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Details

Stereochemistry RACEMIC
Molecular Formula C18H29NO2
Molecular Weight 291.4284
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EXAPROLOL

SMILES

CC(C)NCC(O)COC1=CC=CC=C1C2CCCCC2

InChI

InChIKey=ABXHHEZNIJUQFM-UHFFFAOYSA-N
InChI=1S/C18H29NO2/c1-14(2)19-12-16(20)13-21-18-11-7-6-10-17(18)15-8-4-3-5-9-15/h6-7,10-11,14-16,19-20H,3-5,8-9,12-13H2,1-2H3

HIDE SMILES / InChI
Exaprolol is a non-selective antagonist at beta-adrenoceptors exerting antiarrhythmic and local anesthetic activity. It inhibits the inotropic and chronotropic responses. Exaprolol liberates histamine from isolated mast cells and decreases the uptake of extracellular histamine. It acts on mast cells due to the direct and indirect ion exchange mechanism resulted in disproportion between histamine and granule liberation.

Approval Year

PubMed

PubMed

TitleDatePubMed
Basic ethers of cyclohexylphenols with beta-blocking activity: synthesis and pharmacological study of exaprolol.
1976 Apr
Evidence for intracellular histamine liberation in isolated rat mast cells.
1982 Dec
Aspects of the cardiovascular pharmacology of exaprolol.
1984 Sep
Histamine liberation as a result of nonreceptor interaction.
1990 Apr
PET imaging of beta-adrenoceptors in human brain: a realistic goal or a mirage?
2004
Synthesis and preliminary evaluation of (S)-[11C]-exaprolol, a novel beta-adrenoceptor ligand for PET.
2008 Mar-Apr
Name Type Language
EXAPROLOL
INN   WHO-DD  
INN  
Official Name English
exaprolol [INN]
Common Name English
(±)-1-(O-CYCLOHEXYLPHENOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL
Common Name English
Exaprolol [WHO-DD]
Common Name English
2-PROPANOL, 1-(2-CYCLOHEXYLPHENOXY)-3-((1-METHYLETHYL)AMINO)-,(±)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID20866509
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
EVMPD
SUB07491MIG
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
FDA UNII
Q4XX54I93R
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
PUBCHEM
65485
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
NCI_THESAURUS
C65609
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
CAS
55837-19-9
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110841
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
WIKIPEDIA
Exaprolol
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
SMS_ID
100000081529
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
INN
3706
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY
MESH
C012969
Created by admin on Sat Dec 16 16:25:59 GMT 2023 , Edited by admin on Sat Dec 16 16:25:59 GMT 2023
PRIMARY