Desglymidodrine Explained

Width:225px
Class:α1-Adrenergic receptor agonist; Antihypotensive agent; Vasopressor
Cas Number:3600-87-1
Pubchem:43260
Drugbank:DBMET00829
Unii:S57K35I2FV
Kegg:C21521
Chebi:73248
Chembl:1076
Synonyms:Deglymidodrine; ST-1059; 3,6-Dimethoxy-β-hydroxy-2-phenylethylamine
Iupac Name:2-amino-1-(2,5-dimethoxyphenyl)ethanol
C:10
H:15
N:1
O:3
Smiles:COC1=CC(=C(C=C1)OC)C(CN)O
Stdinchi: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
Stdinchikey:VFRCNXKYZVQYLX-UHFFFAOYSA-N

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. Desglymidodrine is formed from midodrine via deglycination.

Chemistry

Desglymidodrine, also known as 3,6-dimethoxy-β-hydroxy-2-phenylethylamine, is a substituted phenethylamine derivative.

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

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

Notes and References

  1. McClellan KJ, Wiseman LR, Wilde MI . Midodrine. A review of its therapeutic use in the management of orthostatic hypotension . Drugs & Aging . 12 . 1 . 76–86 . January 1998 . 9467688 . 10.2165/00002512-199812010-00007 .
  2. Cruz DN . Midodrine: a selective alpha-adrenergic agonist for orthostatic hypotension and dialysis hypotension . Expert Opinion on Pharmacotherapy . 1 . 4 . 835–840 . May 2000 . 11249519 . 10.1517/14656566.1.4.835 .
  3. Gutman LB, Wilson BJ . The Role of Midodrine for Hypotension Outside of the Intensive Care Unit . Journal of Population Therapeutics and Clinical Pharmacology = Journal de la Therapeutique des Populations et de la Pharmacologie Clinique . 24 . 3 . e45–e50 . August 2017 . 28873293 . 10.22374/1710-6222.24.3.4 . 1 November 2024 .
  4. Web site: Midodrine . PubChem . U.S. National Library of Medicine . 1 August 2024.
  5. Web site: Midodrine: Uses, Interactions, Mechanism of Action . DrugBank Online . 31 December 1992 . 1 August 2024.
  6. Web site: Desglymidodrine . PubChem . U.S. National Library of Medicine . 1 August 2024.
  7. Web site: Metabolite desglymidodrine . DrugBank Online . 1 August 2024.