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BI 1744 hydrochloride

Product Name
BI 1744 hydrochloride
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
Formula Weight
422.90248
MOL File
869477-96-3.mol
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BI 1744 hydrochloride Property

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H361Suspected of damaging fertility or the unborn child

H372Causes damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P314Get medical advice/attention if you feel unwell.

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Usbiological
Product number
461546
Product name
Olodaterol Hydrochloride
Packaging
1mg
Price
$460
Updated
2021/12/16
TRC
Product number
O262000
Product name
OlodaterolHydrochloride
Packaging
10mg
Price
$1260
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
48001
Product name
OlodaterolHCl
Packaging
1mg
Price
$650
Updated
2021/12/16
DC Chemicals
Product number
DC9248
Product name
Olodaterol(BI-1744)hydrochloride
Purity
>98%
Packaging
250mg
Price
$850
Updated
2021/12/16
DC Chemicals
Product number
DC9248
Product name
Olodaterol(BI-1744)hydrochloride
Purity
>98%
Packaging
100mg
Price
$500
Updated
2021/12/16
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BI 1744 hydrochloride Chemical Properties,Usage,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.

BI 1744 hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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BI 1744 hydrochloride Suppliers

Shanghai Goyic Pharmaceutical & Chemical Co., Ltd.
Tel
021-50689757 15618953996
Fax
021-60275964
Email
sales@goyic.com
Country
China
ProdList
291
Advantage
58
Anhui Dexinjia Biopharm Co., Ltd
Tel
0531-82375886 13001715031
Email
3517280075@qq.com
Country
China
ProdList
295
Advantage
58
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3404
Advantage
58
Hangzhou J&H Chemical Co., Ltd.
Tel
+86-571-87396432 0571-87396433
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
10015
Advantage
53
Wuhan Kai Lun new material Chemical Co Ltd
Tel
025-87787262
Fax
025-87787262
Country
China
ProdList
496
Advantage
58
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
ShangHai Biochempartner Co.,Ltd
Tel
17754423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8018
Advantage
62
Shanghai Chaolan Chemical Technology Center
Tel
QQ:65489617 15618227136
Fax
21-5161 9052
Email
info@SuperLan-chem.com
Country
China
ProdList
8944
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
132020
Advantage
58
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View Lastest Price from BI 1744 hydrochloride manufacturers

Anhui Dexinjia Biopharm Co., Ltd
Product
Olodaterol Hydrochloride 869477-96-3
Price
US $300.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200kg per month
Release date
2023-04-02
Dideu Industries Group Limited
Product
BI 1744 hydrochloride 869477-96-3
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-05-28
Shaanxi Dideu Medichem Co. Ltd
Product
BI 1744 hydrochloride 869477-96-3
Price
US $0.01-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50 tons
Release date
2020-04-24

869477-96-3, BI 1744 hydrochlorideRelated Search:


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  • Olodaterol(BI-1744) HCl
  • Olodaterol(BI-1744) hydrochloride
  • BI 1744 hydrochloride
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  • 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