CHEBI:141146 - α-methylnoradrenaline

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ChEBI Name α-methylnoradrenaline
ChEBI ASCII Name alpha-methylnoradrenaline
Definition A catecholamine in which the 2-aminoethyl group is substituted with a hydroxy group at C-1 and a methyl group at C-2, with configurations 1R,2S. A metabolite of α-methyl-L-dopa, it is an alpha2-adrenergic agonist and acts as a topical nasal decongestant and vasoconstrictor, most often used in dentistry.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H13NO3
Net Charge 0
Average Mass 183.205
Monoisotopic Mass 183.08954
InChI InChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3/t5-,9-/m0/s1
SMILES [C@@H]([C@@H](N)C)(O)C1=CC(O)=C(C=C1)O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
molecular messenger

(via monoamine molecular messenger )
Application(s): alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
vasoconstrictor agent
Drug used to cause constriction of the blood vessels.
nasal decongestant
A drug used to relieve nasal congestion in the upper respiratory tract.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing α-methylnoradrenaline (CHEBI:141146) has role α-adrenergic agonist (CHEBI:35569)
α-methylnoradrenaline (CHEBI:141146) has role nasal decongestant (CHEBI:77715)
α-methylnoradrenaline (CHEBI:141146) has role vasoconstrictor agent (CHEBI:50514)
α-methylnoradrenaline (CHEBI:141146) is a catecholamine (CHEBI:33567)
INNs Sources
corbadrina WHO MedNet
corbadrine WHO MedNet
corbadrinum WHO MedNet
Synonyms Sources
α-(1-aminoethyl)-3,4-dihydroxybenzyl alcohol ChemIDplus
α-methylnorepinephrine ChEBI
isoadrenaline ChemIDplus
levonordefrin ChemIDplus
Methylnoradrenaline ChemIDplus
Manual Xref Database
Corbadrine Wikipedia
View more database links
Registry Numbers Types Sources
3200344 Reaxys Registry Number Reaxys
829-74-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10215671 PubMed citation Europe PMC
11693776 PubMed citation Europe PMC
12668305 PubMed citation Europe PMC
29438107 PubMed citation Europe PMC
4146591 PubMed citation Europe PMC
5163094 PubMed citation Europe PMC
9263764 PubMed citation Europe PMC
Last Modified
25 June 2018