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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H17NO3.ClH
Molecular Weight 247.719
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVISOPRENALINE HYDROCHLORIDE

SMILES

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

InChI

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

HIDE SMILES / InChI
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

Targets

Primary TargetPharmacologyConditionPotency
2.2 nM [EC50]
3.0 nM [EC50]
PubMed

PubMed

TitleDatePubMed
Method for non-invasively recording electrocardiograms in conscious mice.
2001
beta-Adrenoceptor blocking activities of nipradilol and its optical isomers in pig coronary artery.
2001 Apr
The hyperpolarization-activated current If in ventricular myocytes of non-transgenic and beta2-adrenoceptor overexpressing mice.
2001 Aug
Autoantibodies against the beta1 adrenoceptor from patients with dilated cardiomyopathy prolong action potential duration and enhance contractility in isolated cardiomyocytes.
2001 Aug
Methanol solvent may cause increased apparent metabolic instability in in vitro assays.
2001 Feb
beta(1)-Adrenoceptors compensate for beta(3)-adrenoceptors in ileum from beta(3)-adrenoceptor knock-out mice.
2001 Jan
Identification and characterisation of beta-adrenoceptors on intact equine peripheral blood lymphocytes with the radioligand (-)-[125I]-iodocyanopindolol.
2001 Sep
Mouse beta 3a- and beta 3b-adrenoceptors expressed in Chinese hamster ovary cells display identical pharmacology but utilize distinct signalling pathways.
2002 Apr
Comparison of the affinity of beta-blockers for two states of the beta 1-adrenoceptor in ferret ventricular myocardium.
2002 Jan
Similarities and differences in the coupling of human beta1- and beta2-adrenoceptors to Gs(alpha) splice variants.
2002 Jul 1
(-)-Isoproterenol modulation of maxi-K(+) channel in nonpigmented ciliary epithelial cells through a G-protein gated pathway.
2002 Mar
Inotropic responses to human gene 2 (B29) relaxin in a rat model of myocardial infarction (MI): effect of pertussis toxin.
2002 Nov
Sarcolemmal beta-adrenoceptors determined in rat ventricular heart biopsies with (-)-[3H]CGP-12177.
2002 Oct
Regulation of equine lymphocyte beta-adrenoceptors under the influence of clenbuterol and dexamethasone.
2002 Sep
Cardiostimulant and cardiodepressant effects through overexpressed human beta2-adrenoceptors in murine heart: regional differences and functional role of beta1-adrenoceptors.
2003 Apr
Enhanced beta2-adrenergic receptor (beta2AR) signaling by adeno-associated viral (AAV)-mediated gene transfer.
2003 Dec 4
(-)-CGP 12177 increases contractile force and hastens relaxation of human myocardial preparations through a propranolol-resistant state of the beta 1-adrenoceptor.
2003 Jan
Enzyme-linked immunosorbent assay development for the beta-adrenergic agonist zilpaterol.
2004 Apr 21
Pacemaker channels in mouse thalamocortical neurones are regulated by distinct pathways of cAMP synthesis.
2004 Jan 1
Binding of (-)-[3H]-CGP12177 at two sites in recombinant human beta 1-adrenoceptors and interaction with beta-blockers.
2004 May
Markedly reduced effects of (-)-isoprenaline but not of (-)-CGP12177 and unchanged affinity of beta-blockers at Gly389-beta1-adrenoceptors compared to Arg389-beta1-adrenoceptors.
2004 May
Aspartate138 is required for the high-affinity ligand binding site but not for the low-affinity binding site of the beta1-adrenoceptor.
2004 Sep
Effects of immunoglobulin G from patients with dilated cardiomyopathy on rat cardiomyocytes.
2005 Jun
Is the beta3-adrenoceptor (ADRB3) a potential target for uterorelaxant drugs?
2007 Jun 1
Mutagenesis of important amino acid reveals unconventional homologous internalization of beta(1)-adrenergic receptor.
2009 Aug 12
Analysis of full and partial agonists binding to beta2-adrenergic receptor suggests a role of transmembrane helix V in agonist-specific conformational changes.
2009 Jul-Aug
High concentrations of dexmedetomidine inhibit compound action potentials in frog sciatic nerves without alpha(2) adrenoceptor activation.
2010 Aug
Beta1-adrenergic receptor activation decreases ANP release via cAMP-Ca2+ signaling in perfused beating rabbit atria.
2010 Aug 14
Receptor-mediated enhancement of beta adrenergic drug activity by ascorbate in vitro and in vivo.
2010 Dec 13
The laminin β1-competing peptide YIGSR induces a hypercontractile, hypoproliferative airway smooth muscle phenotype in an animal model of allergic asthma.
2010 Dec 3

