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Details

Stereochemistry RACEMIC
Molecular Formula C18H29NO2.ClH
Molecular Weight 327.889
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EXAPROLOL HYDROCHLORIDE

SMILES

Cl.CC(C)NCC(O)COC1=C(C=CC=C1)C2CCCCC2

InChI

InChIKey=ODWXZMXQBDEIBF-UHFFFAOYSA-N
InChI=1S/C18H29NO2.ClH/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;1H

HIDE SMILES / InChI

Molecular Formula C18H29NO2
Molecular Weight 291.4284
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:26:17 GMT 2023
Edited
by admin
on Fri Dec 15 16:26:17 GMT 2023
Record UNII
FGT82HNC7L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EXAPROLOL HYDROCHLORIDE
USAN   WHO-DD  
USAN  
Official Name English
EXAPROLOL HCL
Common Name English
(±)-1-(O-CYCLOHEXYLPHENOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL HYDROCHLORIDE
Common Name English
Exaprolol hydrochloride [WHO-DD]
Common Name English
MG-8823
Code English
M.G. 8823
Code English
EXAPROLOL HYDROCHLORIDE [USAN]
Common Name English
NSC-297939
Code English
2-PROPANOL, 1-(2-CYCLOHEXYLPHENOXY)-3-((1-METHYLETHYL)AMINO)-, HYDROCHLORIDE, (±)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Fri Dec 15 16:26:17 GMT 2023 , Edited by admin on Fri Dec 15 16:26:17 GMT 2023
Code System Code Type Description
MESH
C012969
Created by admin on Fri Dec 15 16:26:17 GMT 2023 , Edited by admin on Fri Dec 15 16:26:17 GMT 2023
PRIMARY
NCI_THESAURUS
C65610
Created by admin on Fri Dec 15 16:26:17 GMT 2023 , Edited by admin on Fri Dec 15 16:26:17 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110841
Created by admin on Fri Dec 15 16:26:17 GMT 2023 , Edited by admin on Fri Dec 15 16:26:17 GMT 2023
PRIMARY
CAS
59333-90-3
Created by admin on Fri Dec 15 16:26:17 GMT 2023 , Edited by admin on Fri Dec 15 16:26:17 GMT 2023
PRIMARY
PUBCHEM
65484
Created by admin on Fri Dec 15 16:26:17 GMT 2023 , Edited by admin on Fri Dec 15 16:26:17 GMT 2023
PRIMARY
NSC
297939
Created by admin on Fri Dec 15 16:26:17 GMT 2023 , Edited by admin on Fri Dec 15 16:26:17 GMT 2023
PRIMARY
FDA UNII
FGT82HNC7L
Created by admin on Fri Dec 15 16:26:17 GMT 2023 , Edited by admin on Fri Dec 15 16:26:17 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY