Olodaterol

drug
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Also known as BI 1744BI-1744Striverdi respimat

Summary

Olodaterol (CHEMBL605846) is an approved small-molecule β-adrenergic agonist (ATC R03AC19) targeting ADRB2; indicated across 4 conditions including obstructive lung disease and chronic obstructive pulmonary disease.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: R03AC19
  • Targets: 1 (ADRB2)
  • Indications: 4 conditions
  • Clinical trials: 47
  • Chemistry: 386.4 Da · C21H26N2O5

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL605846
NameOlodaterol
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID11504295
ChEBICHEBI:82700
ATCR03AC19
Molecular formulaC21H26N2O5
Molecular weight386.4
InChIKeyCOUYJEVMBVSIHV-SFHVURJKSA-N

SMILES: CC(C)(CC1=CC=C(C=C1)OC)NC[C@@H](C2=C3C(=CC(=C2)O)NC(=O)CO3)O

IUPAC name: 6-hydroxy-8-[(1R)-1-hydroxy-2-[[1-(4-methoxyphenyl)-2-methylpropan-2-yl]amino]ethyl]-4H-1,4-benzoxazin-3-one

ChEBI definition: A member of the class of benzoxazine that is 6-hydroxy-1,4-benzoxazin-3-one in which the hydrogen at position 4 is replaced by a (1R)-1-hydroxy-2-{[1-(4-methoxyphenyl)-2-methylpropan-2-yl]amino}ethyl group. Used (as its hydrochloride salt) for long-term treatment of airflow obstruction in patients with chronic obstructive pulmonary disease including chronic bronchitis and/or emphysema.

Pharmacological roles (ChEBI): β-adrenergic agonist, bronchodilator agent.

Also known as: BI 1744, BI-1744, Olodaterol, Striverdi respimat, OLODATEROL, olodaterol

Parent form; salt/anhydrous children: CHEMBL2105743

Patent coverage: 553 distinct patent families (1,404 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 1,297 (92%) 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
ADRB2β2-adrenoceptorAgonist100.4%P07550

Broader ChEMBL bioactivity targets: 14 (assay-derived). Sample: 5-hydroxytryptamine receptor 2B, Alpha-2A adrenergic receptor, Beta-2 adrenergic receptor, Muscarinic acetylcholine receptor M2, Beta-1 adrenergic receptor, 5-hydroxytryptamine receptor 1A, 5-hydroxytryptamine receptor 2A, Sodium-dependent serotonin transporter, Alpha-1A adrenergic receptor, Prostaglandin G/H synthase 2, Sodium-dependent dopamine transporter, Voltage-gated inwardly rectifying potassium channel KCNH2, 3’,5’-cyclic-AMP phosphodiesterase 4D, Prostaglandin G/H synthase 1.

Bioactivity

ChEMBL activities: 13 potent at pChembl ≥ 5 of 19 total. Top 100 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
ADRB210.7EC500.02nMCHEMBL_ACT_23194861
ADRB210.26EC500.05nMCHEMBL_ACT_25928968
ADRB210.06EC500.09nMCHEMBL_ACT_23306536
ADRB28.77AC501.7nMCHEMBL_ACT_25233584
ADRB17.47EC5033.88nMCHEMBL_ACT_25929012
ADRA1A7.26AC5055nMCHEMBL_ACT_25218071
SLC6A47.22AC5060.8nMCHEMBL_ACT_25150335
ADRB16.91EC50123nMCHEMBL_ACT_23306497
ADRB16.24AC50580nMCHEMBL_ACT_25121776
CHRM25.29AC505100nMCHEMBL_ACT_25213741
KCNH25.2AC506300nMCHEMBL_ACT_25117866
HTR2B5.18AC506648nMCHEMBL_ACT_25227524
ADRA2A5AC5010000nMCHEMBL_ACT_25219895

Target pathways

Aggregated over 1 target gene(s): ADRB2.

Top Reactome pathways

16 total, by targets touching each:

PathwayTargetsGenes
Signal Transduction1ADRB2
Membrane Trafficking1ADRB2
Signaling by GPCR1ADRB2
Class A/1 (Rhodopsin-like receptors)1ADRB2
Amine ligand-binding receptors1ADRB2
GPCR downstream signalling1ADRB2
Adrenoceptors1ADRB2
Metabolism of proteins1ADRB2
G alpha (s) signalling events1ADRB2
GPCR ligand binding1ADRB2
Vesicle-mediated transport1ADRB2
Deubiquitination1ADRB2
Ub-specific processing proteases1ADRB2
Post-translational protein modification1ADRB2
Cargo recognition for clathrin-mediated endocytosis1ADRB2
Clathrin-mediated endocytosis1ADRB2

