D122

Domperidone

Name: Domperidone
Brand: SIGMA

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

Synonym(s):

4-(5-Chloro-2-oxo-1-benzimidazolinyl)-1-[3-(2-oxobenzimidazolinyl)propyl]piperidine

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₄ClN₅O₂

CAS Number:

57808-66-9

Molecular Weight:

425.91

NACRES:

NA.77

PubChem Substance ID:

24277911

UNSPSC Code:

12352200

EC Number:

260-968-7

MDL number:

MFCD00069256

Key Documents

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Product Name

Domperidone, powder, ≥98% (HPLC)

InChI key

FGXWKSZFVQUSTL-UHFFFAOYSA-N

InChI

1S/C22H24ClN5O2/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30)

SMILES string

Clc1ccc2N(C3CCN(CCCN4C(=O)Nc5ccccc45)CC3)C(=O)Nc2c1

assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: >10 mg/mL
0.1 M HCl: soluble
0.1 M NaOH: slightly soluble
H₂O: insoluble

originator

Johnson & Johnson

Quality Level

100

Gene Information

human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816), KCNH2(3757)
rat ... Drd1a(24316), Drd2(24318), Drd3(29238), Htr3a(79246)

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Show Differences

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This Item	H3041	D129	E101
Sigma-Aldrich D122 Domperidone	Sigma-Aldrich H3041 Halopemide	Sigma-Aldrich D129 R-(+)-DIOA	Sigma-Aldrich E101 S-(−)-Eticlopride hydrochloride
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form powder	form powder	form solid	form powder
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
solubility DMSO: >10 mg/mL, 0.1 M NaOH: slightly soluble, 0.1 M HCl: soluble, H₂O: insoluble	solubility DMSO: >10 mg/mL	solubility H₂O: insoluble <0.11 mg/mL, DMSO: >20 mg/mL, 0.1 M HCl: insoluble, 0.1 M NaOH: soluble, ethanol: soluble	solubility H₂O: soluble >10 mg/mL, ethanol: soluble 2.6 mg/mL, 0.1 M HCl: soluble 7 mg/mL
color white	color off-white	color white	color off-white
originator Johnson & Johnson	originator -	originator -	originator -

Biochem/physiol Actions

Peripheral dopamine receptor antagonist that does not cross the blood-brain barrier; anti-emetic.

Features and Benefits

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

pictograms

GHS08

signalword

Warning

hcodes

H361fd

pcodes

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number

0000276245

0000121073

0000126723

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Domperidone, a specific in vitro dopamine antagonist, devoid of in vivo central dopaminergic activity.

P M Laduron et al.

Biochemical pharmacology, 28(14), 2161-2165 (1979-07-15)

Domperidone: limited benefits with significant risk for sudden cardiac death.

Luc M Hondeghem

Journal of cardiovascular pharmacology, 61(3), 218-225 (2012-11-29)

Domperidone (antinausea/vomiting agent) was recently shown by several groups to increase sudden cardiac death (SCD). Drug-induced disturbances of cardiac repolarization may be a major mechanism. Experiments were executed in isolated female rabbit hearts perfused for 150 minutes with domperidone 30

Domperidone, a new dopamine antagonist.

M C Champion et al.

CMAJ : Canadian Medical Association journal = journal de l'Association medicale canadienne, 135(5), 457-461 (1986-09-01)

Domperidone is a dopamine antagonist that has recently been released in Canada. Unlike metoclopramide hydrochloride, the other available dopamine antagonist, it does not readily enter the central nervous system. Domperidone acts as both an antiemetic and an upper gastrointestinal tract

Should domperidone be used for the treatment of gastro-oesophageal reflux in children? Systematic review of randomized controlled trials in children aged 1 month to 11 years old.

D S Pritchard et al.

British journal of clinical pharmacology, 59(6), 725-729 (2005-06-14)

To determine whether there is robust evidence of efficacy for domperidone in reducing the symptoms of gastro-oesophageal reflux (GOR) and gastro-oesophageal reflux disease (GORD) in children. Systematic review of randomized controlled trials (RCTs). A search was made of the Cochrane

Domperidone: a peripherally acting dopamine2-receptor antagonist.

J A Barone

The Annals of pharmacotherapy, 33(4), 429-440 (1999-05-20)

To review the pharmacology, pharmacokinetics, efficacy, and safety of domperidone in the treatment of gastrointestinal motility disorders and emesis. MEDLINE and Excerpta Medica online databases were searched to identify published reports. Domperidone has been marketed worldwide outside the US since

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