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M1824990

Metoclopramide

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide, Methoxychloroprocainamide

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About This Item

Empirical Formula (Hill Notation):
C14H22ClN3O2
CAS Number:
364-62-5
Molecular Weight:
299.80
Beilstein:
1884366
MDL number:
MFCD00211338
UNSPSC Code:
41116107
PubChem Substance ID:
329817892
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

metoclopramide

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC

InChI

1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)

InChI key

TTWJBBZEZQICBI-UHFFFAOYSA-N

Gene Information

human ... DRD2(1813) , HTR3A(3359) , HTR4(3360)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Metoclopramide EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

PHR1132

Metoclopramide Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

1440808

Metoclopramide hydrochloride, United States Pharmacopeia (USP) Reference Standard

M1825010

Metoclopramide impurity E, European Pharmacopoeia (EP) Reference Standard

M1825000

Metoclopramide hydrochloride, European Pharmacopoeia (EP) Reference Standard

M1824995

Metoclopramide impurity A, European Pharmacopoeia (EP) Reference Standard

1440820

Metoclopramide Related Compound B, United States Pharmacopeia (USP) Reference Standard

1440841

Metoclopramide Related Compound D, United States Pharmacopeia (USP) Reference Standard

1440819

Metoclopramide Related Compound A, United States Pharmacopeia (USP) Reference Standard

BP357

Metoclopramide hydrochloride, British Pharmacopoeia (BP) Reference Standard

PHR2283

Metoclopramide Related Compound A, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2284

Metoclopramide Related Compound B, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2285

Metoclopramide Related Compound D, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2286

Metoclopramide Impurity E, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2287

Methyl 4-(Acetylamino)-2-hydroxybenzoate, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2506

Metoclopramide Impurity H, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2507

Metoclopramide Impurity C, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2508

Methyl 4-Amino-2-hydroxybenzoate, Pharmaceutical Secondary Standard; Certified Reference Material

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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Acute dystonic reaction caused by metoclopramide, versus tetanus.
Kyra Dingli et al.
BMJ (Clinical research ed.), 334(7599), 899-900 (2007-04-28)
B M Mishriky et al.
British journal of anaesthesia, 108(3), 374-383 (2012-02-07)
Nausea and vomiting occur commonly during and after Caesarean delivery (CD) performed under neuraxial anaesthesia. Metoclopramide is a prokinetic agent reported to be safe in parturients. This meta-analysis assesses the efficacy of metoclopramide for prophylaxis against intra- and postoperative nausea
Robert J Surawski et al.
Psychosomatics, 52(5), 403-409 (2011-09-13)
Metoclopramide is an anti-emetic and gastrointestinal pro-motility agent associated with well-known neuropsychiatric adverse effects, such as dyskinesia, akathisia, and depression. It has never been reported to be associated with homicidal ideation. The authors review the literature on metoclopramide-induced adverse neuropsychiatric
Paul M Simpson et al.
Emergency medicine Australasia : EMA, 23(4), 452-457 (2011-08-10)
The objective of the present study was to conduct a systematic review and meta-analysis of randomized controlled trials, comparing metoclopramide with placebo, for preventing vomiting in patients who have received i.v. morphine for acute pain in the emergency setting, and
P Jay Pasricha et al.
Nature clinical practice. Gastroenterology & hepatology, 3(3), 138-148 (2006-03-03)
Metoclopramide, the only drug approved by the FDA for treatment of diabetic gastroparesis, but used off-label for a variety of other gastrointestinal indications, has many potentially troublesome adverse neurologic effects, particularly movement disorders. In this article, we comprehensively review the
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