Molecular Identity
Midodrine
2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide
PubChem CID: 4195
Midodrine is 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 alpha-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. It has a role as a sympathomimetic agent, an alpha-adrenergic agonist, a prodrug and a vasoconstrictor agent. It is an amino acid amide, an aromatic ether and a secondary alcohol. It is functionally related to a glycinamide and a deglymidodrine. It is a conjugate base of a midodrine(1+).
2D Structure
Properties
C12H18N2O4
Molecular Formula
254.28
Molecular Weight
g/mol
254.1267
Exact Mass
Da
-0.6
XLogP
Drug-like (Lipinski: < 5)
93.8
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
5
H-Bond Acceptors
262
Complexity
SMILES
Canonical SMILES
SMILES: COC1=CC(=C(C=C1)OC)C(CNC(=O)CN)OIsomeric SMILES
SMILES: COC1=CC(=C(C=C1)OC)C(CNC(=O)CN)OSynonyms(20)
midodrine42794-76-3MidodrinMidodrinaMidodrinumMidodrinum [INN-Latin]St 1085ST-10851-(2',5'-Dimethoxyphenyl)-2-glycinamidoethanolDL-N1-(beta-Hydroxy-2,5-dimethoxyphenethyl)glycinamid6YE7PBM15HAcetamide, 2-amino-N-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)-2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethyl)acetamid2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethylacetamide2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethyl)acetamide
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Midodrine
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