Levosalbutamol

drug
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Also known as Albuterol (r)-formASF-1096LevalbuterolR-salbutamolSID11111805SID11111806SID11112645SID11113612R-(-)salbutamolLevalbuterol hydrochloride

Summary

Levosalbutamol (CHEMBL1002) is an approved small molecule targeting ADRB1; indicated across 2 conditions including chronic obstructive pulmonary disease and asthma.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • Targets: 1 (ADRB1)
  • Indications: 2 conditions
  • Clinical trials: 19
  • Chemistry: 239.31 Da · C13H21NO3

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1002
NameLevosalbutamol
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID123600
ChEBICHEBI:8746
Molecular formulaC13H21NO3
Molecular weight239.31
InChIKeyNDAUXUAQIAJITI-LBPRGKRZSA-N

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

IUPAC name: 4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol

Also known as: Albuterol (r)-form, ASF-1096, Levalbuterol, Levosalbutamol, R-salbutamol, SID11111805, SID11111806, SID11112645, SID11113612, R-(-)salbutamol, LEVOSALBUTAMOL, Levalbuterol hydrochloride

Parent form; salt/anhydrous children: CHEMBL1201061, CHEMBL3989589, CHEMBL3989693

Patent coverage: 7,464 distinct patent families (27,028 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 26,790 (99%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

GeneTargetActionpAffinityCancer dependencyUniProt
ADRB1β1-adrenoceptorPartial agonist4.70%P08588

Broader ChEMBL bioactivity targets: 6 (assay-derived). Sample: Thyrotropin receptor, Beta-2 adrenergic receptor, Cytochrome P450 2D6, Nuclear factor NF-kappa-B p105 subunit, Cytochrome P450 1A2, Hypoxia-inducible factor 1-alpha.

Bioactivity

ChEMBL activities: 28 potent at pChembl ≥ 5 of 29 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
HIF1A8.49Potency3.2nMCHEMBL_ACT_4129681
HIF1A8.49Potency3.2nMCHEMBL_ACT_4518717
HIF1A8.1Potency7.9nMCHEMBL_ACT_4131708
HIF1A8.1Potency7.9nMCHEMBL_ACT_4519231
TSHR6.9Potency125.9nMCHEMBL_ACT_3911195
ADRB26.84EC50145nMCHEMBL_ACT_7995363
ADRB26.84EC50144.5nMCHEMBL_ACT_7995388
ADRB26.56EC50275nMCHEMBL_ACT_7995371
ADRB26.56EC50275.4nMCHEMBL_ACT_7995394
ADRB26.34EC50457nMCHEMBL_ACT_7995373
ADRB26.34EC50457.1nMCHEMBL_ACT_7995396
TSHR6.3Potency501.2nMCHEMBL_ACT_3912697
TSHR6.3Potency501.2nMCHEMBL_ACT_4723059
TSHR6Potency1000nMCHEMBL_ACT_3924090
HIF1A6Potency1000nMCHEMBL_ACT_4132762
HIF1A6Potency1000nMCHEMBL_ACT_4519531
TSHR6Potency1000nMCHEMBL_ACT_4698749
TSHR5.9Potency1259nMCHEMBL_ACT_3918877
TSHR5.9Potency1259nMCHEMBL_ACT_4616807
CYP2D65.9Potency1259nMCHEMBL_ACT_4965694
ADRB25.42Ki3802nMCHEMBL_ACT_7995370
ADRB25.42Ki3802nMCHEMBL_ACT_7995393
ADRB25.33Ki4677nMCHEMBL_ACT_7995372
ADRB25.33Ki4677nMCHEMBL_ACT_7995395
ADRB25.25Ki5623nMCHEMBL_ACT_7995359
ADRB25.25Ki5623nMCHEMBL_ACT_7995384
NFKB15.2Potency6310nMCHEMBL_ACT_3671877
NFKB15.2Potency6310nMCHEMBL_ACT_4589025

Target pathways

Aggregated over 1 target gene(s): ADRB1.

Top Reactome pathways

8 total, by targets touching each:

PathwayTargetsGenes
Signal Transduction1ADRB1
Signaling by GPCR1ADRB1
Class A/1 (Rhodopsin-like receptors)1ADRB1
Amine ligand-binding receptors1ADRB1
GPCR downstream signalling1ADRB1
Adrenoceptors1ADRB1
G alpha (s) signalling events1ADRB1
GPCR ligand binding1ADRB1

Dominant GO biological processes

GO termTargets
positive regulation of heart rate by epinephrine-norepinephrine1
positive regulation of the force of heart contraction by epinephrine-norepinephrine1
diet induced thermogenesis1
norepinephrine-epinephrine-mediated vasodilation involved in regulation of systemic arterial blood pressure1
adenylate cyclase-activating G protein-coupled receptor signaling pathway1
response to cold1
positive regulation of cardiac muscle cell apoptotic process1
heat generation1
negative regulation of multicellular organism growth1
fear response1
positive regulation of MAPK cascade1
regulation of circadian sleep/wake cycle, sleep1
brown fat cell differentiation1
adenylate cyclase-activating adrenergic receptor signaling pathway1
positive regulation of cold-induced thermogenesis1

Indications & clinical

Indications

2 indications (0 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
chronic obstructive pulmonary disease3MONDO:0005002EFO:0000341
asthma3MONDO:0004979MONDO:0004979

Clinical trials

Total trials: 19.

Phase distribution

PhaseTrials
PHASE37
PHASE46
PHASE24
Not specified2

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00819637PHASE4TERMINATEDA Pilot Study to Determine the Most Effective Dose of Arformoterol for Treating Acute Asthmatic Patients
NCT00830882PHASE4WITHDRAWNPeak Bronchoprotection Conferred by Levosalbutamol and Racemic Salbutamol
NCT00831376PHASE4COMPLETEDTrough Bronchoprotection Conferred by Levosalbutamol and Racemic Salbutamol
NCT01151579PHASE4COMPLETEDEffect of Nebulized Bronchodilators on Heart Rate
NCT02170532PHASE4COMPLETEDAerosolized Beta-Agonist Isomers in Asthma
NCT05173584PHASE4UNKNOWNLevalbuterol Compared to Albuterol Regarding Cardiac Side Effects and Potassium Lowering Effects.
NCT00073840PHASE3COMPLETEDStudy of Levalbuterol, Racemic Albuterol and Placebo in Subjects Twelve Years of Age and Older With Asthma
NCT00667407PHASE3COMPLETEDEfficacy and Safety of Levalbuterol Versus Racemic Albuterol in Asthma
NCT00685126PHASE3COMPLETEDStudy of Levalbuterol and Racemic Albuterol in Pediatric Subjects With Reactive Airways Disease (RAD)
NCT00809757PHASE3COMPLETEDA Safety, Efficacy and Tolerability Study in Pediatric Subjects With Asthma
NCT02414854PHASE3COMPLETEDEvaluation of Dupilumab in Patients With Persistent Asthma (Liberty Asthma Quest)
NCT02528214PHASE3COMPLETEDEvaluation of Dupilumab in Patients With Severe Steroid Dependent Asthma
NCT04446637PHASE3WITHDRAWNAcute Bronchodilator Effects of Ipratropium/Levosalbutamol 20/50 mcg Fixed Dose Combination vs Salbutamol 100 mcg Inhaler Plus Ipratropium 20 mcg Inhalation Aerosol Free Combination in Patients With Stable COPD
NCT00583947PHASE2COMPLETEDA Safety and Tolerability Study of Arformoterol Tartrate Inhalation Solution in Pediatric Subjects
NCT01312961PHASE2COMPLETEDEfficacy, Safety, and Tolerability of Dupilumab in Patients With Persistent Moderate to Severe Eosinophilic Asthma
NCT01656811PHASE2COMPLETEDA Study of Daily Dosing With Levalbuterol, Racemic Albuterol, and Placebo in Pediatric Subjects With Asthma
NCT01854047PHASE2COMPLETEDAn Evaluation of Dupilumab in Patients With Moderate to Severe Uncontrolled Asthma
NCT01833026Not specifiedCOMPLETEDCOPD Assessment and Management Bundle Versus Usual Care
NCT02802111Not specifiedCOMPLETEDChange in Oxygen Consumption Following Inhalation Beta Agonists in Healthy Adults

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

180 molecules share ≥1 primary target. Top 60 by shared-target count:

