thiopropazate (CHEM043949)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 11:28:31 UTC
Update Date2016-11-09 01:23:01 UTC
Accession NumberCHEM043949
Identification
Common Namethiopropazate
ClassSmall Molecule
DescriptionA phenothiazine derivative in which 10H-phenothiazine has a chloro subsitituent at the 2-position and a 3-propyl group at N-10.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(2-Acetoxyethyl)-4-(3-(2-chloro-10-phenothiazinyl)propyl)piperazineChEBI
10-(3-(1-(2-Acetoxyethyl)-4-piperazinyl)propyl)-2-chlorophenothiazineChEBI
2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethyl acetateChEBI
2-Chloro-10-(3-(1-(2-acetoxyethyl)-4-piperazinyl)propyl)phenothiazineChEBI
4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazineethanol acetateChEBI
N-(beta-Acetoxyethyl)-n'-(gamma-(2'-chloro-10'-phenothiazinyl)propyl)piperazineChEBI
ThiopropazatChEBI
ThiopropazatumChEBI
TiopropazatoChEBI
2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethyl acetic acidGenerator
4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazineethanol acetic acidGenerator
N-(b-Acetoxyethyl)-n'-(g-(2'-chloro-10'-phenothiazinyl)propyl)piperazineGenerator
N-(Β-acetoxyethyl)-n'-(γ-(2'-chloro-10'-phenothiazinyl)propyl)piperazineGenerator
Thiopropazic acidGenerator
Thiopropazate dihydrochlorideMeSH
Thiopropazate, ion (+1)MeSH
Chemical FormulaC23H28ClN3O2S
Average Molecular Mass446.010 g/mol
Monoisotopic Mass445.159 g/mol
CAS Registry Number84-06-0
IUPAC Name2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethyl acetate
Traditional Namethiopropazate
SMILESCC(=O)OCCN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1
InChI IdentifierInChI=1S/C23H28ClN3O2S/c1-18(28)29-16-15-26-13-11-25(12-14-26)9-4-10-27-20-5-2-3-6-22(20)30-23-8-7-19(24)17-21(23)27/h2-3,5-8,17H,4,9-16H2,1H3
InChI KeyAIUHRQHVWSUTGJ-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
  • Para-thiazine
  • Aryl chloride
  • Aryl halide
  • 1,4-diazinane
  • Piperazine
  • Benzenoid
  • Amino acid or derivatives
  • Tertiary amine
  • Tertiary aliphatic amine
  • Carboxylic acid ester
  • Azacycle
  • Thioether
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organohalogen compound
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Organopnictogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen 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 Solubility0.0064 g/LALOGPS
logP4.64ALOGPS
logP4.13ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)7.5ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area36.02 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity125.25 m³·mol⁻¹ChemAxon
Polarizability49.23 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000b-6972100000-07269f16c4216a033299Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000b-1025900000-36b86f75dc42208b5d4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-3459300000-e01fe328588dd543c836Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0c3c-7952000000-bfbc1861eaf425f93ecaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-5002900000-5b0e192ab2ee8b563dc2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0536-7059400000-fe17c48e53d240f68ca6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-9470000000-71f359a5c9b792f0ddffSpectrum
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 IDDB13557
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 LinkThiopropazate
Chemspider IDNot Available
ChEBI ID59119
PubChem Compound ID6762
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=1650428
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=381595
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=4146097
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=4253070
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=4938244
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=5418660