CHEBI:141146 - α-methylnoradrenaline

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ChEBI Name α-methylnoradrenaline ChEBI ID CHEBI:141146 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. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia 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 InChIKey GEFQWZLICWMTKF-CDUCUWFYSA-N 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) IUPAC Name 4-(2-amino-1-hydroxypropyl)benzene-1,2-diol 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 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