Metoclopramide

C14H22ClN3O2CAS 364-62-5299.80 g/mol

Open in Covalent MOL file
NNHOClNH2O
Aryl halideEtherPrimary amineTertiary amine

Properties

Molecular formula
C14H22ClN3O2
Molar mass
299.80 g/mol
Exact mass
299.1401 Da
Melting point
147.25 °C
pKa
9.33
Water solubility
200 mg/L (25 °C)
logP
2.58Crippen estimate
Polar surface area
71.1 Ų
H-bond donors / acceptors
2 / 4
Rotatable bonds
7

Hazards

Danger
Irritant (GHS07)Health Hazard (GHS08)

Aggregated from 51 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P260, P263, P264, P270, P301+P317, P308+P316, P318, P321, P330, P405, P501

Identifiers

CAS number
364-62-5
SMILES
CCN(CC)CCN=C(O)c1cc(Cl)c(N)cc1OC
InChIKey
TTWJBBZEZQICBI-UHFFFAOYSA-N
InChI
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)

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

43 names · show all
  • Gastrobid
  • Benzamide, 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxy-
  • o-Anisamide, 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-
  • 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
  • 5-Chloro-2-methoxyprocainamide
  • N-(Diethylaminoethyl)-2-methoxy-4-amino-5-chlorbenzamide
  • N-(Diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide
  • Methochlopramide
  • 2-Methoxy-5-chloroprocainamide
  • Plasil
  • Metochlopramide
  • N-(2-Diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide
  • N-[2-(Diethylamino)ethyl]-4-amino-5-chloro-2-methoxybenzamide
  • 2-Methoxy-4-amino-5-chloro-N,N-dimethylaminoethylbenzamide
  • 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-o-anisamide
  • 4-Amino-5-chloro-2-methoxy-N-(β-diethylaminoethyl)benzamide
  • DEL 1267
  • Reliveran
  • Moriperan
  • Metoclol
  • Primperan
  • Plasil (pharmaceutical)
  • Parmid
  • Eucil
  • MCP-ratiopharm
  • Clopromate
  • Gastrosil
  • Meclopran
  • Gastro-tablinen
  • Maxeran
  • Draclamid
  • Metramid
  • Metamide
  • Gastrese
  • Emperal
  • Gastromax
  • Regla
  • Gastro-timelets
  • Gastrotem
  • Metocobil
  • Macperan
  • Orpamid
  • Afipran

Work with Metoclopramide

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Metoclopramide hydrochloride7232-21-5Salt Metoclopramide monohydrochloride monohydrate54143-57-6Salt

Similar compounds

Tiapride51012-32-955 % similar Tiapride hydrochloride51012-33-052 % similar 4-Amino-5-chloro-2-methoxybenzoic acid7206-70-451 % similar Clebopride hydrogen malate57645-91-744 % similar Mosapride112885-41-343 % similar Amisulpride71675-85-943 % similar Cisapride81098-60-443 % similar 4-Amino-5-chloro-2-ethoxybenzoic acid108282-38-842 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook