Molecular structure of S-(−)-Atenolol, CAS Number: 93379-54-5
S-(−)-Atenolol (CAS 93379-54-5)
Alternate Names:
(S)-(−)-4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide; (−)-4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide; Esatenolol
Application:
S-(−)-Atenolol is the active isomer of racemic atenolol preparations
CAS Number:
93379-54-5
Molecular Weight:
266.34
Molecular Formula:
C14H22N2O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
S-(−)-Atenolol is the active enantiomer of atenolol. S-(−)-Atenolol is an activator of beta1-AR. S-(−)-Atenolol is a beta-adrenergic receptor antagonist. It belongs to the class of beta-blockers. In laboratory applications, this compound has been extensively utilized to examine the cardiovascular effects of beta-blockers and to gain insights into the underlying mechanisms of action of this molecular class. Research involving S-(−)-atenolol includes studies focused on understanding the differences in activity between enantiomers. These studies can provide insights into compound-receptor interactions and the importance of chirality.
S-(−)-Atenolol (CAS 93379-54-5) References
- Biotransformations with Rhizopus arrhizus and Geotrichum candidum for the preparation of (S)-atenolol and (S)-propranolol. | Damle, SV., et al. 2000. Bioorg Med Chem. 8: 2067-70. PMID: 11003151
- Development and validation of a chiral liquid chromatographic method for the determination of atenolol and metoprolol enantiomers in tablet preparations. | Singh, AK., et al. 2001. J AOAC Int. 84: 1724-9. PMID: 11767137
- An efficient asymmetric synthesis of (S)-atenolol: using hydrolytic kinetic resolution. | Bose, DS. and Venkat Narsaiah, A. 2005. Bioorg Med Chem. 13: 627-30. PMID: 15653330
- Use of enantioselective liquid chromatography for preparation of pure atenolol enantiomers. | Mikuldas, H., et al. 2005. J Sep Sci. 28: 251-6. PMID: 15776927
- Infrared spectroscopy of racemic and enantiomeric forms of atenolol. | de Castro, RA., et al. 2007. Spectrochim Acta A Mol Biomol Spectrosc. 67: 1194-200. PMID: 17113823
- Pharmacokinetic-pharmacodynamic modelling of S(-)-atenolol in rats: reduction of isoprenaline-induced tachycardia as a continuous pharmacodynamic endpoint. | van Steeg, TJ., et al. 2007. Br J Pharmacol. 151: 356-66. PMID: 17420778
- Mechanism-based pharmacodynamic modeling of S(-)-atenolol: estimation of in vivo affinity for the beta1-adrenoceptor with an agonist-antagonist interaction model. | van Steeg, TJ., et al. 2008. J Pharmacol Exp Ther. 324: 1234-42. PMID: 18162599
- Enantioselective quantification of atenolol in mouse plasma by high performance liquid chromatography using a chiral Stationary phase: application to a pharmacokinetic study. | Hefnawy, MM., et al. 2013. J AOAC Int. 96: 976-80. PMID: 24282934
- Synthesis of a nano-sized chiral imprinted polymer and its use as an (S)-atenolol carrier in the bulk liquid membrane. | Alizadeh, T. 2014. J Sep Sci. 37: 1887-95. PMID: 24771633
- Molecular Dynamics Simulation and NMR Investigation of the Association of the β-Blockers Atenolol and Propranolol with a Chiral Molecular Micelle. | Morris, KF., et al. 2015. Chem Phys. 457: 133-146. PMID: 26257464
- Atenolol Renal Secretion Is Mediated by Human Organic Cation Transporter 2 and Multidrug and Toxin Extrusion Proteins. | Yin, J., et al. 2015. Drug Metab Dispos. 43: 1872-81. PMID: 26374172
- Separation and quantitation of (R)- and (S)-atenolol in human plasma and urine using an alpha 1-AGP column. | Enquist, M. and Hermansson, J. 1989. Chirality. 1: 209-15. PMID: 2642050
- Design, Development and Optimization of S (-) Atenolol Floating Sustained Release Matrix Tablets Using Surface Response Methodology. | Gunjal, PT., et al. 2015. Indian J Pharm Sci. 77: 563-72. PMID: 26798171
- Fast liquid chromatography for racemic atenolol acetate separation-The analytical protocol. | Agustian, J., et al. 2017. Chirality. 29: 847-853. PMID: 28963758
- Stereoselective pharmacokinetics of atenolol in the rat: influence of aging and of renal failure. | Belpaire, FM., et al. 1993. Mech Ageing Dev. 67: 201-10. PMID: 8469031
Activator of:
beta1-AR.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
S-(−)-Atenolol, 10 mg | sc-203687 | 10 mg | $138.00 | |||
S-(−)-Atenolol, 50 mg | sc-203687A | 50 mg | $357.00 | |||
S-(−)-Atenolol, 2.5 g | sc-203687B | 2.5 g | $2652.00 |