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Dimetofrine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Dimetofrine
Clinical data
Trade namesDovida, Pressamina, Superten
Other namesDimethophrine; Dimetrophine; Dimethofrine; DMP; SM-14; 3,5-Dimethoxy-4,β-dihydroxy-N-methylphenethylamine; 3,5-Dimethoxy-4,β-dihydroxy-N-methyl-β-phenylethylamine
Routes of
administration
Oral[1]
Drug classα1-Adrenergic receptoragonist;Antihypotensive agent;Vasopressor
ATC code
Identifiers
  • (RS)-4-[1-Hydroxy-2-(methylamino)ethyl]-2,6-dimethoxyphenol
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.041.210Edit this at Wikidata
Chemical and physical data
FormulaC11H17NO4
Molar mass227.260 g·mol−1
3D model (JSmol)
  • O(c1cc(cc(OC)c1O)C(O)CNC)C
  • InChI=1S/C11H17NO4/c1-12-6-8(13)7-4-9(15-2)11(14)10(5-7)16-3/h4-5,8,12-14H,6H2,1-3H3 checkY
  • Key:ZKGDBJAHIIXDDW-UHFFFAOYSA-N checkY
  (verify)

Dimetofrine (INNTooltip International Nonproprietary Name), also known asdimethophrine ordimetophrine and sold under the brand namesDovida,Pressamina, andSuperten, is amedication described as asympathomimetic,vasoconstrictor, andcardiac stimulant.[2][3][4] It is said to be similarly or less effective thanmidodrine in the treatment oforthostatic hypotension and shows substantially lowerpotency.[5][1]

The drug is aselectiveα1-adrenergic receptoragonist[6] but is also said to haveβ-adrenergic receptor agonist activity.[1] It is asubstituted phenethylamine and is also known as 3,5-dimethoxy-4,β-dihydroxy-N-methylphenethylamine.[2] Itschemical structure is similar to that ofdesglymidodrine (3,6-dimethoxy-β-hydroxyphenethylamine), theactive metabolite of midodrine.[5]

Dimetofrine remained marketed only inItaly in 2000.[3]

References

[edit]
  1. ^abcMcTavish D, Goa KL (November 1989). "Midodrine. A review of its pharmacological properties and therapeutic use in orthostatic hypotension and secondary hypotensive disorders".Drugs.38 (5):757–777.doi:10.2165/00003495-198938050-00004.PMID 2480881.
  2. ^abElks, J. (2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 443.ISBN 978-1-4757-2085-3. Retrieved31 August 2024.
  3. ^abSchweizerischer Apotheker-Verein (2000).Index Nominum 2000: International Drug Directory. Index nominum. Medpharm Scientific Publishers. p. 352.ISBN 978-3-88763-075-1. Retrieved31 August 2024.
  4. ^Baldrighi V, Aiazzi L, Castelli C, Seveso G (1984). "Double-blind clinical evaluation of dimetophrine in chronically reduced arterial tension".Curr Med Res Opin.9 (2):78–85.doi:10.1185/03007998409109563.PMID 6399891.
  5. ^abMcClellan 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.
  6. ^Marini U, Cecchi A, Venturini M (1984). "Controlled clinical investigation of dimetophrine versus midodrine in the management of moderately decreased arterial blood pressure".Curr Med Res Opin.9 (4):265–274.doi:10.1185/03007998409109590.PMID 6210180.
Cardiac stimulants excluding cardiac glycosides (C01C)
Adrenergic and
dopaminergic agents
Adrenergic agonists
α
β
mixed
Dopamine agonists
Both
Unknown/ungrouped
Phosphodiesterase inhibitors (PDE3I)
Other cardiac stimulants
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Agonists
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Phenethylamines
Amphetamines
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