Norpseudoephedrine (CHEM015908)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-20 14:52:33 UTC
Update Date2016-10-28 10:00:48 UTC
Accession NumberCHEM015908
Identification
Common NameNorpseudoephedrine
ClassSmall Molecule
DescriptionAn amphetamine in which the parent 1-phenylpropan-2-amine skeleton is substituted at position 1 with an hydroxy group. A decongestant and appetite suppressant, it is commonly used in prescription and over-the-counter cough and cold preparations.
Contaminant Sources
  • DEA Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
beta-HydroxyamphetamineChEBI
FenilpropanolaminaChEBI
NorephedrineChEBI
PhenylpropanolaminumChEBI
PPAChEBI
(+-)-PhenylpropanolamineKegg
(R*,s*)-(+-)-alpha-(1-aminoethyl)benzenemethanolKegg
(+-)-NorephedrineKegg
FansiaKegg
b-HydroxyamphetamineGenerator
Β-hydroxyamphetamineGenerator
(R*,s*)-(+-)-a-(1-aminoethyl)benzenemethanolGenerator
(R*,s*)-(+-)-α-(1-aminoethyl)benzenemethanolGenerator
Fugoa depotMeSH
Norpseudoephedrine, (S-(r*,s*))-isomerMeSH
FasupondMeSH
ExponcitMeSH
Norpseudoephedrine hydrochloride, (r*,s*)-isomerMeSH
Norpseudoephedrine sulfate (2:1), (R-(r*,r*))-isomerMeSH
Norpseudoephedrine, (S-(r*,r*))-isomerMeSH
Norpseudoephedrine hydrobromideMeSH
Norpseudoephedrine hydrochloride, (S-(r*,s*))-isomerMeSH
Cathine hydrochlorideMeSH
NorpseudoephedrineMeSH
Norpseudoephedrine, (r*,s*)-isomerMeSH
DexatrimMeSH
Hydrochloride, phenylpropanolamineMeSH
Triaminic DMMeSH
Norpseudoephedrine sulfate, (R-(r*,s*))-isomerMeSH
ProlamineMeSH
Norpseudoephedrine hydrochlorideMeSH
Norpseudoephedrine hydrochloride, (R-(r*,r*))-isomerMeSH
Norpseudoephedrine tartrate, (S-(r*,r*))-(R-(r*,r*))-isomerMeSH
PropagestMeSH
Norpseudoephedrine, (R-(r*,s*))-isomerMeSH
Norpseudoephedrine hydrochloride, (+)-isomerMeSH
Norpseudoephedrine sulfate, (S-(r*,r*))-isomerMeSH
Norpseudoephedrine sulfate (2:1), (+)-isomerMeSH
PseudonorephedrineMeSH
Norpseudoephedrine, (-)-isomerMeSH
Norpseudoephedrine, (r*,r*)-(+-)-isomerMeSH
(+)-NorpseudoephedrineMeSH
Norpseudoephedrine hydrochloride, (r*,s*)-(+-)-isomerMeSH
Phenylpropanolamine hydrochlorideMeSH
CathineMeSH
Norpseudoephedrine, conjugate monoacid, (R-(r*,s*))-isomerMeSH
Chemical FormulaC9H13NO
Average Molecular Mass151.206 g/mol
Monoisotopic Mass151.100 g/mol
CAS Registry NumberNot Available
IUPAC Name(1R,2R)-2-amino-1-phenylpropan-1-ol
Traditional Name(1R,2R)-2-amino-1-phenylpropan-1-ol
SMILES[H][C@](C)(N)[C@]([H])(O)C1=CC=CC=C1
InChI IdentifierInChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m1/s1
InChI KeyDLNKOYKMWOXYQA-APPZFPTMSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Aralkylamine
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organopnictogen compound
  • Primary amine
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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 Solubility20.6 g/LALOGPS
logP0.57ALOGPS
logP0.89ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)13.9ChemAxon
pKa (Strongest Basic)9.37ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area46.25 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.91 m³·mol⁻¹ChemAxon
Polarizability16.99 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f89-0900000000-e5a6de9f258209c42ea3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-0900000000-983fa1b112e4d0fc78e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-5900000000-94c2913c48414f6f2f68Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-9a4b3eaff66d145e5863Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zgi-2900000000-3c0efa3ebff61c0c1a7dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-057i-9800000000-430f9914117dd6db13e1Spectrum
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 IDNot Available
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 LinkPhenylpropanolamine
Chemspider IDNot Available
ChEBI ID8104
PubChem Compound ID162265
Kegg Compound IDC07911
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=29438107