LEVISOPRENALINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C11H17NO3
Molecular Weight	211.2576
Optical Activity	( - )
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)NC[C@H](O)C1=CC(O)=C(O)C=C1

InChI

InChIKey=JWZZKOKVBUJMES-NSHDSACASA-N

InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8/h3-5,7,11-15H,6H2,1-2H3/t11-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C11H17NO3
Molecular Weight	211.2576
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30846304 | https://www.ncbi.nlm.nih.gov/pubmed/30135280 | https://www.ncbi.nlm.nih.gov/pubmed/10452785

Levisoprenaline (l-isoproterenol) is beta1- and beta2-adrenoreceptor agonist. In Japan, continuous inhalation of levisoprenaline is a recommended treatment for pediatric patients with acute severe exacerbation. Compared with salbutamol, l-isoproterenol reduced modified pulmonary index score more rapidly. But in most countries do not recommend continuous inhalation of l-isoproterenol to treat pediatric patients with acute severe exacerbation of asthma due to worsening asthma control. Levisoprenaline was used to cause experimental chronic heart failure in rats.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-1 adrenergic receptor 163 Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7562902	Agonist 2752		2.2 nM [EC50]
Beta-2 adrenergic receptor 209 Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7562902	Agonist 2752		3.0 nM [EC50]

PubMed

Title	Date	PubMed
Method for non-invasively recording electrocardiograms in conscious mice.	2001	11476671
beta-Adrenoceptor blocking activities of nipradilol and its optical isomers in pig coronary artery.	2001 Apr	11251639
The hyperpolarization-activated current If in ventricular myocytes of non-transgenic and beta2-adrenoceptor overexpressing mice.	2001 Aug	11534852
Autoantibodies against the beta1 adrenoceptor from patients with dilated cardiomyopathy prolong action potential duration and enhance contractility in isolated cardiomyocytes.	2001 Aug	11448139
Methanol solvent may cause increased apparent metabolic instability in in vitro assays.	2001 Feb	11159810
beta(1)-Adrenoceptors compensate for beta(3)-adrenoceptors in ileum from beta(3)-adrenoceptor knock-out mice.	2001 Jan	11159692
Identification and characterisation of beta-adrenoceptors on intact equine peripheral blood lymphocytes with the radioligand (-)-[125I]-iodocyanopindolol.	2001 Sep	11558744
Mouse beta 3a- and beta 3b-adrenoceptors expressed in Chinese hamster ovary cells display identical pharmacology but utilize distinct signalling pathways.	2002 Apr	11959793
Comparison of the affinity of beta-blockers for two states of the beta 1-adrenoceptor in ferret ventricular myocardium.	2002 Jan	11815381
Similarities and differences in the coupling of human beta1- and beta2-adrenoceptors to Gs(alpha) splice variants.	2002 Jul 1	12106601
(-)-Isoproterenol modulation of maxi-K(+) channel in nonpigmented ciliary epithelial cells through a G-protein gated pathway.	2002 Mar	12221524
Enzyme-linked immunosorbent assay development for the beta-adrenergic agonist zilpaterol.	2004 Apr 21	15080615
Molecular characterization of pharmacological properties and selectivity of SWR-0315NA for beta3-adrenoceptors.	2004 May	15133253
Binding of (-)-[3H]-CGP12177 at two sites in recombinant human beta 1-adrenoceptors and interaction with beta-blockers.	2004 May	15060759
Functional serotonin 5-HT4 receptors in porcine and human ventricular myocardium with increased 5-HT4 mRNA in heart failure.	2004 Sep	15365689
Development of a monoclonal antibody-based enzyme-linked immuosorbent assay for the beta-adrenergic agonist zilpaterol.	2005 May 4	15853359
Interaction between autoantibodies against the beta1-adrenoceptor and isoprenaline in enhancing L-type Ca2+ current in rat ventricular myocytes.	2006 Oct	16889792
Is the beta3-adrenoceptor (ADRB3) a potential target for uterorelaxant drugs?	2007 Jun 1	17570158
High concentrations of dexmedetomidine inhibit compound action potentials in frog sciatic nerves without alpha(2) adrenoceptor activation.	2010 Aug	20649570

Sample Use Guides

In Vivo Use Guide

10 μg/kg/h for 12 hours

Route of Administration: Respiratory

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:13:02 GMT 2025` Edited by `admin` on `Mon Mar 31 18:13:02 GMT 2025`
Record UNII	588N0603CT
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LEVISOPRENALINE

Official Name

English

(-)-(R)-.ALPHA.-(ISOPROPYLAMINOMETHYL)PROTOCATECHUYL ALCOHOL

Preferred Name

English

ISOPRENALINE, (R)-

Common Name

English

levisoprenaline [INN]

Common Name

English

ISOPROTERENOL L-FORM [MI]

Common Name

English

ISOPROTERENOL, L-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C319