U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C18H29NO4
Molecular Weight 323.4272
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CICLOPROLOL

SMILES

CC(C)NCC(O)COC1=CC=C(OCCOCC2CC2)C=C1

InChI

InChIKey=JNDJPKHYZWRRIS-UHFFFAOYSA-N
InChI=1S/C18H29NO4/c1-14(2)19-11-16(20)13-23-18-7-5-17(6-8-18)22-10-9-21-12-15-3-4-15/h5-8,14-16,19-20H,3-4,9-13H2,1-2H3

HIDE SMILES / InChI
Cicloprolol is a beta-adrenoceptor antagonist patented by French pharmaceutical company Synthelabo S. A. for treatment of heart disorders. Cicloprolol has a weak beta-agonistic effect at normal levels of adrenergic discharge and acts as an antagonist at high levels of discharge. In clinical trials, Cicloprolol did not affect resting heart rate and blood pressure, but it reduced significantly peak exercise heart rate and peak rate-pressure product. The effect was especially significant in patients with sinus rhythm. The drug did not induce bradycardia or arrhyth- mias. Resting and exercise ejection rate were not affected. Cicloprolol improved the quality of life and the work capacity of 40% of patients with congestive failure due to ischemic etiology. Side effects were few and similar to placebo and cicloprolol.

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparative analysis of beta-1 adrenoceptor agonist and antagonist potency and selectivity of cicloprolol, xamoterol and pindolol.
1987 Sep
LK 204-545, a highly selective beta1-adrenoceptor antagonist at human beta-adrenoceptors.
1999 Feb 19
Patents

Patents

Sample Use Guides

100 mg/day for 2 weeks
Route of Administration: Oral
Name Type Language
CICLOPROLOL
INN   MART.  
INN  
Official Name English
CICLOPROLOL [MART.]
Common Name English
2-PROPANOL, 1-(4-(2-(CYCLOPROPYLMETHOXY)ETHOXY)PHENOXY)-3-((1-METHYLETHYL)AMINO)-, (±)-
Systematic Name English
cicloprolol [INN]
Common Name English
(±)-1-(P-(2-(CYCLOPROPYLMETHOXY)ETHOXY)PHENOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
Code System Code Type Description
DRUG CENTRAL
637
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
NCI_THESAURUS
C79559
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110772
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
INN
5250
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
CAS
63659-12-1
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
SMS_ID
100000081285
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
EVMPD
SUB06248MIG
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
MESH
C053708
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
FDA UNII
1K2ACH4U3R
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
PUBCHEM
146294
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY
WIKIPEDIA
Cicloprolol
Created by admin on Fri Dec 15 16:12:43 GMT 2023 , Edited by admin on Fri Dec 15 16:12:43 GMT 2023
PRIMARY