Dominant GO biological processes

GO termTargets
diet induced thermogenesis1
norepinephrine-epinephrine-mediated vasodilation involved in regulation of systemic arterial blood pressure1
regulation of sodium ion transport1
transcription by RNA polymerase II1
receptor-mediated endocytosis1
smooth muscle contraction1
cell surface receptor signaling pathway1
adenylate cyclase-modulating G protein-coupled receptor signaling pathway1
endosome to lysosome transport1
response to cold1
positive regulation of cardiac muscle cell apoptotic process1
negative regulation of cardiac muscle cell apoptotic process1
positive regulation of bone mineralization1
heat generation1
negative regulation of multicellular organism growth1

Indications & clinical

Indications

1 approved indication. FDA phase 4, plus an anticancer drug’s labelled cancer uses (which ChEMBL often logs at phase 3).

IndicationPhaseMONDOEFO
obstructive lung disease4MONDO:0002267HP:0006536

3 diseases in clinical trials (phase 1–3, investigational — not approved indications). Highest ChEMBL trial phase per disease; a non-cancer approved use is occasionally logged at phase 3 here.

Disease (in trials)PhaseMONDOEFO
chronic obstructive pulmonary disease3MONDO:0005002EFO:0000341
asthma2MONDO:0004979MONDO:0004979
liver disorder1MONDO:0005154EFO:0001421

Clinical trials

Total trials: 47.

Phase distribution

PhaseTrials
PHASE320
Not specified11
PHASE48
PHASE15
PHASE23

Top trials by phase / activity

NCTPhaseStatusTitle
NCT02682862PHASE4COMPLETEDUltra-long Acting Bronchodilator Therapy in Smoking Asthmatics
NCT02683109PHASE4COMPLETEDFixed Dose Combination Versus Free Combination of Tiotropium and Olodaterol in COPD
NCT02853123PHASE4COMPLETEDEffect of Tiotropium + Olodaterol on Breathlessness in COPD Patients
NCT03055988PHASE4COMPLETEDCardiovascular Function in COPD Patients
NCT03152149PHASE4COMPLETEDINvestigating COPD Outcomes, Genomics and Neutrophilic Inflammation With Tiotropium and Olodaterol
NCT03240575PHASE4COMPLETEDThe ENERGITO® 2 Study Compares 2 Inhaled Medicines for Chronic Obstructive Pulmonary Disease (COPD). One Medicine is a Combination of Tiotropium and Olodaterol (Stiolto®) Taken Using the Respimat® Inhaler and the Other Medicine is a Combination of Fluticasone and Salmeterol Taken Using the Diskus
NCT03425617PHASE4COMPLETEDEffects of Dual Bronchodilator Treatment on Cardiopulmonary Interactions in COPD
NCT04223843PHASE4COMPLETEDA Study to Test the Combination of Tiotropium and Olodaterol Using the Respimat® Inhaler in People With Chronic Obstructive Pulmonary Disease (COPD) Who Have Different Abilities to Inhale
NCT00782210PHASE3COMPLETED12 / 48 Week Pivotal PFT vs PBO in COPD I
NCT00931385PHASE3COMPLETEDCharacterization of 24 Hour Spirometry Profiles of Inhaled BI 1744 CL and Inhaled Foradil in Patients With Chronic Obstructive Pulmonary Disease
NCT01040689PHASE3COMPLETEDCharacterization of 24 Hour Spirometry Profiles of Inhaled BI 1744 CL and Inhaled Tiotropium Bromide in Patients With Chronic Obstructive Pulmonary Disease
NCT01040728PHASE3COMPLETEDA Randomized, Double-Blind, 4-way Crossover Study to Evaluate the Efficacy of of 24 Hour Spirometry Profiles of Inhaled BI 1744 CL and Inhaled Tiotropium Bromide in Patients With Chronic Obstructive Pulmonary Disease
NCT01040793PHASE3COMPLETEDEffect of Treatment BI 1744 CL (5 and 10 mcg) Versus Placebo on Exercise Endurance Time During Constant Work Rate Cycle Ergometry II
NCT01431274PHASE3COMPLETEDTiotropium+Olodaterol Fixed Dose Combination (FDC) Versus Tiotropium and Olodaterol in Chronic Obstructive Pulmonary Disease (COPD)
NCT01431287PHASE3COMPLETEDTiotropium +Olodaterol Fixed Dose Combination (FDC) Versus Tiotropium and Olodaterol in Chronic Obstructive Pulmonary Disease (COPD)
NCT01525615PHASE3COMPLETEDA Study to Determine the Effect of Tiotropium + Olodaterol Fixed Dose Combination on Exercise Endurance Time During Constant Work Rate Cycle Ergometry Test in COPD
NCT01533922PHASE3COMPLETEDEffect on Exercise Endurance and Lung Hyperinflation of Tiotropium + Olodaterol in COPD Patients
NCT01533935PHASE3COMPLETEDEffect on Exercise Endurance and Lung Hyperinflation of Tiotropium + Olodaterol in COPD Patients.
NCT01536262PHASE3COMPLETEDJapan Long-term Safety for Tiotropium Plus Olodaterol
NCT01559116PHASE3COMPLETEDCharacterization of 24-hour Lung Function Profiles of Inhaled Tiotropium + Olodaterol Fixed Dose Combination in Patients Suffering From Chronic Obstructive Pulmonary Disease
NCT01694771PHASE3COMPLETEDCo-administration of Olodaterol Respimat® and Tiotropium Handihaler®
NCT01696058PHASE3COMPLETEDCo-administration of Olodaterol Respimat® and Tiotropium Handihaler®
NCT01964352PHASE3COMPLETEDTiotropium + Olodaterol Fixed Dose Combination (FDC) in Chronic Obstructive Pulmonary Disease (OTEMTO 1)
NCT01969721PHASE3COMPLETEDCharacterization of Lung Function Profile of Inhaled Tiotropium + Olodaterol Fixed Dose Combination Compared to Fluticasone Propionate + Salmeterol Fixed Dose Combination in COPD Patients
NCT02006732PHASE3COMPLETEDTiotropium+Olodaterol Fixed Dose Combination (FDC) in Chronic Obstructive Pulmonary Disease (OTEMTO 2)
NCT02085161PHASE3COMPLETEDTo Evaluate the Effect of Inhaled Medication Together With Exercise and Activity Training on Exercise Capacity and Daily Activities in Patients With Chronic Lung Disease With Obstruction of Airways
NCT02296138PHASE3COMPLETEDComparing the Efficacy of Tiotropium + Olodaterol (5/5 µg) Fixed Dose Combination (FDC) Over Tiotropium 5µg in Reducing Moderate to Severe Exacerbations in Patients With Severe to Very Severe Chronic Obstructive Pulmonary Disease.
NCT02629965PHASE3COMPLETEDComparing the Efficacy of Tiotropium + Olodaterol Fixed Dose Combination (FDC) Over Tiotropium in Improvement of Lung Hyperinflation, Exercise Capacity and Physical Activity in Japanese COPD Patients
NCT00928668PHASE2COMPLETEDEfficacy (Bronchoprotection) and Safety of Orally Inhaled BI 1744 CL in Patients With Intermittent Asthma
NCT01428622PHASE2WITHDRAWNOlodaterol Bridging Study in Asthma
NCT02030535PHASE2COMPLETEDStudy to Evaluate the Effect on Lung Function and ECG When a Combination of Tiotropium Plus Olodaterol is Administered to Patients With COPD Either From a Single Inhaler or Each Compound is Administered After Each Other From Two Different Inhalers
NCT07267130PHASE1RECRUITINGA Clinical Study to Evaluate the Safety, Tolerability and Pharmacokinetic Profile of TQC3302 Inhalation Spray in Healthy Adult Subjects
NCT01153711PHASE1COMPLETEDRelative Bioavailability of of Olodaterol and Ketoconazole
NCT01153724PHASE1COMPLETEDRelative Bioavailability of Olodaterol and Fluconazole
NCT01703845PHASE1COMPLETEDA Study to Characterize Pharmacokinetics of Tiotropium + Olodaterol Fixed-dose Combination in Japanese Patients With COPD.
NCT02969317PHASE1COMPLETEDBioavailability of Tiotropium + Olodaterol Fixed-dose Combination (5 μg/ 5 μg) in Chinese COPD Patients
NCT03030638Not specifiedCOMPLETEDDrug Utilization Study for Olodaterol
NCT03979807Not specifiedCOMPLETEDA Study Based on Medical Records That Looks at the Duration of Use of Two Types of Inhalers With Different Medicines in Patients With Chronic Obstructive Pulmonary Disease (COPD)
NCT04011475Not specifiedCOMPLETEDA Study in Taiwan Based on Medical Records That Looks at the Occurrence of Flare-ups in Patients With Chronic Obstructive Pulmonary Disease (COPD) Who Started LABA/LAMA or LAMA Treatment
NCT04138758Not specifiedCOMPLETEDComparative Effectiveness and Safety of Tiotropium and Olodaterol in Comparison to LABA/ICS
NCT04249310Not specifiedCOMPLETEDEarly Intervention Efficacy in COPD
NCT04926233Not specifiedCOMPLETEDCharacteristics and Treatment Patterns of Patients With Chronic Obstructive Pulmonary Disease (COPD), Initiating Tio+Olo or Other Maintenance Therapies in the US and the UK: A Retrospective Claims Database Study
NCT04994574Not specifiedCOMPLETEDEffects of Tiotropium/Olodaterol on Cardio-pulmonary Exercise Capacity in Patients With Hyperinflated Chronic Obstructive Pulmonary Disease [ACHIEVE]
NCT05127304Not specifiedCOMPLETEDA Study Using US Medical and Pharmacy Claim Records to Compare the Resource Use, Cost, and Outcomes of People With COPD Who Take Either Tiotropium + Olodaterol or Fluticasone + Umeclidinium + Vilanterol
NCT05393245Not specifiedCOMPLETEDSafety of Tiotropium + Olodaterol in Chronic Obstructive Pulmonary Disease (COPD) Patients in Taiwan: a Non-interventional Study Based on the Taiwan National Health Insurance (NHI) Data
NCT05402020Not specifiedCOMPLETEDEffectiveness of Tiotropium + Olodaterol Versus Inhaled Corticosteroids (ICS) + Long-acting β2-agonists (LABA) Among COPD Patients in Taiwan
NCT07541378Not specifiedSUSPENDEDComparative Efficacy of Once-daily LAMA/LABA Combinations Versus Tiotropium on Constant-work-rate Cycle Endurance in COPD

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.

188 molecules share ≥1 primary target. Top 100 by shared-target count:

MoleculeSourceStatusShared targets
DESLORATADINEChEMBL + PubChemPhase 4 (approved)ADRB2
DIHYDROERGOTAMINEChEMBL + PubChemPhase 4 (approved)ADRB2
PRAMIPEXOLEChEMBL + PubChemPhase 4 (approved)ADRB2
ACEBUTOLOLChEMBLPhase 4 (approved)ADRB2
ADENOSINEChEMBLPhase 4 (approved)ADRB2
ALBUTEROLChEMBLPhase 4 (approved)ADRB2
AMITRIPTYLINEChEMBLPhase 4 (approved)ADRB2
AMLODIPINEChEMBLPhase 4 (approved)ADRB2
AMOXAPINEChEMBLPhase 4 (approved)ADRB2
ARFORMOTEROLChEMBLPhase 4 (approved)ADRB2
ARIPIPRAZOLEChEMBLPhase 4 (approved)ADRB2
ATENOLOLChEMBLPhase 4 (approved)ADRB2
BENPERIDOLChEMBLPhase 4 (approved)ADRB2
BETAXOLOLChEMBLPhase 4 (approved)ADRB2
BISOPROLOLChEMBLPhase 4 (approved)ADRB2
BREXPIPRAZOLEChEMBLPhase 4 (approved)ADRB2
BROMOCRIPTINEChEMBLPhase 4 (approved)ADRB2
CANDESARTAN CILEXETILChEMBLPhase 4 (approved)ADRB2
CARTEOLOLChEMBLPhase 4 (approved)ADRB2
CARVEDILOLChEMBLPhase 4 (approved)ADRB2
CELIPROLOLChEMBLPhase 4 (approved)ADRB2
CHLORHEXIDINEChEMBLPhase 4 (approved)ADRB2
CLEMASTINEChEMBLPhase 4 (approved)ADRB2
CLOMIPRAMINEChEMBLPhase 4 (approved)ADRB2
CLOTRIMAZOLEChEMBLPhase 4 (approved)ADRB2
CLOZAPINEChEMBLPhase 4 (approved)ADRB2
DARIFENACINChEMBLPhase 4 (approved)ADRB2
DEXAMETHASONEChEMBLPhase 4 (approved)ADRB2
DIPIVEFRINChEMBLPhase 4 (approved)ADRB2
DOBUTAMINEChEMBLPhase 4 (approved)ADRB2
DOMPERIDONEChEMBLPhase 4 (approved)ADRB2
DOPAMINEChEMBLPhase 4 (approved)ADRB2
DOXAZOSINChEMBLPhase 4 (approved)ADRB2
ELAGOLIXChEMBLPhase 4 (approved)ADRB2
EPINEPHRINEChEMBLPhase 4 (approved)ADRB2
EPINEPHRINE BITARTRATEChEMBLPhase 4 (approved)ADRB2
ERGOTAMINEChEMBLPhase 4 (approved)ADRB2
ESMOLOLChEMBLPhase 4 (approved)ADRB2
FENOTEROLChEMBLPhase 4 (approved)ADRB2
FLUSPIRILENEChEMBLPhase 4 (approved)ADRB2
FORMOTEROLChEMBLPhase 4 (approved)ADRB2
HALOPERIDOLChEMBLPhase 4 (approved)ADRB2
INDACATEROLChEMBLPhase 4 (approved)ADRB2
ISOETHARINEChEMBLPhase 4 (approved)ADRB2
ISOPROTERENOLChEMBLPhase 4 (approved)ADRB2
LABETALOLChEMBLPhase 4 (approved)ADRB2
LEVOBUNOLOLChEMBLPhase 4 (approved)ADRB2
LEVOSALBUTAMOLChEMBLPhase 4 (approved)ADRB2
LOFEPRAMINEChEMBLPhase 4 (approved)ADRB2
LOPERAMIDEChEMBLPhase 4 (approved)ADRB2
LOXAPINEChEMBLPhase 4 (approved)ADRB2
MEBEVERINEChEMBLPhase 4 (approved)ADRB2
METAPROTERENOLChEMBLPhase 4 (approved)ADRB2
METOPROLOLChEMBLPhase 4 (approved)ADRB2
MIFEPRISTONEChEMBLPhase 4 (approved)ADRB2
MONTELUKASTChEMBLPhase 4 (approved)ADRB2
NADOLOLChEMBLPhase 4 (approved)ADRB2
NEBIVOLOLChEMBLPhase 4 (approved)ADRB2
NITAZOXANIDEChEMBLPhase 4 (approved)ADRB2
NOREPINEPHRINEChEMBLPhase 4 (approved)ADRB2
NORTRIPTYLINEChEMBLPhase 4 (approved)ADRB2
OLANZAPINEChEMBLPhase 4 (approved)ADRB2
OXPRENOLOLChEMBLPhase 4 (approved)ADRB2
PAROXETINEChEMBLPhase 4 (approved)ADRB2
PERPHENAZINEChEMBLPhase 4 (approved)ADRB2
PHENYLEPHRINEChEMBLPhase 4 (approved)ADRB2
PIMAVANSERINChEMBLPhase 4 (approved)ADRB2
PIMOZIDEChEMBLPhase 4 (approved)ADRB2
PINDOLOLChEMBLPhase 4 (approved)ADRB2
PIPERACETAZINEChEMBLPhase 4 (approved)ADRB2
PRACTOLOLChEMBLPhase 4 (approved)ADRB2
PRENYLAMINEChEMBLPhase 4 (approved)ADRB2
PRIMAQUINEChEMBLPhase 4 (approved)ADRB2
PROMAZINEChEMBLPhase 4 (approved)ADRB2
PROPAFENONEChEMBLPhase 4 (approved)ADRB2
PROPRANOLOLChEMBLPhase 4 (approved)ADRB2
RANOLAZINEChEMBLPhase 4 (approved)ADRB2
REBOXETINEChEMBLPhase 4 (approved)ADRB2
RIBOFLAVIN 5’-PHOSPHATEChEMBLPhase 4 (approved)ADRB2
RIFAMPINChEMBLPhase 4 (approved)ADRB2
RIFAXIMINChEMBLPhase 4 (approved)ADRB2
RIMEGEPANTChEMBLPhase 4 (approved)ADRB2
RISPERIDONEChEMBLPhase 4 (approved)ADRB2
RITODRINEChEMBLPhase 4 (approved)ADRB2
SALMETEROLChEMBLPhase 4 (approved)ADRB2
SALMETEROL XINAFOATEChEMBLPhase 4 (approved)ADRB2
SILODOSINChEMBLPhase 4 (approved)ADRB2
SOTALOLChEMBLPhase 4 (approved)ADRB2
SUNITINIBChEMBLPhase 4 (approved)ADRB2
TAMOXIFENChEMBLPhase 4 (approved)ADRB2
TAMSULOSINChEMBLPhase 4 (approved)ADRB2
TEGASERODChEMBLPhase 4 (approved)ADRB2
TERBUTALINEChEMBLPhase 4 (approved)ADRB2
THIORIDAZINEChEMBLPhase 4 (approved)ADRB2
TIMOLOLChEMBLPhase 4 (approved)ADRB2
TIOCONAZOLEChEMBLPhase 4 (approved)ADRB2
TOLTERODINEChEMBLPhase 4 (approved)ADRB2
TOLVAPTANChEMBLPhase 4 (approved)ADRB2
VALDECOXIBChEMBLPhase 4 (approved)ADRB2
VILANTEROLChEMBLPhase 4 (approved)ADRB2