alpha-methylnoradrenaline (CHEBI:141146)

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CHEBI:141146 - α-methylnoradrenaline

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ChEBI ID	CHEBI:141146
ChEBI Name	α-methylnoradrenaline
Stars
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.
Last Modified	25 June 2018
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C9H13NO3
Net Charge	0
Average Mass	183.207
Monoisotopic Mass	183.08954
SMILES	C[C@H](N)[C@H](O)c1ccc(O)c(O)c1
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
InChIKey	GEFQWZLICWMTKF-CDUCUWFYSA-N

Wikipedia

Roles Classification

Chemical Roles:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). 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. molecular messenger
Applications:	alpha-adrenergic agonist An agent that selectively binds to and activates α-adrenergic receptors. nasal decongestant A drug used to relieve nasal congestion in the upper respiratory tract. vasoconstrictor agent Drug used to cause constriction of the blood vessels.

ChEBI Ontology

Outgoing Relation(s)
	α-methylnoradrenaline (CHEBI:141146) has role nasal decongestant (CHEBI:77715)
	α-methylnoradrenaline (CHEBI:141146) has role vasoconstrictor agent (CHEBI:50514)
	α-methylnoradrenaline (CHEBI:141146) has role α-adrenergic agonist (CHEBI:35569)
	α-methylnoradrenaline (CHEBI:141146) is a catecholamine (CHEBI:33567)

IUPAC Name
4-(2-amino-1-hydroxypropyl)benzene-1,2-diol

INNs	Source
corbadrinum	WHO MedNet
corbadrine	WHO MedNet
corbadrina	WHO MedNet

Synonyms	Source
α-methylnorepinephrine	ChEBI
Methylnoradrenaline	ChemIDplus
α-(1-aminoethyl)-3,4-dihydroxybenzyl alcohol	ChemIDplus
isoadrenaline	ChemIDplus
levonordefrin	ChemIDplus

Manual Xrefs	Databases
Corbadrine	Wikipedia

Registry Numbers	Sources
Reaxys:3200344	Reaxys
CAS:829-74-3	ChemIDplus

Citations