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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
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
Pharmacological studies with tiprenolol and propranolol in man.
1973 Mar
Double blind cross-over study of the inotropic influence of Tiprenolol (DU21445) and propranolol in patients with ischaemic heart disease.
1973 Oct
Effects of tiprenolol, practolol and propranolol on experimental ventricular tachyarrhythmias.
1974 Jun
[Drug effects on blood pressure and heart rate in unanesthetized animals. (1). Effects of beta-blocking agents (author's transl)].
1977 May
Patents

Patents

Sample Use Guides

Single dose - 2 mg
Route of Administration: Intravenous
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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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