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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H22N2O3
Molecular Weight 266.3361
Optical Activity ( - )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ATENOLOL, (-)-

SMILES

CC(C)NC[C@H](O)COC1=CC=C(CC(N)=O)C=C1

InChI

InChIKey=METKIMKYRPQLGS-LBPRGKRZSA-N
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

HIDE SMILES / InChI

Description

Esatenolol is the (S) enantiomer of atenolol, a beta1-adrenergic receptor antagonist. Only (S)-atenolol, but not (R)-atenolol, contributes to the beta-blocking effect of currently used racemic atenolol since the same effect can be elicited with the (S)-enantiomer alone. Pure (S)-atenolol has been launched in India for the treatment of hypertension and angina pectoris.

CNS Activity

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
PubMed

PubMed

TitleDatePubMed
An improved HPLC-fluorescence stereoselective method for analysis of (+)-S- and (-)-R-sotalol enantiomers in plasma sample.
2001 Nov-Dec
Enantioselective determination of (R)- and (S)-sotalol in human plasma by on-line coupling of a restricted-access material precolumn to a cellobiohydrolase I-based chiral stationary phase.
2002 Aug 5
Insights into cyclodextrin interactions during sample stacking using capillary isotachophoresis with on-line microcoil NMR detection.
2005 Sep
The future lies in chiral purity: a perspective.
2007 Apr
A comparative study of nebivolol and (S) atenolol on blood pressure and heart rate on essential hypertensive patients.
2010 Dec
Spectrophotometric method for simultaneous estimation of atenolol in combination with losartan potassium and hydrochlorothiazide in bulk and tablet formulation.
2010 Oct
Patents

Sample Use Guides

In Vivo Use Guide
12.5-100 mg once daily. The dosing regimen of Esatenolol is set individually. he maximum dose for adults for oral administration is 200 mg/day in 1 or 2 doses.
Route of Administration: Oral
Name Type Language
ATENOLOL, (-)-
Common Name English
4-((2S)-2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)BENZENEACETAMIDE
Systematic Name English
ESATENOLOL [MART.]
Common Name English
BENZENEACETAMIDE, 4-((2S)-2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)-
Systematic Name English
S-ATENOLOL
Common Name English
(-)-ATENOLOL
Common Name English
(S)-ATENOLOL
Common Name English
ESATENOLOL
INN   JAN   MART.   WHO-DD  
INN  
Common Name English
2-(P-((2S)-2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)PHENYL)ACETAMIDE
Common Name English
ESATENOLOL [JAN]
Common Name English
ESATENOLOL [WHO-DD]
Common Name English
BENZENEACETAMIDE, 4-(2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)-, (S)-
Systematic Name English
ATENOLOL, (S)-
Common Name English
ESATENOLOL [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QC07AB11
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
WHO-ATC C07AB11
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
NCI_THESAURUS C29576
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
Code System Code Type Description
PUBCHEM
175540
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
PRIMARY
EPA CompTox
93379-54-5
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
PRIMARY
CAS
93379-54-5
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
PRIMARY
INN
7337
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
PRIMARY
EVMPD
SUB06608MIG
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
PRIMARY
ChEMBL
CHEMBL343633
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
PRIMARY
NCI_THESAURUS
C81661
Created by admin on Tue Oct 22 00:09:42 UTC 2019 , Edited by admin on Tue Oct 22 00:09:42 UTC 2019
PRIMARY