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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26N2O5
Molecular Weight 386.4415
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OLODATEROL

SMILES

COC1=CC=C(CC(C)(C)NC[C@H](O)C2=CC(O)=CC3=C2OCC(=O)N3)C=C1

InChI

InChIKey=COUYJEVMBVSIHV-SFHVURJKSA-N
InChI=1S/C21H26N2O5/c1-21(2,10-13-4-6-15(27-3)7-5-13)22-11-18(25)16-8-14(24)9-17-20(16)28-12-19(26)23-17/h4-9,18,22,24-25H,10-12H2,1-3H3,(H,23,26)/t18-/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H26N2O5
Molecular Weight 386.4415
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Olodaterol is a beta2-adrenoceptor agonist discovered by Boehringer Ingelheim and approved for the treatment of Chronic Obstructive Pulmonary Disease. The compound exerts its pharmacological effects by binding and activation of beta2-adrenoceptors after inhalation. Activation of these receptors in the airways results in a stimulation of intracellular adenyl cyclase, an enzyme that mediates the synthesis of cyclic-3’, 5’ adenosine monophosphate (cAMP). Elevated levels of cAMP induce bronchodilation by relaxation of airway smooth muscle cells. Olodaterol effect lasts for 24 hours.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.1 nM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
STRIVERDI RESPIMAT

Cmax

ValueDoseCo-administeredAnalytePopulation
5.92 pg/mL
5 μg 1 times / day multiple, respiratory
OLODATEROL HYDROCHLORIDE plasma
Homo sapiens
13.1 pg/mL
10 μg 1 times / day multiple, respiratory
OLODATEROL HYDROCHLORIDE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
104 pg × h/mL
5 μg 1 times / day multiple, respiratory
OLODATEROL HYDROCHLORIDE plasma
Homo sapiens
160 pg × h/mL
10 μg 1 times / day multiple, respiratory
OLODATEROL HYDROCHLORIDE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
7.5 h
5 μg 1 times / day unknown, unknown
OLODATEROL HYDROCHLORIDE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
40%
5 μg 1 times / day unknown, unknown
OLODATEROL HYDROCHLORIDE plasma
Homo sapiens

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Two inhalations of STRIVERDI RESPIMAT once-daily at the same time of day. Inhalation spray: Each actuation from the mouthpiece contains 2.7 mcg olodaterol hydrochloride, equivalent to 2.5 mcg olodaterol. Two actuations equal one dose.
Route of Administration: Respiratory
In Vitro Use Guide
MRC-5 human lung fibroblasts were cultured in absence or presence of 10 nM olodaterol, followed by ß2-adrenoceptor mRNA determination by quantitative real time PCR
Substance Class Chemical
Record UNII
VD2YSN1AFD
Record Status Validated (UNII)
Record Version