CHEBI:6794 - metaraminol

ChEBI IDCHEBI:6794
ChEBI Namemetaraminol
Stars
DefinitionA member of the class of phenylethanolamines that is 2-amino-1-phenylethanol substituted by a methyl group at position 2 and a phenolic hydroxy group at position 1. A sympathomimetic agent , it is used in the treatment of hypotension.
Last Modified22 February 2017
DownloadsMolfile
FormulaC9H13NO2
Net Charge0
Average Mass167.208
Monoisotopic Mass167.09463
SMILESC[C@H](N)[C@H](O)c1cccc(O)c1
InChIInChI=1S/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m0/s1
InChIKeyWXFIGDLSSYIKKV-RCOVLWMOSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
sympathomimetic agent  A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
Applications:
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
sympathomimetic agent  A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
vasoconstrictor agent  Drug used to cause constriction of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
metaraminol (CHEBI:6794) has role sympathomimetic agent (CHEBI:35524)
metaraminol (CHEBI:6794) has role vasoconstrictor agent (CHEBI:50514)
metaraminol (CHEBI:6794) has role α-adrenergic agonist (CHEBI:35569)
metaraminol (CHEBI:6794) is a phenylethanolamines (CHEBI:25990)
IUPAC Name 
3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol
INNs  Source
metaraminolumChemIDplus
metaraminolChemIDplus
métaraminolChEBI
Synonyms  Source
MetaraminolKEGG COMPOUND
(-)-Erythro-metaraminolChemIDplus
HydroxynorephedrineDrugBank
L-MetaraminolDrugBank
M-Hydroxy NorephedrineChEBI
M-HydroxyphenylpropanolamineDrugBank
Manual XrefsDatabases
C07146KEGG COMPOUND
GB353361Patent
GB396951Patent
CH162367Patent
US1948162Patent
US1951302Patent
US1995709Patent
DB00610DrugBank
MetaraminolWikipedia
HMDB0014748HMDB
D08192KEGG DRUG
LSM-6000LINCS
1721DrugCentral
Registry NumbersSources
Reaxys:3198820Reaxys
CAS:54-49-9ChemIDplus
Citations