Chlophedianol (CHEM002407)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (1)XML
Record Information
Version1.0
Creation Date2009-07-21 20:28:58 UTC
Update Date2026-03-27 01:04:09 UTC
Accession NumberCHEM002407
Identification
Common NameChlophedianol
ClassSmall Molecule
DescriptionChlophedianol is only found in individuals that have used or taken this drug. It is a centrally-acting cough suppressant available in Canada under the trade name Ulone. It is not available in the United States. Chlophedianol suppresses the cough reflex by a direct effect on the cough center in the medulla of the brain.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amine
  • Anesthetic, Local
  • Antitussive Agent
  • Drug
  • Histamine Antagonist
  • Metabolite
  • Organic Compound
  • Organochloride
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
ClofedanolumChEBI
AntitussinKegg
Chlophendianol hydrochlorideHMDB
2-Chloro-alpha-(2-dimethylaminoethyl)benzhydrolHMDB
BaltixHMDB
Clofedanol hydrochlorideHMDB
1-(2-Chlorophenyl)-3-(dimethylamino)-1-phenyl-1-propanolHMDB
1-Phenyl-1-(O-chlorophenyl)-3-dimethylaminopropanolHMDB
2-Chloro-alpha-(2-(dimethylamino)ethyl)benzhydrolHMDB
alpha-(Dimethylaminoethyl)-O-chlorobenzhydrolHMDB
ChlofedanolHMDB
ClofedanoHMDB
ClofedanolHMDB
Clophedianol baseHMDB
1-(10-(3-(4-(2-Hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-yl)-1-propanoneHMDB
CarfenazinaHMDB
CarfenazineHMDB
CarfenazinumHMDB
CarphenazinHMDB
2-(ACETYLOXY)benzoIC ACIDHMDB
2-Acetoxybenzenecarboxylic acidHMDB
2-Acetoxybenzoic acidHMDB
AcetylsalicylateHMDB
AcetylsalicylsaeureHMDB
Acide 2-(acetyloxy)benzoiqueHMDB
Acide acetylsalicyliqueHMDB
Acido acetilsalicilicoHMDB
Acidum acetylsalicylicumHMDB
ASAHMDB
AzetylsalizylsaeureHMDB
EasprinHMDB
O-Acetoxybenzoic acidHMDB
O-Acetylsalicylic acidHMDB
O-Carboxyphenyl acetateHMDB
Salicylic acid acetateHMDB
Acetylsalicylic acidHMDB
AspalonHMDB
DurlazaHMDB
2-(ACETYLOXY)benzoateHMDB
2-AcetoxybenzenecarboxylateHMDB
2-AcetoxybenzoateHMDB
O-AcetoxybenzoateHMDB
O-AcetylsalicylateHMDB
O-Carboxyphenyl acetic acidHMDB
Salicylate acetateHMDB
Salicylic acid acetic acidHMDB
2-Carboxyphenyl acetateHMDB
AcenterineHMDB
AcetardHMDB
AceticylHMDB
AcetolHMDB
AcetonylHMDB
AcetophenHMDB
AcetosalHMDB
AcetosalinHMDB
AcetylinHMDB
AcetyonylHMDB
AcetysalHMDB
Acetysalicylic acidHMDB
AcylpyrinHMDB
AsatardHMDB
AspergumHMDB
AspirdropsHMDB
BenaspirHMDB
BialpiriniaHMDB
BufferinHMDB
CaprinHMDB
CardioaspirinaHMDB
EcolenHMDB
EcotrinHMDB
EmpirinHMDB
EndosprinHMDB
EndydolHMDB
O-(Acetyloxy)benzoateHMDB
O-(Acetyloxy)benzoic acidHMDB
PersistinHMDB
PharmacinHMDB
PolopirynaHMDB
PremaspinHMDB
RheumintablettenHMDB
RhodineHMDB
SalcetogenHMDB
SaletinHMDB
SalospirHMDB
SolprinHMDB
Solprin acidHMDB
SolpyronHMDB
TasprinHMDB
TemperalHMDB
ToldexHMDB
TriaminicinHMDB
MagnecylHMDB
PolopirinHMDB
SolupsanHMDB
ZorprinHMDB
DisprilHMDB
AloxiprimumHMDB
ColfaritHMDB
MicristinHMDB
Acid, acetylsalicylicHMDB
ChlophedianolChEBI
Chemical FormulaC17H20ClNO
Average Molecular Mass289.800 g/mol
Monoisotopic Mass289.123 g/mol
CAS Registry Number791-35-5
IUPAC Name1-(2-chlorophenyl)-3-(dimethylamino)-1-phenylpropan-1-ol
Traditional Namebaltix
SMILESCN(C)CCC(O)(C1=CC=CC=C1)C1=CC=CC=C1Cl
InChI IdentifierInChI=1S/C17H20ClNO/c1-19(2)13-12-17(20,14-8-4-3-5-9-14)15-10-6-7-11-16(15)18/h3-11,20H,12-13H2,1-2H3
InChI KeyWRCHFMBCVFFYEQ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • Chlorobenzene
  • Aralkylamine
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • 1,3-aminoalcohol
  • Tertiary alcohol
  • Tertiary aliphatic amine
  • Tertiary amine
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organooxygen compound
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point120°C
Boiling PointNot Available
Solubility6.21e-02 g/L
Predicted Properties
PropertyValueSource
Water Solubility0.062 g/LALOGPS
logP3.51ALOGPS
logP3.46ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)13.18ChemAxon
pKa (Strongest Basic)8.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area23.47 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity84.94 m³·mol⁻¹ChemAxon
Polarizability31.25 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-6920000000-9663bc4c9b4c6cddf803Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-000l-3190000000-c824c404a084a83de8cdSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-0490000000-3b2ca74cacc7304a7ac4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0007-0290000000-6bbcb1c25f0ce2866aa3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a7i-3900000000-14ead6824a79b1c917d0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-f2501d0b07fcc1bbf258Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002r-6190000000-130788ec7458ac9f9483Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00or-9450000000-03b65fc4b4d7b5b0a9dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-14dbfe1b830a461833eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-2090000000-f53ebc7ce557c3f61718Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9340000000-65e2916096fe866007e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-3833a1b9bfc0387cd5b7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-3390000000-563ec7bd3091dfff650aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9570000000-b5963bbd2197b868f196Spectrum
MSMass Spectrum (Electron Ionization)splash10-0pb9-9560000000-539851d74afb04d60422Spectrum
Toxicity Profile
Route of ExposureOral
Mechanism of ToxicitySuppresses the cough reflex by a direct effect on the cough center in the medulla of the brain.
MetabolismHepatic.
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesUsed in the treatment of dry cough.
Minimum Risk LevelNot Available
Health EffectsMay have anticholinergic effects at high doses.
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB04837
HMDB IDHMDB0015585
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkClofedanol
Chemspider ID2693
ChEBI ID135207
PubChem Compound ID2795
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis Reference

Lorenz, R., Gosswald, R. and Henecka, H.; US. Patent 3,031,377; April 24, 1962; assigned
to Farbenfabriken Bayer AG, Germany.

MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=14478530
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=29438107