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(R)-(+)-Propranolol hydrochloride (CAS 5051-22-9)

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Alternate Names:
(R)-1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride; Propranolol HCl
Application:
(R)-(+)-Propranolol hydrochloride is a less active anantiomer the non-selective beta blocker propranolol
CAS Number:
5051-22-9
Molecular Weight:
295.81
Molecular Formula:
C16H21NO2•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(R)-(+)-Propranolol hydrochloride is a beta-adrenergic receptor antagonist that functions by competitively blocking the binding of catecholamines to beta-adrenergic receptors in the heart, blood vessels, bronchi, pancreas, and liver. At the cellular level, (R)-(+)-Propranolol hydrochloride works by decreasing the activity of the cyclic AMP-dependent protein kinase, leading to a decrease in the phosphorylation of L-type calcium channels and a reduction in the influx of calcium ions into the cardiac myocytes. This ultimately results in a negative inotropic and chronotropic effect on the heart.


(R)-(+)-Propranolol hydrochloride (CAS 5051-22-9) References

  1. Optimization of enantiomeric separation for quantitative determination of the chiral drug propranolol by 1H-NMR spectroscopy utilizing a chiral solvating agent.  |  Hanna, GM. and Evans, FE. 2000. J Pharm Biomed Anal. 24: 189-96. PMID: 11130198
  2. Inhibition of (-)-propranolol hydrochloride by its enantiomer in white mice.  |  Kuzeff, RM., et al. 2003. Forsch Komplementarmed Klass Naturheilkd. 10: 309-14. PMID: 14707479
  3. Solid-phase microextraction coupled with capillary electrophoresis for the determination of propranolol enantiomers in urine using a sol-gel derived calix[4]arene fiber.  |  Zhou, X., et al. 2006. J Chromatogr A. 1104: 359-65. PMID: 16384573
  4. Semipreparative enantiomer separation of propranolol hydrochloride by high-performance liquid chromatography using cellulose tris(3,5-Dimethylphenylcarbamate) chiral stationary phase.  |  Chen, L., et al. 2008. J Chromatogr Sci. 46: 767-71. PMID: 19007476
  5. The biological properties of the optical isomers of propranolol and their effects on cardiac arrhythmias.  |  Barrett, AM. and Cullum, VA. 1968. Br J Pharmacol. 34: 43-55. PMID: 19108278
  6. Anti-tumor activity of the beta-adrenergic receptor antagonist propranolol in neuroblastoma.  |  Wolter, JK., et al. 2014. Oncotarget. 5: 161-72. PMID: 24389287
  7. Quantification of propranolol enantiomers in small blood samples from rats by reversed-phase high-performance liquid chromatography after chiral derivatization.  |  Guttendorf, RJ., et al. 1989. J Chromatogr. 489: 333-43. PMID: 2753957
  8. Simultaneous enantioseparation and simulation studies of atenolol, metoprolol and propranolol on Chiralpak® IG column using supercritical fluid chromatography.  |  Pandya, PA., et al. 2021. J Pharm Anal. 11: 746-756. PMID: 35028180
  9. Metabolism of propranolol ('Inderal'), a potent, specific beta-adrenergic receptor blocking agent.  |  Bond, PA. 1967. Nature. 213: 721. PMID: 6031788
  10. Stereoselective disposition and glucuronidation of propranolol in humans.  |  Silber, B., et al. 1982. J Pharm Sci. 71: 699-704. PMID: 7097538
  11. Toxicokinetics of a single intravenous dose of rac-propranolol versus optically pure propranolol in the rat.  |  Bode, W., et al. 1995. Chirality. 7: 626-31. PMID: 8593256
  12. Determination of citalopram enantiomers in human plasma by liquid chromatographic separation on a Chiral-AGP column.  |  Haupt, D. 1996. J Chromatogr B Biomed Appl. 685: 299-305. PMID: 8953171
  13. Enantioseparation of beta-blockers labelled with a chiral fluorescent reagent, R (-)-DBD-PyNCS, by reversed-phase liquid chromatography.  |  Toyo'oka, T., et al. 1997. J Pharm Biomed Anal. 15: 1467-76. PMID: 9226577

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(R)-(+)-Propranolol hydrochloride, 100 mg

sc-203678
100 mg
$71.00

(R)-(+)-Propranolol hydrochloride, 1 g

sc-203678A
1 g
$339.00