Desglymidodrine

Desglymidodrine (developmental code name ST-1059) is the active metabolite of the prodrug antihypotensive agent midodrine.^[1][2][3] It acts as a selective α₁-adrenergic receptor agonist.^[1][2][3] Desglymidodrine is formed from midodrine via deglycination.^[1][2][3]

Desglymidodrine

Clinical data
Other names	Deglymidodrine; ST-1059; 3,6-Dimethoxy-β-hydroxy-2-phenylethylamine
Drug class	α1-Adrenergic receptor agonist; Antihypotensive agent; Vasopressor
Identifiers
IUPAC name 2-amino-1-(2,5-dimethoxyphenyl)ethanol
CAS Number	3600-87-1 Y
PubChem CID	43260
DrugBank	DBMET00829
UNII	S57K35I2FV
KEGG	C21521
ChEBI	CHEBI:73248
ChEMBL	ChEMBL1076
CompTox Dashboard (EPA)	DTXSID00957424
ECHA InfoCard	100.322.299
Chemical and physical data
Formula	C10H15NO3
Molar mass	197.234 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=CC(=C(C=C1)OC)C(CN)O
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 Key:VFRCNXKYZVQYLX-UHFFFAOYSA-N

Chemistry

Desglymidodrine, also known as 3,6-dimethoxy-β-hydroxy-2-phenylethylamine, is a substituted phenethylamine derivative.^[4][5]

Midodrine's experimental log P is -0.5 and its predicted log P ranges from -0.49 to -0.95.^[6][7] The predicted log P of desglymidodrine ranges from -0.01 to 0.15.^[4][5]

An analogue of desglymidodrine is dimetofrine (3,5-dimethoxy-4,β-dihydroxy-N-methylphenethylamine).