Sample Use Guides

10 μg/kg/h for 12 hours
Route of Administration: Respiratory
Name Type Language
LEVISOPRENALINE HYDROCHLORIDE
Common Name English
1,2-BENZENEDIOL, 4-(1-HYDROXY-2-((1-METHYLETHYL)AMINO)ETHYL)-, HYDROCHLORIDE, (R)-
Common Name English
1,2-BENZENEDIOL, 4-((1R)-1-HYDROXY-2-((1-METHYLETHYL)AMINO)ETHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
BENZYL ALCOHOL, 3,4-DIHYDROXY-.ALPHA.-((ISOPROPYLAMINO)METHYL)-, HYDROCHLORIDE, (-)-
Systematic Name English
(-)-ISOPROPYL ARTERENOL HYDROCHLORIDE
Common Name English
L-ISOPRENALINE HYDROCHLORIDE
JAN  
Common Name English
N-ISOPROPYLNORADRENALINE HYDROCHLORIDE
Common Name English
L-ISOPRENALINE HYDROCHLORIDE [JAN]
Common Name English
(R)-ISOPROTERENOL HYDROCHLORIDE
Common Name English
L-ISOPROTERENOL HYDROCHLORIDE
Common Name English
(R)-ISOPRENALINE HYDROCHLORIDE
Common Name English
ISOPROTERENOL L-FORM HYDROCHLORIDE [MI]
Common Name English
L-ISOPRENALINE CHLORIDE
Common Name English
(-)-ISOPROTERENOL HYDROCHLORIDE
Common Name English
(-)-ISOPRENALINE HYDROCHLORIDE
Common Name English
Code System Code Type Description
PUBCHEM
656783
Created by admin on Sat Dec 16 05:12:41 GMT 2023 , Edited by admin on Sat Dec 16 05:12:41 GMT 2023
PRIMARY
SMS_ID
100000138934
Created by admin on Sat Dec 16 05:12:41 GMT 2023 , Edited by admin on Sat Dec 16 05:12:41 GMT 2023
PRIMARY
MERCK INDEX
m6533
Created by admin on Sat Dec 16 05:12:41 GMT 2023 , Edited by admin on Sat Dec 16 05:12:41 GMT 2023
PRIMARY Merck Index
CAS
5984-95-2
Created by admin on Sat Dec 16 05:12:41 GMT 2023 , Edited by admin on Sat Dec 16 05:12:41 GMT 2023
PRIMARY
ChEMBL
CHEMBL434
Created by admin on Sat Dec 16 05:12:41 GMT 2023 , Edited by admin on Sat Dec 16 05:12:41 GMT 2023
PRIMARY
EVMPD
SUB79394
Created by admin on Sat Dec 16 05:12:41 GMT 2023 , Edited by admin on Sat Dec 16 05:12:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID4037243
Created by admin on Sat Dec 16 05:12:41 GMT 2023 , Edited by admin on Sat Dec 16 05:12:41 GMT 2023
PRIMARY
FDA UNII
6X46C92UF9
Created by admin on Sat Dec 16 05:12:41 GMT 2023 , Edited by admin on Sat Dec 16 05:12:41 GMT 2023
PRIMARY