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Xamoterol

From Wikipedia, the free encyclopedia
Cardiac stimulant drug
Pharmaceutical compound
Xamoterol
Clinical data
Trade namesCorwin, Carwin, Corwil, Xamtol
Routes of
administration
By mouth[1]
ATC code
Pharmacokinetic data
BioavailabilityOral: 5%[1]
Eliminationhalf-life16–27 hours[1]
Identifiers
  • (RS)-N-(2-{[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino}ethyl)morpholine-4-carboxamide
CAS Number
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC16H25N3O5
Molar mass339.392 g·mol−1
3D model (JSmol)
  • O=C(NCCNCC(O)COc1ccc(O)cc1)N2CCOCC2
  • InChI=1S/C16H25N3O5/c20-13-1-3-15(4-2-13)24-12-14(21)11-17-5-6-18-16(22)19-7-9-23-10-8-19/h1-4,14,17,20-21H,5-12H2,(H,18,22) checkY
  • Key:DXPOSRCHIDYWHW-UHFFFAOYSA-N checkY
  (verify)

Xamoterol, sold under the brand namesCorwin,Carwin,Corwil, andXamtol among others, is acardiac stimulant which is used in the treatment ofheart failure.[2] It acts as aselectivepartial agonist of theβ1-adrenergic receptor with around 50%intrinsic sympathomimetic activity (ISA) (i.e.,intrinsic activity).[1][3][4][2] The drug has no significantβ2-adrenergic receptor agonistic activity.[5] Xamoterol provides cardiac stimulation at rest but acts as a blocker duringexercise.[6] It is takenby mouth.[1]

Xamoterol is not available in theUnited States.[7][8] It is marketed in theUnited Kingdom,Austria,Belgium, andLuxembourg.[8]

Xamoterol is ahydrophiliccompound with a predictedlog P of -0.31 to -1.11.[9][10][11][12] Due to its hydrophilicity, xamoterol does not cross theblood–brain barrier and has nocentral nervous system effects.[12] Hence, it is aperipherally selective drug.[12]

See also

[edit]

References

[edit]
  1. ^abcdeFurlong R, Brogden RN (October 1988). "Xamoterol. A preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use".Drugs.36 (4):455–474.doi:10.2165/00003495-198836040-00004.PMID 2906865.
  2. ^abMarlow HF (1989)."Xamoterol, a beta 1-adrenoceptor partial agonist: review of the clinical efficacy in heart failure".British Journal of Clinical Pharmacology.28 (Suppl 1):23S –30S.doi:10.1111/j.1365-2125.1989.tb03570.x.PMC 1379873.PMID 2572251.
  3. ^Campbell RW (1989)."The management of heart failure and the scope for new therapies: what role for xamoterol?".Br J Clin Pharmacol. 28 Suppl 1 (Suppl 1):59S –64S.doi:10.1111/j.1365-2125.1989.tb03574.x.PMC 1379877.PMID 2572256.
  4. ^Cruickshank JM (March 1993). "The xamoterol experience in the treatment of heart failure".Am J Cardiol.71 (9):61C –64C.doi:10.1016/0002-9149(93)90088-t.PMID 8465800.
  5. ^"Xamoterol: Uses, Interactions, Mechanism of Action".DrugBank Online. 23 June 2017. Retrieved23 July 2024.
  6. ^Rang HP, Dale MM, Ritter JM, Moore PK (1999).Pharmacology (5th ed.). Edinburgh; New York: Churchill Livingstone. p. 163.ISBN 0443059748.
  7. ^"Drugs@FDA: FDA-Approved Drugs".accessdata.fda.gov. Retrieved23 July 2024.
  8. ^abSchweizerischer Apotheker-Verein (2000).Index Nominum 2000: International Drug Directory. Medpharm Scientific Publishers. p. 1099.ISBN 978-3-88763-075-1. Retrieved23 July 2024.
  9. ^"Xamoterol".PubChem. Retrieved1 August 2024.
  10. ^"Xamoterol: Uses, Interactions, Mechanism of Action".DrugBank Online. 23 June 2017. Retrieved1 August 2024.
  11. ^"Xamoterol [USAN:BAN:INN]".ChemSpider. 21 July 2022. Retrieved1 August 2024.
  12. ^abcVigholt-Sørensen E, Faergeman O, Snow HM (November 1989)."Effects of xamoterol, a beta 1 adrenoceptor partial agonist, in patients with ischaemic dysfunction of the left ventricle".Br Heart J.62 (5):335–341.doi:10.1136/hrt.62.5.335.PMC 1224831.PMID 2574049.
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
α1
Agonists
Antagonists
α2
Agonists
Antagonists
β
Agonists
Antagonists
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