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Chemical substance record

Metoclopramide

364-62-5C14H22ClN3O2299.802 g/mol
Organic/Inorganic Small MoleculeChEBI source record

A member of the class of benzamides resulting from the formal condensation of 4-amino-5-chloro-2-methoxybenzoic acid with the primary amino group of N,N-diethylethane-1,2-diamine. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number364-62-5ChEBI ↗
Molecular formulaC14H22ClN3O2ChEBI ↗
Molar mass299.802 g/molChEBI ↗
Monoisotopic mass299.14005 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:107736ChEBI ↗

Cross-source molecular data

PubChem
Molar mass299.79 g/molPubChem ↗
Exact mass299.1400546 DaPubChem ↗
Computed XLogP2.6PubChem ↗
Topological polar surface area (Ų)67.6PubChem ↗
H-bond donors2PubChem ↗
H-bond acceptors4PubChem ↗
Rotatable bonds7PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier
metoclopramide
4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
TTWJBBZEZQICBI-UHFFFAOYSA-N
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)

Names & synonyms

4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamideElietenmetoclopramidametoclopramidumReliveran

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology
benzamidesChEBI parent class · 22702 ↗substituted anilineChEBI parent class · 48975 ↗tertiary amino compoundChEBI parent class · 50996 ↗monochlorobenzenesChEBI parent class · 83403 ↗
organochlorine compoundorganic molecular entity

Roles recorded in ChEBI

analgesicantineoplastic agentxenobioticdopaminergic antagonistvasoconstrictor agentantiemeticantidiarrhoeal druggastrointestinal druganti-HIV agentvulnerary

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00333553 mol

Uses 299.802 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 14 atoms
56.09%
N
Nitrogen · 3 atoms
14.02%
Cl
Chlorine · 1 atom
11.82%
O
Oxygen · 2 atoms
10.67%
H
Hydrogen · 22 atoms
7.40%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations
BE620543 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.
US3177252 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.
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Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:107736

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 4168 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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