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

Details

Stereochemistry RACEMIC
Molecular Formula C18H29NO4.ClH
Molecular Weight 359.888
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CICLOPROLOL HYDROCHLORIDE

SMILES

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

InChI

InChIKey=IFQJSQQPCCLGLZ-UHFFFAOYSA-N
InChI=1S/C18H29NO4.ClH/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;1H

HIDE SMILES / InChI

Molecular Formula C18H29NO4
Molecular Weight 323.4272
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

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:42:04 GMT 2023
Edited
by admin
on Fri Dec 15 17:42:04 GMT 2023
Record UNII
T355YD4791
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CICLOPROLOL HYDROCHLORIDE
USAN  
USAN  
Official Name English
CICLOPROLOL HCL
Common Name English
SL 75 177-10
Code English
SL-75-177-10
Code English
2-PROPANOL, 1-(4-(2-(CYCLOPROPYLMETHOXY)ETHOXY)PHENOXY)-3-((1-METHYLETHYL)AMINO)-, HYDROCHLORIDE, (±)-
Systematic Name English
(±)-1-(P-(2-(CYCLOPROPYLMETHOXY)ETHOXY)PHENOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL HYDROCHLORIDE
Common Name English
CICLOPROLOL HYDROCHLORIDE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID20979981
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
PRIMARY
MESH
C053708
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110772
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
PRIMARY
PUBCHEM
167446
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
PRIMARY
NCI_THESAURUS
C90795
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
PRIMARY
CAS
63686-79-3
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
PRIMARY
FDA UNII
T355YD4791
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
PRIMARY
USAN
W-57
Created by admin on Fri Dec 15 17:42:04 GMT 2023 , Edited by admin on Fri Dec 15 17:42:04 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY