Orciprenaline

For research use only. Not for therapeutic Use.

  • CAT Number: I008480
  • CAS Number: 586-06-1
  • Molecular Formula: C11H17NO3
  • Molecular Weight: 211.261
  • Purity: ≥95%
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Orciprenaline(Cat No.:I008480), also known as metaproterenol, is a medication primarily used as a bronchodilator to treat respiratory conditions such as asthma and chronic obstructive pulmonary disease (COPD). It belongs to the class of beta-2 adrenergic agonists, working by relaxing the smooth muscles in the airways, making it easier to breathe. Orciprenaline is typically administered via inhalers or nebulizers for acute bronchospasm relief. It may also be used in some cases for heart conditions, as it can increase heart rate. Side effects may include tremors, palpitations, or headaches. It is generally well-tolerated when used as directed.


Catalog Number I008480
CAS Number 586-06-1
Synonyms

Orciprenaline, Metaproterenol, Alotec, Alupent, Astmopent, Metaprel;5-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,3-diol

Molecular Formula C11H17NO3
Purity ≥95%
Target Neuronal Signaling
Solubility Soluble in DMSO, not in water
Storage 0 - 4 °C for short term, or -20 °C for long term
IUPAC Name 5-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,3-diol
InChI InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8/h3-5,7,11-15H,6H2,1-2H3
InChIKey LMOINURANNBYCM-UHFFFAOYSA-N
SMILES CC(C)NCC(C1=CC(=CC(=C1)O)O)O
Reference

</br>1:[Why isn/’t orciprenaline approved as antiarrhythmic agent?]. Janssens U.Dtsch Med Wochenschr. 2013 Oct;138(41):2114. doi: 10.1055/s-0033-1349546. Epub 2013 Oct 1. German. No abstract available. PMID: 24085370 </br>2:Successful acute and long-term management of electrical storm in Brugada syndrome using orciprenaline and quinine/quinidine. Schweizer PA, Becker R, Katus HA, Thomas D.Clin Res Cardiol. 2010 Jul;99(7):467-70. doi: 10.1007/s00392-010-0145-7. Epub 2010 Mar 11. No abstract available. PMID: 20221832 </br>3:Electrical storm in Brugada syndrome successfully treated with orciprenaline; effect of low-dose quinidine on the electrocardiogram. Kyriazis K, Bahlmann E, van der Schalk H, Kuck KH.Europace. 2009 May;11(5):665-6. doi: 10.1093/europace/eup070. Epub 2009 Apr 3. PMID: 19346290 </br>4:A novel chemiluminescence method for the determination of orciprenaline based on ferricyanide-rhodamine 6G. Lv Y, Zhao R, Zhu Z, Xu X, Zhang X.Luminescence. 2005 Jul-Oct;20(4-5):298-302. PMID: 16134198 </br>5:No major effect of orciprenaline and propranolol upon ACTH-induced cortisol secretion. Nonell A, Kerk S, Lederbogen F, Kopf D, Hamann B, Lewicka S, Deuschle M.Exp Clin Endocrinol Diabetes. 2004 Jan;112(1):59-61. PMID: 14758573 </br>6:Screening of beta-2 agonists and confirmation of fenoterol, orciprenaline, reproterol and terbutaline with gas chromatography-mass spectrometry as tetrahydroisoquinoline derivatives. Henze MK, Opfermann G, Spahn-Langguth H, Schänzer W.J Chromatogr B Biomed Sci Appl. 2001 Feb 10;751(1):93-105. PMID: 11232861 </br>7:Reproterol–A monomolecular combination of orciprenaline and theophylline: novel aspects of its mode of action in asthma. Juergens UR, Stöber M, Vetter H.Respiration. 1999;66(3):220-4. PMID: 10364737 </br>8:Determination of association constants between enantiomers of orciprenaline and methyl-beta-cyclodextrin as chiral selector by capillary zone electrophoresis using a partial filling technique. Amini A, Merclin N, Bastami S, Westerlund D.Electrophoresis. 1999 Jan;20(1):180-8. PMID: 10065975 </br>9:Comparison of cardiac Troponin T and cardiac Troponin I concentrations in peripheral blood during orciprenaline induced tachycardia in rats. Bertsch T, Bleuel H, Aufenanger J, Rebel W.Exp Toxicol Pathol. 1997 Dec;49(6):467-8. PMID: 9495647 </br>10:Supraventricular bradycardia after heart transplantation–orciprenaline or pacemaker implantation? Schmid C, Wahlers T, Schäfers HJ, Haverich A.Thorac Cardiovasc Surg. 1993 Apr;41(2):101-3. PMID: 8372387

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