Droperidol (CED0004972)

Record Information
Version1.0
Creation Date2016-05-22 03:40:16 UTC
Update Date2026-08-21 21:49:11 UTC
Accession NumberCHEM016679
Identification
Common NameDroperidol
ClassSmall Molecule
Description
Droperidol is an organic compound with the chemical formula C22H22FN3O2 and an average molecular weight of 379.43 g/mol. Droperidol belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds. It is classified under the superclass of organic oxygen compounds and the class of organooxygen compounds. The compound is identified as an antipsychotic within the category of healthcare, pharmaceuticals, and veterinary products. Its pharmacological activity involves two recorded protein targets, acting as an antagonist of the Alpha-1A adrenergic receptor (ADRA1A) and the D(2) dopamine receptor (DRD2). Recorded routes of exposure for the substance include intravenous and intramuscular administration. Droperidol is found in or released from 16 recorded sources across several sectors. In the realm of electrical and electronic equipment, it is associated with antennas, electrodes, communication cables or conductors, conductors or conductive bodies characterised by the conductive materials, and electrically stimulated smoking devices, among four other sources. Within household cleaning and consumer products, it is linked to perfumes within detergents and soaps, non electric simulated smoking devices, cigar cigarettes, and other smoking requisites. Additionally, it is recorded in relation to floors within the building and construction sector, and is used for food preservation within the food, food processing and cookware category.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
1-(1-(3-(p-Fluorobenzoyl)propyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinoneChEBI
1-(1-(4-(p-Fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinoneChEBI
1-{1-[4-(4-fluoro-phenyl)-4-oxo-butyl]-1,2,3,6-tetrahydro-pyridin-4-yl}-1,3-dihydro-benzoimidazol-2-oneChEBI
1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl}-2,3-dihydro-1H-benzo[D]imidazol-2-oneChEBI
DroperidolumChEBI
DroleptanKegg
InapsineKegg
Taylor brand OF droperidolHMDB
DehydrobenzperidolHMDB
Janssen brand OF droperidolHMDB
Kern brand OF droperidolHMDB
DehidrobenzperidolHMDB
Chemical FormulaC22H22FN3O2
Average Molecular Mass379.427 g/mol
Monoisotopic Mass379.170 g/mol
CAS Registry Number548-73-2
IUPAC Name1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydropyridin-4-yl}-2,3-dihydro-1H-1,3-benzodiazol-2-one
Traditional Namedroperidol
SMILESFC1=CC=C(C=C1)C(=O)CCCN1CCC(=CC1)N1C(=O)NC2=CC=CC=C12
InChI IdentifierInChI=1S/C22H22FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28)
InChI KeyRMEDXOLNCUSCGS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Phenylbutylamine
  • Butyrophenone
  • Benzimidazole
  • Benzoyl
  • Aryl alkyl ketone
  • Halobenzene
  • Fluorobenzene
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • Hydropyridine
  • Benzenoid
  • N-substituted imidazole
  • Gamma-aminoketone
  • Azole
  • Heteroaromatic compound
  • Imidazole
  • Urea
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organofluoride
  • Organohalogen 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
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.097 g/LALOGPS
logP3.93ALOGPS
logP3.01ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.72ChemAxon
pKa (Strongest Basic)6.75ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.65 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity109.52 m³·mol⁻¹ChemAxon
Polarizability40.31 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-05ir-3951000000-3ddcefbb8d45f9f67aeaNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0209000000-83800a9c755f8223f328Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0900000000-418e20f120e395aac71aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-2888306b46b834e3dd3bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-0cff909ec834cc05a2d3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00xr-0900000000-f910b21f009854002b17Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001l-0609000000-b071b906d4d1f94ae833Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kf-0900000000-ac3d815681b1b57a53b5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-b2c3fb5ea6889dbf960cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00xr-0900000000-01bdbb9758cd0acb8864Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-09ecdeee9f023e5ac679Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-be69940105e80f5ab869Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-2900000000-9a55a536e908d6236924Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00fr-9800000000-4462513b0f99ffd6ce93Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-9200000000-b61d87593ee28d4b283eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0918000000-1efb9a7c97db08bb65d2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-2900000000-dd5f00934e38a7c6ddbbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-5f95cf84340fd0c4ca82Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-bc42cf9b86d45f887f43Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001l-0609000000-ad3c24202767f724c6c6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00xr-0900000000-01ecb4a25bb3bed721b5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kf-0900000000-97c7c8f6883657de719cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-63725049f6b63c279068Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-668262074d39dd871b57Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0009000000-8a5b11f04f73d8ad3bfbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00xr-0900000000-945d1ab626acf569f134Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0109000000-f0528ce5012bb0a3fd88Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0900000000-5e084e9995bd723dbfbdNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-0900000000-6cf90003e74eb90b6342Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-2d9443aa05c434a97c97Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00xr-0900000000-6c95a1530a731820ab92Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0209000000-83800a9c755f8223f328Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-37fbe9df0003aba4da85Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0900000000-50c9c9093bdd7e6286feNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0119000000-d5120d98afdcbaa0059bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0019-0944000000-f0624282e21787fbbdd4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-4921000000-fc1d95a1409cfea060f1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0109000000-36f79ce0bfee2b1fc209Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0059-1519000000-e95399c58996c7c32264Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-2900000000-09ec31ccf84a44cf42f1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0009000000-b9522c98622b7f1ea268Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0009000000-d16cede0710c79f25d38Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00g0-1936000000-400337f597d8c96a45adNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0009000000-b91667a6ad59aa20fabeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004r-2109000000-87186d6521aabfd318adNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a5c-3931000000-6025a4ca2e17e0672b58Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
709.0Log mg/kg[400:1300]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
374AntipsychoticsHealthcare, pharmaceuticals & veterinary productsNot Available
497FloorsBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
510Communication Cables Or ConductorsElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
651Purses Money Bags WalletsTextiles, leather & furnishingsNot Available
653SewingTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
3 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)35.0322
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)21.4085
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)15.5698
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)24.6004
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)22.4206
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)5.99439
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansPredicted (SEA)11.1324
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)12.378
D(1A) dopamine receptor structureClick to view 3D structureD(1A) dopamine receptorP21728HumansPredicted (SEA)15.0249
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansPredicted (SEA)7.00643
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)45.3082
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)2.80257
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)8.32987
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)13.8572
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)3.58106
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)14.7135
Bile salt export pump structureClick to view 3D structureBile salt export pumpO95342HumansPredicted (SEA)2.72472
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)10.2761
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)81.2746
Click to view 3D structureN-acetyltransferase EisP9WFK7Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)Predicted (SEA)1.55698
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP08909RatPredicted (SEA)25.301
D(4) dopamine receptor structureClick to view 3D structureD(4) dopamine receptorP21917HumansPredicted (SEA)65.3933
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)108.444
Click to view 3D structure5-hydroxytryptamine receptor 2AP14842Rattus norvegicusPredicted (SEA)52.9375
Click to view 3D structureD(1A) dopamine receptorP18901Rattus norvegicusPredicted (SEA)33.7087
Concentrations
Not Available
External Links
DrugBank IDDB00450
HMDB IDHMDB0014593
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDroperidol
Chemspider ID3056
ChEBI ID4717
PubChem Compound ID3168
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References