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CHEBI:6933 - midodrine

ChEBI IDCHEBI:6933
ChEBI Namemidodrine
Stars
DefinitionAn aromatic ether that is 1,4-dimethoxybenzene which is substituted at position 2 by a 2-(glycylamino)-1-hydroxyethyl group. A direct-acting sympathomimetic with selective α-adrenergic agonist activity, it is used (generally as its hydrochloride salt) as a peripheral vasoconstrictor in the treatment of certain hypotensive states. The main active moiety is its major metabolite, deglymidodrine.
Last Modified22 February 2017
DownloadsMolfile
FormulaC12H18N2O4
Net Charge0
Average Mass254.286
Monoisotopic Mass254.12666
SMILESCOc1ccc(OC)c(C(O)CNC(=O)CN)c1
InChIInChI=1S/C12H18N2O4/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16)
InChIKeyPTKSEFOSCHHMPD-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
Applications:
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.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
vasoconstrictor agent  Drug used to cause constriction of the blood vessels.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
ChEBI Ontology
Outgoing Relation(s)
midodrine (CHEBI:6933) has functional parent deglymidodrine (CHEBI:73248)
midodrine (CHEBI:6933) has functional parent glycinamide (CHEBI:42843)
midodrine (CHEBI:6933) has role prodrug (CHEBI:50266)
midodrine (CHEBI:6933) has role sympathomimetic agent (CHEBI:35524)
midodrine (CHEBI:6933) has role vasoconstrictor agent (CHEBI:50514)
midodrine (CHEBI:6933) has role α-adrenergic agonist (CHEBI:35569)
midodrine (CHEBI:6933) is a amino acid amide (CHEBI:22475)
midodrine (CHEBI:6933) is a aromatic ether (CHEBI:35618)
midodrine (CHEBI:6933) is a secondary alcohol (CHEBI:35681)
midodrine (CHEBI:6933) is conjugate base of midodrine(1+) (CHEBI:73243)
Incoming Relation(s)
midodrine(1+) (CHEBI:73243) is conjugate acid of midodrine (CHEBI:6933)
IUPAC Name 
rac-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]glycinamide
INNs  Source
midodrineChemIDplus
midodrineWHO MedNet
midodrinumWHO MedNet
midodrinaWHO MedNet
Synonyms  Source
1-(2',5'-Dimethoxyphenyl)-2-glycinamidoethanolChemIDplus
2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethyl)acetamideChemIDplus
DL-N1-(beta-Hydroxy-2,5-dimethoxyphenethyl)glycinamidChemIDplus
(±)-2-amino-N-(β-hydroxy-2,5-dimethoxyphenethyl)acetamideChEBI
Manual XrefsDatabases
C07890KEGG COMPOUND
DB00211DrugBank
US3340298Patent
GB1003659Patent
D08220KEGG DRUG
HMDB0014356HMDB
MidodrineWikipedia
LSM-1815LINCS
1803DrugCentral
Registry NumbersSources
Reaxys:2384653Reaxys
CAS:42794-76-3KEGG COMPOUND
CAS:42794-76-3ChemIDplus
Citations