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
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
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 |
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 |
---|---|---|---|
Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7562902 |
2.2 nM [EC50] | ||
Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7562902 |
3.0 nM [EC50] |
PubMed
Title | Date | PubMed |
---|---|---|
Method for non-invasively recording electrocardiograms in conscious mice. | 2001 |
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beta-Adrenoceptor blocking activities of nipradilol and its optical isomers in pig coronary artery. | 2001 Apr |
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The hyperpolarization-activated current If in ventricular myocytes of non-transgenic and beta2-adrenoceptor overexpressing mice. | 2001 Aug |
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Autoantibodies against the beta1 adrenoceptor from patients with dilated cardiomyopathy prolong action potential duration and enhance contractility in isolated cardiomyocytes. | 2001 Aug |
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Methanol solvent may cause increased apparent metabolic instability in in vitro assays. | 2001 Feb |
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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 |
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Mouse beta 3a- and beta 3b-adrenoceptors expressed in Chinese hamster ovary cells display identical pharmacology but utilize distinct signalling pathways. | 2002 Apr |
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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 |
|
Characterization of beta 3-adrenoceptor-mediated relaxation in rat abdominal aorta smooth muscle. | 2003 Dec 15 |
|
Enhanced beta2-adrenergic receptor (beta2AR) signaling by adeno-associated viral (AAV)-mediated gene transfer. | 2003 Dec 4 |
|
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 |
|
Expression of functional beta2-adrenergic receptors in the lung epithelial cell lines 16HBE14o(-), Calu-3 and A549. | 2004 May 3 |
|
Possible role of dexamethasone in sensitizing the beta-2-adrenergic receptor system in vivo in calves during concomitant treatment with clenbuterol. | 2004 Nov |
|
Functional serotonin 5-HT4 receptors in porcine and human ventricular myocardium with increased 5-HT4 mRNA in heart failure. | 2004 Sep |
|
Aspartate138 is required for the high-affinity ligand binding site but not for the low-affinity binding site of the beta1-adrenoceptor. | 2004 Sep |
|
Development of a monoclonal antibody-based enzyme-linked immuosorbent assay for the beta-adrenergic agonist zilpaterol. | 2005 May 4 |
|
Neonatal murine heart slices. A robust model to study ventricular isometric contractions. | 2007 |
|
The function of alpha- and beta-adrenoceptors of the saphenous artery in caveolin-1 knockout and wild-type mice. | 2007 Feb |
|
Is the beta3-adrenoceptor (ADRB3) a potential target for uterorelaxant drugs? | 2007 Jun 1 |
|
Phosphodiesterases PDE3 and PDE4 jointly control the inotropic effects but not chronotropic effects of (-)-CGP12177 despite PDE4-evoked sinoatrial bradycardia in rat atrium. | 2009 Apr |
|
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 |
|
Phosphodiesterases do not limit beta1-adrenoceptor-mediated sinoatrial tachycardia: evidence with PDE3 and PDE4 in rabbits and PDE1-5 in rats. | 2009 Nov |
|
Beta1-adrenergic receptor activation decreases ANP release via cAMP-Ca2+ signaling in perfused beating rabbit atria. | 2010 Aug 14 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30846304
10 μg/kg/h for 12 hours
Route of Administration:
Respiratory
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:54:49 UTC 2023
by
admin
on
Fri Dec 15 15:54:49 UTC 2023
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Record UNII |
588N0603CT
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Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C319
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NCI_THESAURUS |
C48149
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SUB08460MIG
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51-31-0
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100000082804
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C74197
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864
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2388
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443372
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6257
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588N0603CT
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CHEMBL460574
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DTXSID2043878
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m6533
Created by
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PRIMARY | Merck Index |
Related Record | Type | Details | ||
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TARGET -> AGONIST |
Mouse receptor value
Ki
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TARGET -> AGONIST |
Kact cAMP effects in CHO cells expressing human beta-2 receptor.
EC50
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METABOLIC ENZYME -> SUBSTRATE |
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TARGET -> AGONIST |
Kact cAMP effects Kact cAMP effects in CHO cells expressing human beta-1 receptor.
EC50
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SALT/SOLVATE -> PARENT |
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TARGET -> AGONIST |
Ki
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TARGET -> AGONIST |
EC50
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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