Olodaterol

Olodaterol Structure
CAS No.
868049-49-4
Chemical Name:
Olodaterol
Synonyms
Olodaterol free base;BI-1744;Striverdi;Olodaterol;OLODATEROL D3;BI 1744(Olodaterol;Striverdi Respimat);Olodaterol USP/EP/BP;Olodaterol ImpurityA  ;Olodaterol Discontinued
CBNumber:
CB52484977
Molecular Formula:
C21H26N2O5
Molecular Weight:
386.44
MOL File:
868049-49-4.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:11

Olodaterol Properties

Boiling point 649.0±55.0 °C(Predicted)
Density 1.250
solubility DMF: 20 mg/ml; DMF:PBS (pH 7.2) (1:3): 0.25 mg/ml; DMSO: 15 mg/ml; Ethanol: 1 mg/ml
form A crystalline solid
pka 9.42±0.20(Predicted)
color Light yellow to khaki
Stability Hygroscopic

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H319-H372
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P260-P264-P270-P314-P501-P264-P270-P301+P312-P330-P501
NFPA 704
0
2 0

Olodaterol Chemical Properties,Uses,Production

Description

In 2013, olodaterol (also known BI-1744 CL) was approved for the treatment of chronic obstructive pulmonary disease (COPD) in Russia (March), Canada (June), and the EuropeanUnion (October). Olodaterol is delivered via the Respimat? Soft Mist? inhaler. Olodaterol was discovered from an effort to identify a β2-adrenergic receptor agonist that could be given once daily and with a superior safety profile over known β2- adrenergic receptor agonists. Olodaterol is a potent β2 agonist (EC50=0.1 nM, intrinsic activity=88%) and is highly selective for the β2 receptor over β1 and β3 receptors. In preclinical models in guinea pigs and dogs, olodaterol had a rapid onset of action and provided bronchoprotection over 24 h. Mechanistic studies indicated that olodaterol forms a highly stable complex with the β2-adrenergic receptor, with a dissociation half-life of 17.8 h. The synthesis of olodaterol proceeds through an (R)-styrene epoxide that is prepared via enantioselective reduction of an α-chloroketone intermediate. Ring opening of the epoxide with 1-(4- methoxyphenyl)-2-methylpropan-2-amine provides olodaterol.

Definition

ChEBI: 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.

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6-Hydroxy-8-[(1R)-1-hydroxy-2-[[2-(4-methoxyphenyl)-1,1-dimethylethyl]amino]ethyl]-2H-1,4-benzoxazin-3(4H)-one 2H-1,4-Benzoxazin-3(4H)-one, 6-hydroxy-8-[(1R)-1-hydroxy-2-[[2-(4-methoxyphenyl)-1,1-dimethylethyl]amino]ethyl]- BI 1744(Olodaterol Striverdi Respimat) Olodaterol Olodaterol ImpurityA   BI-1744 Striverdi Olodaterol, 98%, a long acting β2-adrenoceptor agonist OLODATEROL;BI-1744;STRIVERDI Olodaterol, 6-Hydroxy-8-[(1r)-1-hydroxy-2-[[2-(4-methoxyphenyl)-1,1-dimethylethyl]amino]ethyl]-2h-1,4-benzoxazin-3(4h)-one STRIVERDI RESPIMAT; BI 1744; BI1744 (R)-6-hydroxy-8-(1-hydroxy-2-((1-(4-methoxyphenyl)-2-methylpropan-2-yl)amino)ethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one 6 - hydroxy - 8 - [(1 r) - 1 - hydroxy - 2 - [[2 - (4 - methoxy phenyl) - 1, 1-2 methyl ethyl] amino] ethyl] - 2 h - 1, 4 - benzo oxazine - 3 (4 h) - one Olodaterol USP/EP/BP Olodaterol Discontinued OLODATEROL D3 Olodaterol D3 HydrochlorideQ: What is Olodaterol D3 Hydrochloride Q: What is the CAS Number of Olodaterol D3 Hydrochloride Q: What are the applications of Olodaterol D3 Hydrochloride Olodaterol free base 6-hydroxy-8-(1-hydroxy-2-((2-(4-methoxyphenyl)-1,1-dimethylethyl)amino)ethyl)-2H-1,4-benzoxazin-3(4H)-one 868049-49-4