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A143

Sigma-Aldrich

(S)-(−)-Atenolol

powder

Synonyme(s) :

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

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About This Item

Formule linéaire :
(CH3)2CHNHCH2CH(OH)CH2OC6H4CH2CONH2
Numéro CAS:
93379-54-5
Poids moléculaire :
266.34
Numéro MDL:
MFCD00074918
Code UNSPSC :
12352200
ID de substance PubChem :
24277807
Nomenclature NACRES :
NA.77

Forme

powder

Activité optique

[α]23/D −10.5°, c = 0.5 in H2O(lit.)

Couleur

white to beige

Pf

148-152 °C (lit.)

Solubilité

0.1 M HCl: soluble

Chaîne SMILES 

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-/m0/s1

Clé InChI

METKIMKYRPQLGS-LBPRGKRZSA-N

Informations sur le gène

human ... ADRB1(153)

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Application

(S)-(-)-Atenolol may be used as a standard in the preparation of enantiomer for high-performance liquid chromatography-tandem mass spectrometry studies (HPLC-MS/MS). It has also been used in the β blocking molecule for Raman spectroscopy studies.

Actions biochimiques/physiologiques

(S)-(-)-Atenolol is a β1-adrenergic receptor antagonist and an active enantiomer of atenolol.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

A A Pearson et al.
The Journal of pharmacology and experimental therapeutics, 250(3), 759-763 (1989-09-01)
Previous studies have demonstrated that propranolol can lower arterial pressure through an action within the central nervous system. The purpose of this study was to determine 1) whether the hydrophilic beta blocking drug atenolol which is devoid of membrane stabilizing
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
S A Doggrell
Chirality, 5(1), 8-14 (1993-01-01)
The effects of (+/-)-, (+)-, and (-)-atenolol, sotalol, and amosulalol alone on the rat left atria and portal vein and on the respective beta 1- and beta 2-adrenoceptor-mediated responses to isoprenaline have been determined. (+/-)-Atenolol at 10(-6) M had no
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
Sherri L MacLeod et al.
Journal of chromatography. A, 1170(1-2), 23-33 (2007-10-05)
A reversed-phase enantioselective liquid chromatography-tandem mass spectrometry (HPLC-MS-MS) method was developed to measure enantiomer fractions (EF) and concentrations of pharmaceuticals in wastewater. Enantiomer resolution of six beta-blockers (atenolol, metoprolol, nadolol, pindolol, propranolol, and sotalol) along with two selective serotonin re-uptake
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Chromatograms

application for HPLC

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