Orciprenaline

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Orciprenaline
Orciprenaline.svg
Clinical data
SynonymsMetaproterenol (USAN US)
AHFS/Drugs.commonograph
MedlinePlusa682084
Pregnancy
category
  • AU: A
  • US: C (Risk not ruled out)
Routes of
administration
Inhalation (MDI) and tablets
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability3% if inhaled, 40% if taken orally
MetabolismGastrointestinal and hepatic
Elimination half-life6 hours
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard100.008.701 Edit this at Wikidata
Chemical and physical data
FormulaC11H17NO3
Molar mass211.258 g/mol
3D model (JSmol)
ChiralityRacemic mixture
Solubility in water9.7 mg/mL (20 °C)
 ☒N☑Y (what is this?)  (verify)

Orciprenaline, also known as metaproterenol, is a bronchodilator used in the treatment of asthma.[1][2] Orciprenaline is a moderately selective β2 adrenergic receptor agonist that stimulates receptors of the smooth muscle in the lungs, uterus, and vasculature supplying skeletal muscle, with minimal or no effect on α adrenergic receptors. The pharmacologic effects of β adrenergic agonist drugs, such as orciprenaline, are at least in part attributable to stimulation through β adrenergic receptors of intracellular adenylyl cyclase, the enzyme which catalyzes the conversion of ATP to cAMP. Increased cAMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from many cells, especially from mast cells.

Possible side effects[edit]

  • tremor
  • nervousness
  • dizziness
  • weakness
  • headache
  • nausea
  • tachycardia
Rare side effects that could be life-threatening
  • increased difficulty breathing
  • rapid or increased heart rate
  • irregular heartbeat
  • chest pain or discomfort

Brand names[edit]

  • Alupent
  • Metaprel
  • Orcibest

References[edit]

  1. ^ Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS (2011). "DrugBank 3.0: a comprehensive resource for omics research on drugs". Nucleic Acids Res. 39 (Database issue): D1035–41. doi:10.1093/nar/gkq1126. PMC 3013709. PMID 21059682.
  2. ^ Wishart DS, Knox C, Guo AC, Cheng D, Shrivastava S, Tzur D, Gautam B, Hassanali M (2008). "DrugBank: a knowledgebase for drugs, drug actions and drug targets". Nucleic Acids Res. 36 (Database issue): D901–6. doi:10.1093/nar/gkm958. PMC 2238889. PMID 18048412.