Perazine (CHEM019868)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (1)XML
Record Information
Version1.0
Creation Date2016-05-22 06:35:50 UTC
Update Date2026-08-20 06:13:18 UTC
Accession NumberCHEM019868
Identification
Common NamePerazine
ClassSmall Molecule
DescriptionA phenothiazine derivative in which 10H-phenothiazinecarries a 3-(4-methylpiperazin-1-yl)propyl substituent at the N-10 position.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
10-(3-(4-Methyl-1-piperazinyl)propyl)-10H-phenothiazineChEBI
N-(3-(4-Methyl-1-piperazinyl)propyl)phenothiazineChEBI
N-Methyl-piperazinyl-n'-propyl-phenothiazinChEBI
N-Methyl-piperazinylpropyl-phenothiazineChEBI
PernazineChEBI
Dihydrochloride, perazineMeSH
PerazineMeSH
Perazine dihydrochlorideMeSH
Perazine maleateMeSH
TaxilanMeSH
Maleate, perazineMeSH
Perazine maleate (1:1)MeSH
Perazine maleate (1:2)MeSH
Chemical FormulaC20H25N3S
Average Molecular Mass339.500 g/mol
Monoisotopic Mass339.177 g/mol
CAS Registry Number84-97-9
IUPAC Name10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
Traditional Nameperazine
SMILESCN1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C23)CC1
InChI IdentifierInChI=1S/C20H25N3S/c1-21-13-15-22(16-14-21)11-6-12-23-17-7-2-4-9-19(17)24-20-10-5-3-8-18(20)23/h2-5,7-10H,6,11-16H2,1H3
InChI KeyWEYVCQFUGFRXOM-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
  • N-alkylpiperazine
  • N-methylpiperazine
  • 1,4-diazinane
  • Piperazine
  • Para-thiazine
  • Benzenoid
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Thioether
  • Organic nitrogen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • 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 Solubility0.06 g/LALOGPS
logP4.19ALOGPS
logP3.78ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)8.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.72 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity105 m³·mol⁻¹ChemAxon
Polarizability39.53 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01w4-3932000000-826fc2cac2d9f88605f2Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-9310000000-ec3169ce94eacf892f47Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03k9-9652000000-433c82907925c95e89c5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0119000000-bbb88ab00e7cb568f004Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-4987000000-18554b2e4bf78420cafaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbc-9550000000-35a5f2036581c955678eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0009000000-18c10347027b596afa36Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003j-0595000000-3487c29cb26c58343897Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-3900000000-43389bb29c160e16f51cSpectrum
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 IDDB12710
HMDB IDHMDB0256306
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00011258
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPerazine
Chemspider ID4582
ChEBI ID59118
PubChem Compound IDNot Available
Kegg Compound IDC16903
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1650428
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19904008
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23479940
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24425538