midodrine (CHEBI:6933)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	midodrine

ChEBI ID	CHEBI:6933

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

more structures >>

Wikipedia	License

Read full article at Wikipedia

Formula

C12H18N2O4

Net Charge

Average Mass

254.28230

Monoisotopic Mass

254.12666

InChI

InChI=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)

InChIKey

PTKSEFOSCHHMPD-UHFFFAOYSA-N

SMILES

COc1ccc(OC)c(c1)C(O)CNC(=O)CN

Roles Classification
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):	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. 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.

ChEBI Ontology
Outgoing	midodrine (CHEBI:6933) has functional parent deglymidodrine (CHEBI:73248) midodrine (CHEBI:6933) has functional parent glycinamide (CHEBI:42843) midodrine (CHEBI:6933) has role α-adrenergic agonist (CHEBI:35569) 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) 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	midodrine(1+) (CHEBI:73243) is conjugate acid of midodrine (CHEBI:6933)

IUPAC Name

rac-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]glycinamide

Synonyms	Sources
(±)-2-amino-N-(β-hydroxy-2,5-dimethoxyphenethyl)acetamide	ChEBI
1-(2',5'-Dimethoxyphenyl)-2-glycinamidoethanol	ChemIDplus
2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethyl)acetamide	ChemIDplus
DL-N1-(beta-Hydroxy-2,5-dimethoxyphenethyl)glycinamid	ChemIDplus

Last Modified

22 February 2017