Chemicals and Drugs

Metoclopramide

A dopamine D2 antagonist that is used as an antiemetic.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A dopamine D2 antagonist that is used as an antiemetic.

Chemical Identity

Chemical Information

Molecular Formula
C14H22ClN3O2
Molecular Weight
299.79 g/mol
CAS Registry No.
364-62-5
IUPAC Name
4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
InChIKey
TTWJBBZEZQICBI-UHFFFAOYSA-N
SMILES
CCN(CC)CCNC(=O)C1=CC(=C(C=C1OC)N)Cl
MeSH Unique ID
D008787
Source
PubChem CID 4168

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

14 entry terms
  • 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide
  • Metaclopramide
  • Cerucal
  • Maxolon
  • Metoclopramide Dihydrochloride
  • Metoclopramide Hydrochloride
  • Metoclopramide Monohydrochloride
  • Metoclopramide Monohydrochloride, Monohydrate
  • Primperan
  • Reglan
  • Rimetin
  • Dihydrochloride, Metoclopramide
  • Hydrochloride, Metoclopramide
  • Monohydrochloride, Metoclopramide

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

74

MeSH Hierarchy

Tree Numbers

  1. D02w.065w.277.573w
  2. D02w.241w.223.100.050.500.647w
  3. D02w.241w.223.100.100.510w
  4. D02w.241w.223.100.200.750w
  5. D02w.241w.223.100.300.350.625w
  6. D02w.241w.511w.390.350.625w
  7. D02w.455w.426w.559w.389.127.020.937.647w
  8. D02w.455w.426w.559w.389.127.085.510w
  9. D02w.455w.426w.559w.389.127.250.750w
  10. D02w.455w.426w.559w.389.127.281.350.625w
  11. D02w.455w.426w.559w.389.657w.654.638.625w

AMA Style

References

  1. National Library of Medicine. Metoclopramide. Medical Subject Headings (MeSH). 2026. Unique ID D008787. http://id.nlm.nih.gov/mesh/2026/D008787
  2. Metoclopramide. In: Wikipedia. https://en.wikipedia.org/wiki/Metoclopramide
  3. Metoclopramide. In: Wikidata. https://www.wikidata.org/wiki/Q421095
  4. Metoclopramide. In: PubChem Compound. CID 4168. https://pubchem.ncbi.nlm.nih.gov/compound/4168