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=C(O)C(O)=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 158 Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7562902	Agonist 2678		2.2 nM [EC50]
Beta-2 adrenergic receptor 203 Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7562902	Agonist 2678		3.0 nM [EC50]

PubMed

Title	Date	PubMed
Method for non-invasively recording electrocardiograms in conscious mice.	2001	11476671
The hyperpolarization-activated current If in ventricular myocytes of non-transgenic and beta2-adrenoceptor overexpressing mice.	2001 Aug	11534852
(-)-Isoproterenol modulation of maxi-K(+) channel in nonpigmented ciliary epithelial cells through a G-protein gated pathway.	2002 Mar	12221524
Inotropic responses to human gene 2 (B29) relaxin in a rat model of myocardial infarction (MI): effect of pertussis toxin.	2002 Nov	12381685
Cardiostimulant and cardiodepressant effects through overexpressed human beta2-adrenoceptors in murine heart: regional differences and functional role of beta1-adrenoceptors.	2003 Apr	12690430
(-)-CGP 12177 increases contractile force and hastens relaxation of human myocardial preparations through a propranolol-resistant state of the beta 1-adrenoceptor.	2003 Jan	12616336
Enzyme-linked immunosorbent assay development for the beta-adrenergic agonist zilpaterol.	2004 Apr 21	15080615
Functional serotonin 5-HT4 receptors in porcine and human ventricular myocardium with increased 5-HT4 mRNA in heart failure.	2004 Sep	15365689
Role of NO in the systemic hemodynamic response to beta2-adrenoceptor stimulation.	2006 Aug	17369929
Pharmacological evaluation of plasma membrane beta-adrenoceptors in rat hearts using the tissue segment binding method.	2006 Aug 1	16725159
Multiple signalling pathways involved in beta2-adrenoceptor-mediated glucose uptake in rat skeletal muscle cells.	2006 Feb	16415914
Catecholamines relax detrusor through beta 2-adrenoceptors in mouse and beta 3-adrenoceptors in man.	2009 Jan	18820136
Phosphodiesterases do not limit beta1-adrenoceptor-mediated sinoatrial tachycardia: evidence with PDE3 and PDE4 in rabbits and PDE1-5 in rats.	2009 Nov	19693491
Receptor-mediated enhancement of beta adrenergic drug activity by ascorbate in vitro and in vivo.	2010 Dec 13	21179213
The laminin β1-competing peptide YIGSR induces a hypercontractile, hypoproliferative airway smooth muscle phenotype in an animal model of allergic asthma.	2010 Dec 3	21129174
Beta1-adrenoceptor polymorphism predicts flecainide action in patients with atrial fibrillation.	2010 Jul 2	20625396

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 `Fri Dec 15 15:54:49 GMT 2023` Edited by `admin` on `Fri Dec 15 15:54:49 GMT 2023`
Record UNII	588N0603CT
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LEVISOPRENALINE

Official Name

English

ISOPRENALINE, (R)-

Common Name

English

levisoprenaline [INN]

Common Name

English

ISOPROTERENOL L-FORM [MI]

Common Name

English

ISOPROTERENOL, L-

Common Name

English

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

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C319