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Merck

330884

(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
NACRES:
NA.22
PubChem Substance ID:
24859921
UNSPSC Code:
12352112
MDL number:
MFCD00074917
Assay:
99%

Key Documents

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Product Name

(R)-(+)-Atenolol, 99%

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

SMILES string

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

InChI key

METKIMKYRPQLGS-GFCCVEGCSA-N

assay

99%

optical activity

[α]25/D +16°, c = 1 in 1 M HCl

mp

148-152 °C (lit.)

functional group

amide
amine
hydroxyl

Quality Level

100

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
STBH9599
STBG5054V
STBF4013V
STBF0014V
STBD2674V

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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.
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
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

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