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BI 1744 hydrochloride

BI 1744 hydrochloride Structure
BI 1744 hydrochloride structure
CAS No.
869477-96-3
Chemical Name:
BI 1744 hydrochloride
Synonyms
BI-1744 HCl;Olodaterol HCl;BI 1744 hydrochloride;BI-1744;BI 1744;BI1744;Olodaterol(BI-1744) HCl;Olodaterol hydrochloride;BI 1744 hydrochloride USP/EP/BP;Olodaterol(BI-1744) hydrochloride;Odaterol hydrochloride impurity reference substance;6-hydroxy-8-[(1R)-1-hydroxy-2-[[1-(4-methoxyphenyl)-2-methylpropan-2-yl]amino]ethyl]-4H-1,4-benzoxazin-3-one
CBNumber:
CB03052079
Molecular Formula:
C21H27ClN2O5
Molecular Weight:
422.90248
MDL Number:
MFCD28369297
MOL File:
869477-96-3.mol
MSDS File:
SDS
Last updated:2024-03-28 13:39:29
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BI 1744 hydrochloride Properties

Melting point 153-155°C
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color Off-White to Pale Beige
Water Solubility Water : 250 mg/mL (591.16 mM; Need ultrasonic)
Stability Hygroscopic
FDA UNII 65R445W3V9

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H319-H361-H302-H372
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501-P260-P264-P270-P314-P501

BI 1744 hydrochloride price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 461546 Olodaterol Hydrochloride 869477-96-3 1mg $460 2021-12-16 Buy
TRC O262000 OlodaterolHydrochloride 869477-96-3 10mg $1260 2021-12-16 Buy
Medical Isotopes, Inc. 48001 OlodaterolHCl 869477-96-3 1mg $650 2021-12-16 Buy
DC Chemicals DC9248 Olodaterol(BI-1744)hydrochloride >98% 869477-96-3 250mg $850 2021-12-16 Buy
DC Chemicals DC9248 Olodaterol(BI-1744)hydrochloride >98% 869477-96-3 100mg $500 2021-12-16 Buy
Product number Packaging Price Buy
461546 1mg $460 Buy
O262000 10mg $1260 Buy
48001 1mg $650 Buy
DC9248 250mg $850 Buy
DC9248 100mg $500 Buy

BI 1744 hydrochloride Chemical Properties,Uses,Production

Description

Olodaterol hydrochloride was approved for long-term, oncedaily maintenance treatment of chronic obstructive pulmonary disease (COPD) in 2013 in the following countries: Canada, Russia, United Kingdom, Denmark, and Iceland. The drug has been recommended by a federal advisory panel for approval by the FDA. Developed and marketed by Boehringer Ingelheim, olodaterol is a long-acting b2-adrenergic receptor agonist with high selectivity over the b1- and b3-receptors (219- and 1622-fold, respectively). Upon binding to and activating the b2-adrenergic receptor in the airway, olodaterol stimulates adenyl cyclase to synthesize cAMP, leading to the relaxation of smooth muscle cells in the airway. Administered by inhalation using the Respimat® Soft Mist inhaler, it delivers significant bronchodilator effects within five minutes of the first dose and provides sustained improvement in forced expiratory volume (FEV1) for over 24 h.

Uses

Olodaterol is a long acting β-adrenoceptor agonist used as an inhalation for treating patients with chronic obstructive pulmonary disease (COPD).

Definition

ChEBI: A hydrochloride obtained by combining olodaterol with one equivalent of hydrochloric acid. Used for long-term treatment of airflow obstruction in patients with chronic obstructive pulmonary disease including chronic bronchitis and/or emphysema.

