Domperidone (CHEM018141)

Record Information
Version1.0
Creation Date2016-05-22 05:01:42 UTC
Update Date2026-08-21 22:11:22 UTC
Accession NumberCHEM018141
Identification
Common NameDomperidone
ClassSmall Molecule
Description
A specific blocker of dopamine receptors. It speeds gastrointestinal peristalsis, causes prolactin release, and is used as antiemetic and tool in the study of dopaminergic mechanisms.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Human Neurotoxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(3-(4-(5-Chloro-2-oxo-2,3-dihydrobenzo[D]imidazol-1-yl)piperidin-1-yl)propyl)-1H-benzo[D]imidazol-2(3H)-oneChEBI
5-Chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinoneChEBI
5-Chloro-1-(1-(3-(2-oxo-2,3-dihydrobenzo[D]imidazol-1-yl)propyl)piperidin-4-yl)-1H-benzo[D]imidazol-2(3H)-oneChEBI
5-Chloro-1-{1-[3-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-propyl]-piperidin-4-yl}-1,3-dihydro-benzoimidazol-2-oneChEBI
DomperidonaChEBI
DomperidonumChEBI
MotiliumKegg
Domperidon hexalHMDB
Domperidon tevaHMDB
Domperidon-tevaHMDB
Domperidone monohydrochlorideHMDB
GastrocureHMDB
Novopharm brand OF domperidone maleateHMDB
PMS-DomperidoneHMDB
Ratiopharm brand OF domperidone maleateHMDB
Apo domperidoneHMDB
DomperidonHMDB
Domperidon alHMDB
Domperidon stadaHMDB
Domperidona gamirHMDB
Domperidone maleateHMDB
Gry brand OF domperidone maleateHMDB
NauzelinHMDB
Nu-pharm brand OF domperidone maleateHMDB
Rottapharm brand OF domperidoneHMDB
Stadapharm brand OF domperidone maleateHMDB
Taxandria brand OF domperidone maleateHMDB
Ratio domperidoneHMDB
DomidonHMDB
Domperidone maleate (1:1)HMDB
Hexal, domperidonHMDB
Monohydrochloride, domperidoneHMDB
Novo domperidoneHMDB
Nu pharm brand OF domperidone maleateHMDB
PMS DomperidoneHMDB
Pharmascience brand OF domperidone maleateHMDB
Pierre fabre brand OF domperidoneHMDB
Teva brand OF domperidone maleateHMDB
Ratio-domperidoneHMDB
Aliud brand OF domperidone maleateHMDB
Apo-domperidoneHMDB
Apotex brand OF domperidone maleateHMDB
Gamir, domperidonaHMDB
Hexal brand OF domperidone maleateHMDB
Janssen brand OF domperidoneHMDB
Maleate, domperidoneHMDB
Novo-domperidoneHMDB
Nu domperidoneHMDB
Nu-domperidoneHMDB
PéridysHMDB
Stada, domperidonHMDB
Chemical FormulaC22H24ClN5O2
Average Molecular Mass425.911 g/mol
Monoisotopic Mass425.162 g/mol
CAS Registry Number57808-66-9
IUPAC Name5-chloro-1-{1-[3-(2-oxo-2,3-dihydro-1H-1,3-benzodiazol-1-yl)propyl]piperidin-4-yl}-2,3-dihydro-1H-1,3-benzodiazol-2-one
Traditional Namemotilium
SMILESClC1=CC2=C(C=C1)N(C1CCN(CCCN3C(=O)NC4=CC=CC=C34)CC1)C(=O)N2
InChI IdentifierInChI=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)
InChI KeyFGXWKSZFVQUSTL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassNot Available
Direct ParentBenzimidazoles
Alternative Parents
Substituents
  • Benzimidazole
  • Aryl chloride
  • Aryl halide
  • N-substituted imidazole
  • Piperidine
  • Benzenoid
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Tertiary aliphatic amine
  • Tertiary amine
  • Urea
  • Azacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.092 g/LALOGPS
logP3.7ALOGPS
logP2.9ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)12.52ChemAxon
pKa (Strongest Basic)7.03ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area67.92 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity119.37 m³·mol⁻¹ChemAxon
Polarizability45.61 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDDB01184
HMDB IDHMDB0015315
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDomperidone
Chemspider ID3039
ChEBI ID31515
PubChem Compound ID3151
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Silvers D, Kipnes M, Broadstone V, Patterson D, Quigley EM, McCallum R, Leidy NK, Farup C, Liu Y, Joslyn A: Domperidone in the management of symptoms of diabetic gastroparesis: efficacy, tolerability, and quality-of-life outcomes in a multicenter controlled trial. DOM-USA-5 Study Group. Clin Ther. 1998 May-Jun;20(3):438-53.