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Details

Stereochemistry RACEMIC
Molecular Formula C13H21NO2S
Molecular Weight 255.376
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIPRENOLOL

SMILES

CSC1=C(OCC(O)CNC(C)C)C=CC=C1

InChI

InChIKey=CSUNLSYSEQIDMO-UHFFFAOYSA-N
InChI=1S/C13H21NO2S/c1-10(2)14-8-11(15)9-16-12-6-4-5-7-13(12)17-3/h4-7,10-11,14-15H,8-9H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C13H21NO2S
Molecular Weight 255.376
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Tiprenolol (DU21445) has been shown by both in vitro and in vivo animal experiments, to possess strong beta-adrenergic blocking but a relatively less strong negative inotropic activity. The same report also demonstrated by its inhibiting influence on spontaneous mobility of rat uterus, an intrinsic beta-sympathomimetic activity. Tiprenolol reveals effects similar to propranolol. Tiprenolol was shown to have significantly less heart rate slowing effect at rest than propranolol. However, all other measurements failed to show any difference of statistical significance between the two drugs with respect to any negative inotropic or beta‐blocking activity. The administration of tiprenolol or propranolol depressed the arterial pressure and caused the deaths of some dogs in which a coronary artery had been ligated.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of new beta-blocking agent (DL-tiprenolol) on conduction within normal and anomalous atrioventricular pathways in Wolff-Parkinson-White syndrome.
1972 Dec
Patents

Patents

Sample Use Guides

Single dose - 2 mg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:53:44 GMT 2023
Edited
by admin
on Fri Dec 15 18:53:44 GMT 2023
Record UNII
R86K1U4O7J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIPRENOLOL
INN  
INN  
Official Name English
PROPANOL, 1-((1-METHYLETHYL)AMINO)-3-(2-(METHYLTHIO)PHENOXY)-, (±)-
Systematic Name English
(±)-1-(ISOPROPYLAMINO)-3-(O-(METHYLTHIO)PHENOXY)-2-PROPANOL
Common Name English
tiprenolol [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
Code System Code Type Description
PUBCHEM
38353
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID701043268
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
MESH
C021339
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
CAS
26481-51-6
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111163
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
NCI_THESAURUS
C152651
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
INN
2843
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
WIKIPEDIA
Tiprenolol
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
EVMPD
SUB11106MIG
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
FDA UNII
R86K1U4O7J
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
SMS_ID
100000077261
Created by admin on Fri Dec 15 18:53:44 GMT 2023 , Edited by admin on Fri Dec 15 18:53:44 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY