LEVISOPRENALINE HYDROCHLORIDE

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

Structure Search

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

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Identification and characterisation of beta-adrenoceptors on intact equine peripheral blood lymphocytes with the radioligand (-)-[125I]-iodocyanopindolol.	2001 Sep	11558744
Comparison of the affinity of beta-blockers for two states of the beta 1-adrenoceptor in ferret ventricular myocardium.	2002 Jan	11815381
Agonist binding and activation of the rat beta(1)-adrenergic receptor: role of Trp(134(3.28)), Ser(190(4.57)) and Tyr(356(7.43)).	2004 Aug 15	15276075
Molecular characterization of pharmacological properties and selectivity of SWR-0315NA for beta3-adrenoceptors.	2004 May	15133253
Expression of functional beta2-adrenergic receptors in the lung epithelial cell lines 16HBE14o(-), Calu-3 and A549.	2004 May 3	15110997
Possible role of dexamethasone in sensitizing the beta-2-adrenergic receptor system in vivo in calves during concomitant treatment with clenbuterol.	2004 Nov	15452369
Multiple signalling pathways involved in beta2-adrenoceptor-mediated glucose uptake in rat skeletal muscle cells.	2006 Feb	16415914
Mutagenesis of important amino acid reveals unconventional homologous internalization of beta(1)-adrenergic receptor.	2009 Aug 12	19580817
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	19353579
Cigarette smoke and lipopolysaccharide induce a proliferative airway smooth muscle phenotype.	2010 Apr 29	20429916
High concentrations of dexmedetomidine inhibit compound action potentials in frog sciatic nerves without alpha(2) adrenoceptor activation.	2010 Aug	20649570
Beta1-adrenergic receptor activation decreases ANP release via cAMP-Ca2+ signaling in perfused beating rabbit atria.	2010 Aug 14	20609369
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 `Sat Dec 16 05:12:40 GMT 2023` Edited by `admin` on `Sat Dec 16 05:12:40 GMT 2023`
Record UNII	6X46C92UF9
Record Status	`Validated (UNII)`
Record Version

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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

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