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Details

Stereochemistry RACEMIC
Molecular Formula C18H29NO2
Molecular Weight 291.429
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EXAPROLOL

SMILES

CC(C)NCC(COc1ccccc1C2CCCCC2)O

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

Molecular Formula C18H29NO2
Molecular Weight 291.429
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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
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
Substance Class Chemical
Created
by admin
on Sat Jun 26 16:39:20 UTC 2021
Edited
by admin
on Sat Jun 26 16:39:20 UTC 2021
Record UNII
Q4XX54I93R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EXAPROLOL
INN   WHO-DD  
INN  
Official Name English
EXAPROLOL [INN]
Common Name English
EXAPROLOL [WHO-DD]
Common Name English
(+/-)-1-(O-CYCLOHEXYLPHENOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL
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 Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
Code System Code Type Description
EVMPD
SUB07491MIG
Created by admin on Sat Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
PRIMARY
FDA UNII
Q4XX54I93R
Created by admin on Sat Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
PRIMARY
PUBCHEM
65485
Created by admin on Sat Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
PRIMARY
NCI_THESAURUS
C65609
Created by admin on Sat Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
PRIMARY
CAS
55837-19-9
Created by admin on Sat Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
PRIMARY
ChEMBL
CHEMBL2110841
Created by admin on Sat Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
PRIMARY
INN
3706
Created by admin on Sat Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
PRIMARY
MESH
C012969
Created by admin on Sat Jun 26 16:39:20 UTC 2021 , Edited by admin on Sat Jun 26 16:39:20 UTC 2021
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY