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Details

Stereochemistry RACEMIC
Molecular Formula C15H23NO2
Molecular Weight 249.3486
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALPRENOLOL

SMILES

CC(C)NCC(O)COC1=CC=CC=C1CC=C

InChI

InChIKey=PAZJSJFMUHDSTF-UHFFFAOYSA-N
InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3

HIDE SMILES / InChI

Description

Alprenolol is a beta adrenoreceptor blocking agent and 5HT1A antagonist, developed by AstraZeneca and now available as generic drug. It is used for treatment of hypertension, angina pectoris due to coronary atherosclerosis and acute myocardial infarction.

CNS Activity

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Abstracts of papers presented at the 2007 pittsburgh conference.
2007
Effects of alcohols on CE enantioseparation of basic drugs with native gamma-CD as chiral selector.
2008 Aug
Enantiomeric separation by using nano-liquid chromatography with on-column focusing.
2008 Aug
Physicochemical interactions between drugs and superdisintegrants.
2008 Dec
In vitro cytotoxicity of eight beta-blockers in human corneal epithelial and retinal pigment epithelial cell lines: comparison with epidermal keratinocytes and dermal fibroblasts.
2008 Jun
Noradrenergic modulation in the olfactory bulb influences spontaneous and reward-motivated discrimination, but not the formation of habituation memory.
2008 Mar
Putrescine modulation of acute activation of the beta-adrenergic system in the left atrium of rat.
2008 Nov 19
Effects of a strongly adsorbed additive on process performance in chiral preparative chromatography.
2008 Nov 28
Simulation-based cheminformatic analysis of organelle-targeted molecules: lysosomotropic monobasic amines.
2008 Sep
Enantioselective determination of alprenolol in human plasma by liquid chromatography with tandem mass spectrometry using cellobiohydrolase chiral stationary phases.
2008 Sep 1
Beta-blockers alprenolol and carvedilol stimulate beta-arrestin-mediated EGFR transactivation.
2008 Sep 23
Patents

Sample Use Guides

In Vivo Use Guide
For treatment of hypertension and angina pectoris the initial dose of TENORMIN is 50 mg given as one tablet. If an optimal response is not achieved, the dosage should be increased to TENORMIN 100 mg given as one tablet a day. In patients with definite or suspected acute myocardial infarction, treatment with TENORMIN I.V. Injection should be initiated as soon as possible after the patient's arrival in the hospital and after eligibility is established. Such treatment should be initiated in a coronary care or similar unit immediately after the patient's hemodynamic condition has stabilized. Treatment should begin with the intravenous administration of 5 mg TENORMIN over 5 minutes followed by another 5 mg intravenous injection 10 minutes later.
Route of Administration: intravenous; oral
In Vitro Use Guide
Binding of alprenolol to beta adrenergic receptors was measured using [3H]CGP 12177 as a radioligand in the ranges of 0.71-3.14 nM, and whole CHO cells, expressing beta1, beta2 and beta3 adrenergic receptors. Alprenolol inhibits binding of log Kd of -7.95, -9.3 and -6.86 for beta1, 2 and 3 respectively.
Name Type Language
ALPRENOLOL
INN   MART.   MI   WHO-DD  
INN  
Official Name English
1-(O-ALLYLPHENOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL
Common Name English
ALPRENOLOL [MART.]
Common Name English
ALPRENOLOL [WHO-DD]
Common Name English
ALPRENOLOL [MI]
Common Name English
2-PROPANOL, 1-((1-METHYLETHYL)AMINO)-3-)2-(2-PROPENYL)PHENOXY)-
Common Name English
ALPRENOLOL [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QC07AA01
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
WHO-ATC C07AA01
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
Code System Code Type Description
MERCK INDEX
M1579
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY Merck Index
RXCUI
597
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY RxNorm
EPA CompTox
13655-52-2
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
DRUG BANK
DB00866
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
IUPHAR
563
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
INN
2461
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
CAS
13655-52-2
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
PUBCHEM
2119
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
WIKIPEDIA
ALPRENOLOL
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
EVMPD
SUB05371MIG
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
ChEMBL
CHEMBL266195
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
ECHA (EC/EINECS)
237-140-9
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
NCI_THESAURUS
C81653
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY
MESH
D000526
Created by admin on Tue Mar 06 10:28:05 UTC 2018 , Edited by admin on Tue Mar 06 10:28:05 UTC 2018
PRIMARY