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Isoxsuprine

From Wikipedia, the free encyclopedia
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Group of stereoisomers
Pharmaceutical compound
Isoxsuprine
Clinical data
Pronunciation/ˈsɒksjʊprn/
Trade namesDuvadilan, Vasodilan
MedlinePlusa682831
Routes of
administration
Oral (tablets)
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability~100% (humans),[1] 2.2% (horses; oral)[2]
Onset of action1 hour
Eliminationhalf-life<3 hours (horses)[3]
ExcretionMainlyrenal
Identifiers
  • 4-{1-Hydroxy-2-[(1-methyl-2-phenoxyethyl)amino]propyl}phenol
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.006.272Edit this at Wikidata
Chemical and physical data
FormulaC18H23NO3
Molar mass301.386 g·mol−1
3D model (JSmol)
  • O(c1ccccc1)CC(NC(C)C(O)c2ccc(O)cc2)C
  • InChI=1S/C18H23NO3/c1-13(12-22-17-6-4-3-5-7-17)19-14(2)18(21)15-8-10-16(20)11-9-15/h3-11,13-14,18-21H,12H2,1-2H3 checkY
  • Key:BMUKKTUHUDJSNZ-UHFFFAOYSA-N checkY

Isoxsuprine (used asisoxsuprine hydrochloride) is a drug used as avasodilator[4] inhumans (under the trade nameDuvadilan) andequines. Isoxsuprine is aβ2 adrenoreceptor agonist that causes direct relaxation of uterine and vascular smooth muscle viaβ2 receptors.[5]

Use

[edit]

In humans

[edit]

Isoxsuprine is used in humans for treatment of premature labor, i.e. atocolytic,[6] and as a vasodilator for the treatment of cerebral vascular insufficiency,Raynaud's phenomenon, and other conditions.[7]

Isoxsuprine may increase the heart rate, cause changes in blood pressure, and irritate the GI tract. It should therefore be used with caution if combined with other drugs that affect blood pressure, such assedatives andanesthetic drugs.

In horses

[edit]

Isoxsuprine is most commonly used to treat hoof-related problems in the horse, most commonly forlaminitis andnavicular disease, as its effects as a vasodilator are thought to increase circulation within the hoof to help counteract the problems associated with these conditions. Isoxsuprine is given orally, and many horses find the pills quite palatable.[8] Isoxsuprine is a prohibited class B drug inFEI-regulated competition, and is often prohibited by other equine associations. It may be detected in the urine for several weeks or months following administration. It is therefore important to check the drug-rules within an animal's given competitive organization, before administering the drug.

Because it is a vasodilator, it should not be used in horses that are bleeding, or in mares following foaling.

References

[edit]
  1. ^McGuigan MA, Whyte IM, Dawson AH, Seifert SA, Schonwald S, Yip L, et al. (2004). "125. Vasodilators". In Dart RC (ed.).Medical Toxicology (3rd ed.). Philadelphia [u.a.]: Lippincott Williams & Wilkins. p. 718.ISBN 978-0781728454.
  2. ^Erkert RS, Macallister CG (April 2002). "Isoxsuprine hydrochloride in the horse: a review".Journal of Veterinary Pharmacology and Therapeutics.25 (2):81–87.doi:10.1046/j.1365-2885.2002.00386.x.PMID 12000527.
  3. ^Cole C, Bentz B, Maxwell L, eds. (2014). "13. Clinical pharmacology of the equine musculoskeletal system".Equine Pharmacology. Wiley—Blackwell. p. 224.ISBN 978-0-8138-2262-4.
  4. ^Gozo EG, Yebes RB (November 1984). "Hemodynamic effects of isoxsuprine in cardiac failure".Chest.86 (5):736–40.doi:10.1378/chest.86.5.736.PMID 6488912.
  5. ^Falkay G, Kovács L (1986)."Affinity of tocolytic agents on human placental and myometrial beta-adrenergic receptors".Journal of Perinatal Medicine.14 (2):109–13.doi:10.1515/jpme.1986.14.2.109.PMID 2874205.S2CID 6039919.
  6. ^Giorgino FL, Egan CG (2010). "Use of isoxsuprine hydrochloride as a tocolytic agent in the treatment of preterm labour: a systematic review of previous literature".Arzneimittel-Forschung.60 (7):415–20.doi:10.1055/s-0031-1296305.PMID 20712130.S2CID 21297911.
  7. ^"Isoxsuprine".Drugs.com.
  8. ^Forney BC (2007).Equine Medications. The Horse health care library. Lexington, KY: Eclipse Press.OCLC 1360077554.
Phenylethanolamine derivatives
Alpha blockers
Nicotinic acid and derivatives
Purine derivatives
Ergot alkaloids
Other peripheral vasodilators
α1
Agonists
Antagonists
α2
Agonists
Antagonists
β
Agonists
Antagonists
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor
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