Synthesis

Commercial 20,50-dihydroxyacetophenone (122) was treated with one equivalent of benzyl bromide and potassium carbonate in methylisobutylketone (MIBK) to give the 50-monobenzylated product in 76% yield. Subsequent nitration occurred at the 40-position to provide nitrophenol 123 in 87% yield. Reduction of the nitro group followed by subjection to chloroacetyl chloride resulted in the construction of benzoxazine 124 in 82% yield. Next, monobromination through the use of tetrabutylammonium tribromide occurred at the acetophenone carbon to provide bromoketone 125, and this was followed by asymmetric reduction of the ketone employing ()-DIP chloride to afford an intermediate bromohydrin, which underwent conversion to the corresponding epoxide 126 in situ upon treatment with aqueous NaOH. This epoxide was efficiently formed in 85% yield and 98.3% enantiomeric excess. Epoxide 126 underwent ring-opening upon subjection to amine 127 to provide amino-alcohol 128 in in 84¨C90% yield and 89.5¨C99.5% enantiomeric purity following salt formation with HCl. Tertiary amine 127 was itself prepared in three steps by reaction of ketone 129 with methylmagnesium chloride, Ritter reaction of the tertiary alcohol with acetonitrile, and hydrolysis of the resultant acetamide with ethanolic potassium hydroxide. Hydrogenative removal of the benzyl ether within 128 followed by recrystallization with methanolic isopropanol furnished olodaterol hydrochloride (XVI) in 63¨C70% yield. Overall, the synthesis of olodaterol hydrochloride required 10 total steps (7 linear) from commercially available acetophenone 122.

Synthesis_869477-96-3

BI 1744 hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

BI 1744 hydrochloride Suppliers

Global( 92)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 7377 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Anhui Dexinjia Biopharm Co., Ltd 		+86-531-82375818 +86-15064153060 alice@jndxj.com China 309 58
BOC Sciences 		+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Shaanxi Dideu Medichem Co. Ltd 		18192627656 1012@dideu.com China 3657 58
Dideu Industries Group Limited 		+86-29-89586680 +86-15129568250 1026@dideu.com China 29474 58
CR Corporation Lomited 		fred.wen@crcorporation.cn CHINA 12069 58
Labnetwork lnc. 		+86-27-50766799 +8618062016861 contact@labnetwork.com China 19994 58
InvivoChem 		+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
LEAP CHEM CO., LTD. 		+86-852-30606658 market18@leapchem.com China 24738 58
Supplier Advantage
Henan Fengda Chemical Co., Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Anhui Dexinjia Biopharm Co., Ltd 		58
BOC Sciences 		58
Shaanxi Dideu Medichem Co. Ltd 		58
Dideu Industries Group Limited 		58
CR Corporation Lomited 		58
Labnetwork lnc. 		58
InvivoChem 		58
LEAP CHEM CO., LTD. 		58

View Lastest Price from BI 1744 hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Olodaterol Hydrochloride pictures 2024-04-19 Olodaterol Hydrochloride
869477-96-3
 US $300.00 / kg 1kg 98% 200kg per month Anhui Dexinjia Biopharm Co., Ltd
BI 1744 hydrochloride pictures 2024-03-29 BI 1744 hydrochloride
869477-96-3
 US $6.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
olodaterol hydrochloride pictures 2021-07-09 olodaterol hydrochloride
869477-96-3
 1KG 99% + 500 Ton/Tons per Month Hebei Xibaijie Biotechnology Co., Ltd.

BI 1744 hydrochloride Spectrum

BI 1744 hydrochloride(869477-96-3)1HNMR

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Olodaterol HCl BI 1744 hydrochloride Olodaterol hydrochloride Olodaterol(BI-1744) HCl Olodaterol(BI-1744) hydrochloride BI-1744;BI 1744;BI1744 2H-1,4-Benzoxazin-3(4H)-one, 6-hydroxy-8-[(1R)-1-hydroxy-2-[[2-(4-methoxyphenyl)-1,1-dimethylethyl]amino]ethyl]-, hydrochloride (1:1) BI-1744 HCl (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 hydrochloride BI 1744 hydrochloride USP/EP/BP 6-hydroxy-8-[(1R)-1-hydroxy-2-[[1-(4-methoxyphenyl)-2-methylpropan-2-yl]amino]ethyl]-4H-1,4-benzoxazin-3-one Odaterol hydrochloride impurity reference substance 869477-96-3