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Desglymidodrine

From Wikipedia, the free encyclopedia
Antihypotensive agent active metabolite

Pharmaceutical compound
Desglymidodrine
Clinical data
Other namesDeglymidodrine; ST-1059; 3,6-Dimethoxy-β-hydroxy-2-phenylethylamine
Drug classα1-Adrenergic receptoragonist;Antihypotensive agent;Vasopressor
Identifiers
  • 2-amino-1-(2,5-dimethoxyphenyl)ethanol
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.322.299Edit this at Wikidata
Chemical and physical data
FormulaC10H15NO3
Molar mass197.234 g·mol−1
3D model (JSmol)
  • COC1=CC(=C(C=C1)OC)C(CN)O
  • 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

Desglymidodrine (developmental code nameST-1059) is theactive metabolite of theprodrugantihypotensive agentmidodrine.[1][2][3] It acts as aselectiveα1-adrenergic receptoragonist.[1][2][3] Desglymidodrine is formed from midodrine viadeglycination.[1][2][3]

Chemistry

[edit]

Desglymidodrine, also known as 3,6-dimethoxy-β-hydroxy-2-phenylethylamine, is asubstituted phenethylaminederivative.[4][5]

Midodrine's experimentallog 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]

Ananalogue of desglymidodrine isdimetofrine (3,5-dimethoxy-4,β-dihydroxy-N-methylphenethylamine).

References

[edit]
  1. ^abcMcClellan KJ, Wiseman LR, Wilde MI (January 1998). "Midodrine. A review of its therapeutic use in the management of orthostatic hypotension".Drugs & Aging.12 (1):76–86.doi:10.2165/00002512-199812010-00007.PMID 9467688.
  2. ^abcCruz DN (May 2000). "Midodrine: a selective alpha-adrenergic agonist for orthostatic hypotension and dialysis hypotension".Expert Opinion on Pharmacotherapy.1 (4):835–840.doi:10.1517/14656566.1.4.835.PMID 11249519.
  3. ^abcGutman LB, Wilson BJ (August 2017). "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.doi:10.22374/1710-6222.24.3.4 (inactive 11 July 2025).PMID 28873293.{{cite journal}}: CS1 maint: DOI inactive as of July 2025 (link)
  4. ^ab"Desglymidodrine".PubChem. U.S. National Library of Medicine. Retrieved1 August 2024.
  5. ^ab"Metabolite desglymidodrine".DrugBank Online. Retrieved1 August 2024.
  6. ^"Midodrine".PubChem. U.S. National Library of Medicine. Retrieved1 August 2024.
  7. ^"Midodrine: Uses, Interactions, Mechanism of Action".DrugBank Online. 31 December 1992. Retrieved1 August 2024.
α1
Agonists
Antagonists
α2
Agonists
Antagonists
β
Agonists
Antagonists
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
(and further-extended)
Catecholamines
(and close relatives)
Cyclized
phenethylamines
Phenylalkylpyrrolidines
2-Benzylpiperidines
(phenidates)
Phenylmorpholines
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(aminorexes)
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tetrahydroisoquinolines
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