Promethazine hydrochloride (CHEM016400)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:30:25 UTC
Update Date2016-11-09 01:15:23 UTC
Accession NumberCHEM016400
Identification
Common NamePromethazine hydrochloride
ClassSmall Molecule
DescriptionThe hydrochloride salt of promethazine.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-10-(2-(Dimethylamino)propyl)phenothiazine monohydrochlorideChEBI
10-(2-Dimethylamino-1-propyl)phenothiazine hydrochlorideChEBI
10-(3-Dimethylaminoisopropyl)phenothiazine hydrochlorideChEBI
FenerganChEBI
N-(2'-Dimethylamino-2'-methyl)ethylphenothiazine hydrochlorideChEBI
N-(2-Dimethylaminopropyl-1)phenothiazine hydrochlorideChEBI
PhenerganChEBI
Promethazine HCLChEBI
PrometheganKegg
PhenarganMeSH
PhensedylMeSH
PrometMeSH
RemsedMeSH
AtosilMeSH
DipherganMeSH
Hydrochloride, promethazineMeSH
PipolfenMeSH
PipolphenMeSH
PromethazineMeSH
IsopromethazineMeSH
ProazamineMeSH
PrometazinMeSH
ProthazinMeSH
PyrethiaMeSH
DiprazinMeSH
RumerganMeSH
Chemical FormulaC17H21ClN2S
Average Molecular Mass320.880 g/mol
Monoisotopic Mass320.111 g/mol
CAS Registry Number58-33-3
IUPAC Namedimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine hydrochloride
Traditional Namepromethazine hydrochloride
SMILESCl.CC(CN1C2=CC=CC=C2SC2=CC=CC=C12)N(C)C
InChI IdentifierInChI=1S/C17H20N2S.ClH/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;/h4-11,13H,12H2,1-3H3;1H
InChI KeyXXPDBLUZJRXNNZ-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
  • Benzenoid
  • Tertiary aliphatic amine
  • Tertiary amine
  • Thioether
  • Azacycle
  • Hydrocarbon derivative
  • Amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Hydrochloride
  • 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 Solubility0.024 g/LALOGPS
logP4.52ALOGPS
logP4.29ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)9.05ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.48 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity88.5 m³·mol⁻¹ChemAxon
Polarizability31.9 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0002-2920000000-cbbf85c11b72828a87d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0009000000-8ddd3dc3f4dcc47f954bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0009000000-8ddd3dc3f4dcc47f954bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-0009000000-8ddd3dc3f4dcc47f954bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-3dfa69aacf6b2b81a059Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0009000000-3dfa69aacf6b2b81a059Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0009000000-3dfa69aacf6b2b81a059Spectrum
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 IDDBSALT000427
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 LinkPromethazine
Chemspider IDNot Available
ChEBI ID8462
PubChem Compound ID6014
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=20541454
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21125640
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21134682
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21788155
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21871787
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22119804
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22346617
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=6196640