Methylnoradrenaline (CHEM035474)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:47:48 UTC
Update Date2016-11-09 01:21:19 UTC
Accession NumberCHEM035474
Identification
Common NameMethylnoradrenaline
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
alpha-MethylnorepinephrineKegg
alpha-MethylnoradrenalineKegg
a-MethylnorepinephrineGenerator
Α-methylnorepinephrineGenerator
a-MethylnoradrenalineGenerator
Α-methylnoradrenalineGenerator
(+-)-3,4-DihydroxynorephedrineHMDB
(+/-)-3,4-dihydroxynorephedrineHMDB
3,4-Dihydrophenyl-1-amino-2-propanol-1HMDB
DihydroxyphenylpropanolamineHMDB
DioxynorepinephrineHMDB
DL-a-MethylnorepinephrineHMDB
DL-alpha-MethylnorepinephrineHMDB
IsoadrenalineHMDB
L-a-MethylnorepinephrineHMDB
L-alpha-MethylnorepinephrineHMDB
LevonordefrinHMDB, MeSH
NordefrinHMDB, MeSH
Nordefrin hydrochloride, (r*,r*)-(+,-)-isomerMeSH, HMDB
Nordefrin, (r*,r*)-isomerMeSH, HMDB
3,4-DihydroxynorephedrineMeSH, HMDB
CobefrineMeSH, HMDB
CorbadrineMeSH, HMDB
Nordefrin tartrate, (r*,r*), (r*,r*) isomerMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediolMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol hydrochloride, (r*,r*)-(+,-)-isomerMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol hydrochloride, (r*,s*)-(+-)-isomerMeSH, HMDB
NeoCobefrinMeSH, HMDB
alpha MethylnoradrenalineMeSH, HMDB
3,4 DihydroxynorephedrineMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol, (r*,r*)-isomerMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol, (r*,s*)-isomerMeSH, HMDB
Hydrochloride, nordefrinMeSH, HMDB
neo-CobefrinMeSH, HMDB
Nordefrin hydrochlorideMeSH, HMDB
Nordefrin tartrate, (r*,s*), (r*,r*) isomerMeSH, HMDB
Nordefrin, (r*,s*)-isomerMeSH, HMDB
alpha MethylnorepinephrineMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol tartrate, (r*,s*), (r*,r*)-isomerMeSH, HMDB
MethylnorepinephrineMeSH, HMDB
NorephrineMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol tartrate, (r*,r*), (r*,r*)-isomerMeSH, HMDB
neo CobefrinMeSH, HMDB
Nordefrin hydrochloride, (r*,s*)-(+,-)-isomerMeSH, HMDB
Chemical FormulaC9H13NO3
Average Molecular Mass183.204 g/mol
Monoisotopic Mass183.090 g/mol
CAS Registry Number6539-57-7
IUPAC Name4-(2-amino-1-hydroxypropyl)benzene-1,2-diol
Traditional Nameα methylnoradrenaline
SMILESCC(N)C(O)C1=CC(O)=C(O)C=C1
InChI IdentifierInChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3
InChI KeyGEFQWZLICWMTKF-UHFFFAOYSA-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
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Organic nitrogen compound
  • Aromatic alcohol
  • Primary amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • 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 Solubility14.6 g/LALOGPS
logP-0.77ALOGPS
logP-0.39ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)9.63ChemAxon
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area86.71 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity48.87 m³·mol⁻¹ChemAxon
Polarizability18.79 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9700000000-97a66276892b2b9a6d84Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0a4i-3009000000-4926ecaf9c8e237270e1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0159-0900000000-47e648782b51c0926d4cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-0900000000-b0d09db351f406d15290Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6t-5900000000-d074f2164ac8593850e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-677bd5c1c0e6ff820034Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-0900000000-535a6592671a16064650Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-1900000000-6417a162c74813d6b283Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01x0-0900000000-4d329ca34072b59eedd4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-f3d6884a1d9a0b402eb9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-9800000000-0a42555edab27c646a52Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-fb62819bff82a937e5bcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-2900000000-ef244b4a084824e097b1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uk9-9600000000-8e21565f2276bece257eSpectrum
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 IDHMDB0002832
FooDB IDFDB023071
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID1217
PDB IDNot Available
Wikipedia LinkCorbadrine
Chemspider ID3780
ChEBI ID142891
PubChem Compound ID3917
Kegg Compound IDC17925
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Farrugia, M. T.; Hunter, W. H.; Kirk, G. Preparation and pharmacological properties of y-corbasil. Journal of Pharmacy and Pharmacology (1969), 21(Suppl.), 199-205.
2. Farrugia, M. T.; Hunter, W. H.; Kirk, G. Preparation and pharmacological properties of y-corbasil. Journal of Pharmacy and Pharmacology (1969), 21(Suppl.), 199-205.
3. Causon RC, Brown MJ, Leenders KL, Wolfson L: High-performance liquid chromatography with amperometric detection of plasma L-3,4-dihydroxyphenylalanine in Parkinsonian patients. J Chromatogr. 1983 Oct 14;277:115-23.
4. Grossi G, Bargossi AM, Lucarelli C, Paradisi R, Sprovieri C, Sprovieri G: Improvements in automated analysis of catecholamine and related metabolites in biological samples by column-switching high-performance liquid chromatography. J Chromatogr. 1991 Mar 22;541(1-2):273-84.