EXAPROLOL

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 Search

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

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	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8056 | https://www.ncbi.nlm.nih.gov/pubmed/6149283 | https://www.ncbi.nlm.nih.gov/pubmed/1695466 | https://www.ncbi.nlm.nih.gov/pubmed/6187191

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Synthesis and preliminary evaluation of (S)-[11C]-exaprolol, a novel beta-adrenoceptor ligand for PET.	2007-08-31	17961850
PET imaging of beta-adrenoceptors in human brain: a realistic goal or a mirage?	2004	15134573
Histamine liberation as a result of nonreceptor interaction.	1990-04	1695466
Aspects of the cardiovascular pharmacology of exaprolol.	1984-09	6149283
Evidence for intracellular histamine liberation in isolated rat mast cells.	1982-12	6187191
Basic ethers of cyclohexylphenols with beta-blocking activity: synthesis and pharmacological study of exaprolol.	1976-04	8056

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:50:10 GMT 2025` Edited by `admin` on `Wed Apr 02 07:50:10 GMT 2025`
Record UNII	Q4XX54I93R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EXAPROLOL

Official Name

English

(±)-1-(O-CYCLOHEXYLPHENOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL

Preferred Name

English

exaprolol [INN]

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