MoleculeSourceStatusShared targets
OLODATEROLChEMBL + PubChemPhase 4 (approved)ADRB1
TAMSULOSINChEMBL + PubChemPhase 4 (approved)ADRB1
ACEBUTOLOLChEMBLPhase 4 (approved)ADRB1
ALBUTEROLChEMBLPhase 4 (approved)ADRB1
AMIODARONEChEMBLPhase 4 (approved)ADRB1
AMITRIPTYLINEChEMBLPhase 4 (approved)ADRB1
ARFORMOTEROLChEMBLPhase 4 (approved)ADRB1
ARIPIPRAZOLEChEMBLPhase 4 (approved)ADRB1
ASTEMIZOLEChEMBLPhase 4 (approved)ADRB1
ATENOLOLChEMBLPhase 4 (approved)ADRB1
AZELASTINEChEMBLPhase 4 (approved)ADRB1
BENFLUOREXChEMBLPhase 4 (approved)ADRB1
BENPERIDOLChEMBLPhase 4 (approved)ADRB1
BENZBROMARONEChEMBLPhase 4 (approved)ADRB1
BEPRIDILChEMBLPhase 4 (approved)ADRB1
BETAXOLOLChEMBLPhase 4 (approved)ADRB1
BISOPROLOLChEMBLPhase 4 (approved)ADRB1
BREXPIPRAZOLEChEMBLPhase 4 (approved)ADRB1
BROMOCRIPTINEChEMBLPhase 4 (approved)ADRB1
CANDESARTAN CILEXETILChEMBLPhase 4 (approved)ADRB1
CARIPRAZINEChEMBLPhase 4 (approved)ADRB1
CARTEOLOLChEMBLPhase 4 (approved)ADRB1
CARVEDILOLChEMBLPhase 4 (approved)ADRB1
CELIPROLOLChEMBLPhase 4 (approved)ADRB1
CHLORHEXIDINEChEMBLPhase 4 (approved)ADRB1
CHLORPROTHIXENEChEMBLPhase 4 (approved)ADRB1
CINACALCETChEMBLPhase 4 (approved)ADRB1
CLEMASTINEChEMBLPhase 4 (approved)ADRB1
CLOMIPRAMINEChEMBLPhase 4 (approved)ADRB1
CLOTRIMAZOLEChEMBLPhase 4 (approved)ADRB1
CODEINEChEMBLPhase 4 (approved)ADRB1
DARIFENACINChEMBLPhase 4 (approved)ADRB1
DAUNORUBICINChEMBLPhase 4 (approved)ADRB1
DECITABINEChEMBLPhase 4 (approved)ADRB1
DIETHYLSTILBESTROLChEMBLPhase 4 (approved)ADRB1
DOBUTAMINEChEMBLPhase 4 (approved)ADRB1
DOMPERIDONEChEMBLPhase 4 (approved)ADRB1
DULOXETINEChEMBLPhase 4 (approved)ADRB1
EBASTINEChEMBLPhase 4 (approved)ADRB1
ECONAZOLEChEMBLPhase 4 (approved)ADRB1
EFAVIRENZChEMBLPhase 4 (approved)ADRB1
EPALRESTATChEMBLPhase 4 (approved)ADRB1
EPINEPHRINEChEMBLPhase 4 (approved)ADRB1
ERGOTAMINEChEMBLPhase 4 (approved)ADRB1
ESMOLOLChEMBLPhase 4 (approved)ADRB1
FENOTEROLChEMBLPhase 4 (approved)ADRB1
FLUSPIRILENEChEMBLPhase 4 (approved)ADRB1
FORMOTEROLChEMBLPhase 4 (approved)ADRB1
INDACATEROLChEMBLPhase 4 (approved)ADRB1
INDOCYANINE GREEN ACID FORMChEMBLPhase 4 (approved)ADRB1
ISOCONAZOLEChEMBLPhase 4 (approved)ADRB1
ISOPROTERENOLChEMBLPhase 4 (approved)ADRB1
LABETALOLChEMBLPhase 4 (approved)ADRB1
LASOFOXIFENEChEMBLPhase 4 (approved)ADRB1
LEVOBUNOLOLChEMBLPhase 4 (approved)ADRB1
LORCASERINChEMBLPhase 4 (approved)ADRB1
METARAMINOLChEMBLPhase 4 (approved)ADRB1
METHYLERGONOVINEChEMBLPhase 4 (approved)ADRB1
METOPROLOLChEMBLPhase 4 (approved)ADRB1
MICONAZOLEChEMBLPhase 4 (approved)ADRB1