Azaperone (CHEM018269)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:07:14 UTC
Update Date2016-11-09 01:15:46 UTC
Accession NumberCHEM018269
Identification
Common NameAzaperone
ClassSmall Molecule
DescriptionAn N-arylpiperazine that is 2-(piperazin-1-yl)pyridine in which the amino hydrogen is replaced by a 3-(4-fluobenzoyl)propyl group. Used mainly as a tranquiliser for pigs and elephants.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(3-(4-Fluorobenzoyl)propyl)-4-(2-pyridyl)piperazineChEBI
1-(4-Fluorophenyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-1-butanoneChEBI
4'-Fluoro-4-(4-(2-pyridyl)-1-piperazinyl)butyrophenoneChEBI
AzaperonChEBI
AzaperonaChEBI
AzaperonumChEBI
NSC 170976ChEBI
StresnilChEBI
AzaperoneMeSH
Azaperone janssen brandMeSH
Janssen brand OF azaperoneMeSH
Chemical FormulaC19H22FN3O
Average Molecular Mass327.403 g/mol
Monoisotopic Mass327.175 g/mol
CAS Registry Number1649-18-9
IUPAC Name1-(4-fluorophenyl)-4-[4-(pyridin-2-yl)piperazin-1-yl]butan-1-one
Traditional Nameazaperone
SMILESFC1=CC=C(C=C1)C(=O)CCCN1CCN(CC1)C1=CC=CC=N1
InChI IdentifierInChI=1S/C19H22FN3O/c20-17-8-6-16(7-9-17)18(24)4-3-11-22-12-14-23(15-13-22)19-5-1-2-10-21-19/h1-2,5-10H,3-4,11-15H2
InChI KeyXTKDAFGWCDAMPY-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
  • Pyridinylpiperazine
  • N-arylpiperazine
  • Butyrophenone
  • Phenylbutylamine
  • Benzoyl
  • Dialkylarylamine
  • Aryl alkyl ketone
  • Aminopyridine
  • Fluorobenzene
  • Halobenzene
  • N-alkylpiperazine
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • 1,4-diazinane
  • Gamma-aminoketone
  • Piperazine
  • Pyridine
  • Imidolactam
  • Benzenoid
  • Heteroaromatic compound
  • Tertiary amine
  • Tertiary aliphatic amine
  • Azacycle
  • Organoheterocyclic compound
  • Organofluoride
  • Organohalogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
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 Solubility0.23 g/LALOGPS
logP2.73ALOGPS
logP3.21ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)16.4ChemAxon
pKa (Strongest Basic)7.16ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area36.44 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity94.27 m³·mol⁻¹ChemAxon
Polarizability36.19 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-024i-4910000000-07ae1a34020fe64a5a87Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00di-3900000000-2b80dd893322c22b1ec2Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00di-3900000000-2b80dd893322c22b1ec2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0109000000-459f0bc04f5581678e5fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1925000000-323f6baf7f52a6d2401dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4m-3910000000-0c7172030a116b5f91b0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-0e62cde6309a9a6704e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1219000000-3cb51b51c024385be25dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0007-9701000000-9b8a6c0ec79508ce938dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-67036a3ed58244f038a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-3519000000-978913889ef2e0ef6427Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03xs-2932000000-0662b2e7f1c66a721adaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0009000000-76dc765b0bcc8359a354Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0309000000-e76511be20b2b46de215Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00fr-2902000000-4c2ad619efb9393ea6d9Spectrum
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
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAzaperone
Chemspider ID14695
ChEBI ID88301
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10982132
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12398308
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17186408
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=17386737
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17929705
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=17939346
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=18689666
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=18817017
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=19111512
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=19395755
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=19395756
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=19579764
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=20006891
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=21210371
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=22287670
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23140663
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=24490337
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=24712163
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=24807358
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=25105814
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=25655411
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=26056882