EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:73248 - deglymidodrine

ChEBI IDCHEBI:73248
ChEBI Namedeglymidodrine
Stars
DefinitionAn aromatic ether that is 1,4-dimethoxybenzene which is substituted at position 2 by a 2-amino-1-hydroxyethyl group. The immediate and active metabolite of midrodine, it is a direct-acting sympathomimetic with selective α-adrenergic agonist activity. Midrodine is used (generally as its hydrochloride salt) as a prodrug for deglymidodrine, which acts as a peripheral vasoconstrictor in the treatment of certain hypotensive states.
Last Modified19 April 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC10H15NO3
Net Charge0
Average Mass197.234
Monoisotopic Mass197.10519
SMILESCOc1ccc(OC)c(C(O)CN)c1
InChIInChI=1S/C10H15NO3/c1-13-7-3-4-10(14-2)8(5-7)9(12)6-11/h3-5,9,12H,6,11H2,1-2H3
InChIKeyVFRCNXKYZVQYLX-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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.
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)
deglymidodrine (CHEBI:73248) has role sympathomimetic agent (CHEBI:35524)
deglymidodrine (CHEBI:73248) has role vasoconstrictor agent (CHEBI:50514)
deglymidodrine (CHEBI:73248) has role α-adrenergic agonist (CHEBI:35569)
deglymidodrine (CHEBI:73248) is a aromatic ether (CHEBI:35618)
deglymidodrine (CHEBI:73248) is a primary amino compound (CHEBI:50994)
deglymidodrine (CHEBI:73248) is a secondary alcohol (CHEBI:35681)
Incoming Relation(s)
midodrine (CHEBI:6933) has functional parent deglymidodrine (CHEBI:73248)
IUPAC Name 
rac-2-amino-1-(2,5-dimethoxyphenyl)ethanol
Synonyms  Source
ST-1059ChemIDplus
1-(2',5'-dimethoxyphenyl)aminoethanolChemIDplus
α-(aminomethyl)-2,5-dimethoxybenzenemethanolChemIDplus
desglymidodrineChemIDplus
(±)-2-amino-1-(2,5-dimethoxyphenyl)ethanolChEBI
(+/-)-2-amino-1-(2,5-dimethoxyphenyl)ethanolChEBI
Registry NumbersSources
Reaxys:3262168Reaxys
CAS:3600-87-1ChemIDplus
Citations