CHEBI:73248 - deglymidodrine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name deglymidodrine
ChEBI ID CHEBI:73248
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C10H15NO3
Net Charge 0
Average Mass 197.23100
Monoisotopic Mass 197.10519
InChI InChI=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
InChIKey VFRCNXKYZVQYLX-UHFFFAOYSA-N
SMILES COc1ccc(OC)c(c1)C(O)CN
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.
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.
Application(s): alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing deglymidodrine (CHEBI:73248) has role α-adrenergic agonist (CHEBI:35569)
deglymidodrine (CHEBI:73248) has role sympathomimetic agent (CHEBI:35524)
deglymidodrine (CHEBI:73248) has role vasoconstrictor agent (CHEBI:50514)
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 midodrine (CHEBI:6933) has functional parent deglymidodrine (CHEBI:73248)
IUPAC Name
rac-2-amino-1-(2,5-dimethoxyphenyl)ethanol
Synonyms Sources
(±)-2-amino-1-(2,5-dimethoxyphenyl)ethanol ChEBI
(+/-)-2-amino-1-(2,5-dimethoxyphenyl)ethanol ChEBI
1-(2',5'-dimethoxyphenyl)aminoethanol ChemIDplus
α-(aminomethyl)-2,5-dimethoxybenzenemethanol ChemIDplus
de-glymidodrine ChEBI
desglymidodrine ChemIDplus
ST-1059 ChemIDplus
Registry Numbers Types Sources
3262168 Reaxys Registry Number Reaxys
3600-87-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15537169 PubMed citation Europe PMC
16242885 PubMed citation Europe PMC
23051063 PubMed citation Europe PMC
Last Modified
19 April 2013