MedKoo Cat#: 573543 | Name: (R)-Atenolol
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

(R)-Atenolol is a beta blocker used to treat high blood pressure and chest pain (angina). It can also reduce the risk of death after a heart attack.

Chemical Structure

(R)-Atenolol
(R)-Atenolol
CAS#56715-13-0 (R isomer)

Theoretical Analysis

MedKoo Cat#: 573543

Name: (R)-Atenolol

CAS#: 56715-13-0 (R isomer)

Chemical Formula: C14H22N2O3

Exact Mass: 266.1630

Molecular Weight: 266.34

Elemental Analysis: C, 63.13; H, 8.33; N, 10.52; O, 18.02

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 800.00 2 Weeks
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Synonym
Atenolol, (+)-; (+)-Atenolol; (R)-(+)-Atenolol; (R)-Atenolol
IUPAC/Chemical Name
Benzeneacetamide, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-, (R)-
InChi Key
METKIMKYRPQLGS-GFCCVEGCSA-N
InChi Code
1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m1/s1
SMILES Code
CC(C)NC[C@H](COc1ccc(cc1)CC(=O)N)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 266.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Podio NS, Sun C, Dudley S, Gan J. Enantioselective uptake and translocation of atenolol in higher plants. Sci Total Environ. 2023 Dec 15;904:166720. doi: 10.1016/j.scitotenv.2023.166720. Epub 2023 Aug 30. PMID: 37657535. 2: Ruan Y, Lin H, Zhang X, Wu R, Zhang K, Leung KMY, Lam JCW, Lam PKS. Enantiomer-specific bioaccumulation and distribution of chiral pharmaceuticals in a subtropical marine food web. J Hazard Mater. 2020 Jul 15;394:122589. doi: 10.1016/j.jhazmat.2020.122589. Epub 2020 Mar 28. PMID: 32283383. 3: Ruan Y, Wu R, Lam JCW, Zhang K, Lam PKS. Seasonal occurrence and fate of chiral pharmaceuticals in different sewage treatment systems in Hong Kong: Mass balance, enantiomeric profiling, and risk assessment. Water Res. 2019 Feb 1;149:607-616. doi: 10.1016/j.watres.2018.11.010. Epub 2018 Nov 9. PMID: 30522053. 4: Iacob BC, Bodoki E, Florea A, Bodoki AE, Oprean R. Simultaneous enantiospecific recognition of several β-blocker enantiomers using molecularly imprinted polymer-based electrochemical sensor. Anal Chem. 2015 Mar 3;87(5):2755-63. doi: 10.1021/ac504036m. Epub 2015 Feb 16. PMID: 25630982. 5: Hefnawy MM, Al-Shehri MM, Abounassif MA, Mostafa GA. Enantioselective quantification of atenolol in mouse plasma by high performance liquid chromatography using a chiral Stationary phase: application to a pharmacokinetic study. J AOAC Int. 2013 Sep-Oct;96(5):976-80. doi: 10.5740/jaoacint.11-191. PMID: 24282934. 6: Torul H, Tamer U. Determination of enantiomers of atenolol and propranolol in pharmaceutical formulations by HPLC. J AOAC Int. 2011 May-Jun;94(3):833-8. PMID: 21797011. 7: Sui J, Wang M, Zhang J, Ching CB, Chen WN. Identification of differentially secreted proteins using two-dimensional liquid chromatography/tandem mass spectrometry in vascular smooth muscle cells incubated with S- and R-atenolol. Rapid Commun Mass Spectrom. 2010 Jun 15;24(11):1717-9. doi: 10.1002/rcm.4565. PMID: 20486270. 8: Mikuldas H, Cepanec I, Sporec A, Litvić M, Vinković V. Use of enantioselective liquid chromatography for preparation of pure atenolol enantiomers. J Sep Sci. 2005 Feb;28(3):251-6. doi: 10.1002/jssc.200401831. PMID: 15776927. 9: Stoschitzky K, Sakotnik A, Lercher P, Zweiker R, Maier R, Liebmann P, Lindner W. Influence of beta-blockers on melatonin release. Eur J Clin Pharmacol. 1999 Apr;55(2):111-5. doi: 10.1007/s002280050604. PMID: 10335905. 10: Yang X, Fukushima T, Santa T, Homma H, Imai K. Enantiomeric separation and sensitive detection of propranolol, metoprolol and atenolol derivatized with a fluorogenic reagent, 4-(N-chloroformylmethyl-N- methyl)amino-7-N,N-dimethylaminosulf onyl-2,1, 3-benzoxadiazole (DBD-COCl), on cellulose chiral columns in the reversed-phase mode. Analyst. 1997 Nov;122(11):1365-9. doi: 10.1039/a703914j. PMID: 9474815. 11: Stoschitzky K, Kahr S, Donnerer J, Schumacher M, Luha O, Maier R, Klein W, Lindner W. Stereoselective increase of plasma concentrations of the enantiomers of propranolol and atenolol during exercise. Clin Pharmacol Ther. 1995 May;57(5):543-51. doi: 10.1016/0009-9236(95)90039-X. PMID: 7768077. 12: Stoschitzky K, Lindner W, Kiowski W. Stereoselective vascular effects of the (R)- and (S)-enantiomers of propranolol and atenolol. J Cardiovasc Pharmacol. 1995 Feb;25(2):268-72. doi: 10.1097/00005344-199502000-00012. PMID: 7752652. 13: Clementi WA, Garvey TQ, Clifton GD, McCoy RA, Brandt S, Schwartz S. Single dose pharmacokinetics of (S)-atenolol administered orally as a single enantiomer formulation and as a racemic mixture (Tenormin). Chirality. 1994;6(3):169-74. doi: 10.1002/chir.530060303. PMID: 8024947. 14: Belpaire FM, Rosseel MT, Vermeulen AM, De Smet F, Bogaert MG. Stereoselective pharmacokinetics of atenolol in the rat: influence of aging and of renal failure. Mech Ageing Dev. 1993 Feb;67(1-2):201-10. doi: 10.1016/0047-6374(93)90123-9. PMID: 8469031. 15: Stoschitzky K, Egginger G, Zernig G, Klein W, Lindner W. Stereoselective features of (R)- and (S)-atenolol: clinical pharmacological, pharmacokinetic, and radioligand binding studies. Chirality. 1993;5(1):15-9. doi: 10.1002/chir.530050104. PMID: 8383518. 16: Egginger G, Lindner W, Kahr S, Stoschitzky K. Stereoselective HPLC bioanalysis of atenolol enantiomers in plasma: application to a comparative human pharmacokinetic study. Chirality. 1993;5(7):505-12. doi: 10.1002/chir.530050706. PMID: 8240927. 17: Stoschitzky K, Lindner W, Klein W. Stereoselective release of (S)-atenolol from adrenergic nerve endings at exercise. Lancet. 1992 Sep 19;340(8821):696-7. doi: 10.1016/0140-6736(92)92233-6. PMID: 1355800.