetylcholine with the help of acetylcholinesterase.
Itopride is an acetylcholinesterase (AChE) inhibitor and D2 dopamine receptor antagonist. Itopride is used as a gastroprokinetic agent.

Features and Benefits

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000400038
0000400038
0000243608
0000243608
0000190437

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Sanjay Bansal et al.
Drug delivery, 23(2), 437-451 (2014-05-29)
The objectives of present studies were to develop the systematically optimized multiple-unit gastroretentive microballoons, i.e. hollow microspheres of itopride hydrochloride (ITH) employing quality by design (QbD)-based approach. Initially, the patient-centric QTPP and CQAs were earmarked, and preliminary studies were conducted
[Effect of HSR-803 on gastrointestinal motility].
H Iwanaga et al.
Nihon Heikatsukin Gakkai zasshi, 25(6), 313-315 (1989-12-01)
N Kishibayashi et al.
Japanese journal of pharmacology, 66(4), 397-403 (1994-12-01)
KW-5092 ([1-[2-[[[5-(piperidinomethyl)-2- furanyl]methyl]amino]ethyl]-2-imidazolidinylidene] propanedinitrile fumarate) is a novel gastroprokinetic agent with acetylcholinesterase (AChE) inhibitory activity and acetylcholine release facilitatory activity. The present study used guinea pig ileal homogenates to examine the inhibitory effects of KW-5092 on the activities of AChE
E Takahara et al.
Journal of chromatography, 576(1), 174-178 (1992-04-15)
A method based on high-performance liquid chromatography using column-switching is described for the simultaneous determination of HSR-803 and its metabolites in human serum and urine. The system uses a six-port valve with a Nucleosil CN pre-column for on-line sample clean-up
Y Iwanaga et al.
Gastroenterology, 99(2), 401-408 (1990-08-01)
A novel water-soluble dopamine-2 antagonist, N-[4-[2-(dimethylamino) ethoxy]benzyl]-3,4-dimethoxybenzamide hydrochloride (HSR-803) was synthesized and assayed for its gastrointestinal smooth muscle stimulating activity in vivo and in vitro. In the in vivo study, gastrointestinal contractile activity was measured by means of chronically implanted
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