Periciazine (CHEM018639)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:24:49 UTC
Update Date2016-11-09 01:15:50 UTC
Accession NumberCHEM018639
Identification
Common NamePericiazine
ClassSmall Molecule
DescriptionPericiazine is a phenothiazine of the piperidine group. It has been shown to reduce pathologic arousal and affective tension in some psychotic patients, while the symptoms of abnormal mental integration are relatively unaffected. It is a sedative phenothiazine with weak antipsychotic properties. It also has adrenolytic, anticholinergic, metabolic and endocrine effects and an action on the extrapyramidal system. It is used as an adjunctive medication in some psychotic patients, for the control of residual prevailing hostility, impulsiveness and aggressiveness. Pericyazine, like other phenothiazines, is presumed to act principally in the subcortical areas, by producing what has been described as a central adrenergic blockade.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
10-(3-(4-Hydroxypiperidino)propyl)phenothiazine-2-carbonitrileChEBI
2-Cyano-10-(3-(4-hydroxy-1-piperidyl)propyl)phenothiazineChEBI
2-Cyano-10-(3-(4-hydroxypiperidino)propyl)phenothiazineChEBI
Cyano-3 ((hydroxy-4 piperidyl-1)-3 propyl)-10 phenothiazineChEBI
PericiazinaChEBI
PericiazinumChEBI
PiperocyanomazineChEBI
PericiazineKegg
NeuleptilKegg
PericyazineHMDB
AoleptHMDB
NeuleptylHMDB
PropericiazineChEBI
Chemical FormulaC21H23N3OS
Average Molecular Mass365.492 g/mol
Monoisotopic Mass365.156 g/mol
CAS Registry Number2622-26-6
IUPAC Name10-[3-(4-hydroxypiperidin-1-yl)propyl]-10H-phenothiazine-2-carbonitrile
Traditional Namepropericiazine
SMILESOC1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C#N)CC1
InChI IdentifierInChI=1S/C21H23N3OS/c22-15-16-6-7-21-19(14-16)24(18-4-1-2-5-20(18)26-21)11-3-10-23-12-8-17(25)9-13-23/h1-2,4-7,14,17,25H,3,8-13H2
InChI KeyLUALIOATIOESLM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzothiazines
Sub ClassPhenothiazines
Direct ParentPhenothiazines
Alternative Parents
Substituents
  • Phenothiazine
  • Alkyldiarylamine
  • Diarylthioether
  • Aryl thioether
  • Tertiary aliphatic/aromatic amine
  • Para-thiazine
  • Piperidine
  • Benzenoid
  • Secondary alcohol
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carbonitrile
  • Nitrile
  • Azacycle
  • Thioether
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Amine
  • 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 Solubility0.059 g/LALOGPS
logP3.78ALOGPS
logP3.11ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)15.18ChemAxon
pKa (Strongest Basic)8.37ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area50.5 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity108.4 m³·mol⁻¹ChemAxon
Polarizability40.87 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03xu-7932000000-163720fa7ee8e5adf313Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-4931000000-bc6eaf361b17af48a30fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03xu-7932000000-163720fa7ee8e5adf313Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-4931000000-bc6eaf361b17af48a30fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0btl-9443000000-0bf7e572c89eab0eebe0Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00g0-9532200000-0fac63dfe3ca1b1e5d68Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-0009000000-ea2a928d0b477b642d28Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-1319000000-d734a3c87a7e3896e919Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05x0-4941000000-090633fd54a2d8de3a65Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-2c21e3a159ee7e81d892Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0nvj-0094000000-6287516a8e31f1411d1fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-4690000000-8c2afe6a37eb44b04235Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-3bd5b70543953e9fd1faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00xu-0907000000-bed0c5fa41577c9ffdc3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-7794000000-f64312cc0eaedb856528Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-b9605fed856fbbd87811Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0059000000-7912c18269b0b9534e79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0292000000-ff380871c3b00965659fSpectrum
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 IDDB01608
HMDB IDHMDB0015546
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPericiazine
Chemspider ID4585
ChEBI ID31981
PubChem Compound ID4747
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=10441864
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16454538
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17606915
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=27062
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=5981335
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=8562516
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=9591093