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330884

Sigma-Aldrich

(R)-(+)-Atenolol

99%

Synonym(s):

(+)-4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide

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About This Item

Linear Formula:
(CH3)2CHNHCH2CH(OH)CH2OC6H4CH2CONH2
CAS Number:
56715-13-0
Molecular Weight:
266.34
MDL number:
MFCD00074917
UNSPSC Code:
12352112
PubChem Substance ID:
24859921
NACRES:
NA.22

Assay

99%

optical activity

[α]25/D +16°, c = 1 in 1 M HCl

mp

148-152 °C (lit.)

SMILES string

CC(C)NC[C@@H](O)COc1ccc(CC(N)=O)cc1

InChI

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

InChI key

METKIMKYRPQLGS-GFCCVEGCSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Joni Agustian et al.
Chirality, 29(7), 376-385 (2017-04-26)
As the (R)-enantiomer of racemic atenolol has no β-blocking activity and no lack of side effects, switching from the racemate to the (S)-atenolol is more favorable. Transesterification of racemic atenolol using free enzymes investigated as a resource to resolve the
Joni Agustian et al.
Chirality, 29(12), 847-853 (2017-10-01)
Kinetic resolution of (R,S)-atenolol is a faster strategy to produce (S)-atenolol. Since this racemate is a less soluble compound, resolution of its ester offers high concentrations in the process. A good analytical method is required to observe the enantiomer concentrations.
Kevin F Morris et al.
Chemical physics, 457, 133-146 (2015-08-11)
Molecular dynamics simulations and NMR spectroscopy were used to compare the binding of two β-blocker drugs to the chiral molecular micelle poly-(sodium undecyl-(L)-leucine-valine). The molecular micelle is used as a chiral selector in capillary electrophoresis. This study is part of
Ulisse Garbin et al.
Mediators of inflammation, 2008, 367590-367590 (2008-04-26)
The endothelium plays a key role in the development of atherogenesis and its inflammatory and proliferative status influences the progression of atherosclerosis. The aim of this study is to compare the effects of two beta blockers such as nebivolol and

Chromatograms

application for HPLC

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