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Bambuterol

Product Name
Bambuterol
CAS No.
81732-65-2
Chemical Name
Bambuterol
Synonyms
CS-1238;BAMBUTEROL;BAMBUTEROLE HCL;Bambuterol USP/EP/BP;Bambuterol ((±)-Bambuterol);Bambuterol & Bambuterol Hydrochloride;5-[2-(ter-Butylamino)-1-hydroxyethyl]-1,3-phenylene bis(dimethylcarbamate);[3-(Dimethylcarbamoyloxy)-5-[1-hydroxy-2-(tert-butylamino)ethyl]phenyl]N,N-dimethylcarbamate;Bis(dimethylcarbamic acid)5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,3-phenylene ester;[3-[2-(tert-butylamino)-1-hydroxyethyl]-5-(dimethylcarbamoyloxy)phenyl] N,N-dimethylcarbamate
CBNumber
CB1298679
Molecular Formula
C18H29N3O5
Formula Weight
367.45
MOL File
81732-65-2.mol
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Bambuterol Property

Boiling point:
500.9±50.0 °C(Predicted)
Density 
1.154±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
H2O: ~33 mg/mL, soluble
form 
powder
pka
13.70±0.20(Predicted)
color 
off-white
CAS DataBase Reference
81732-65-2
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Safety

WGK Germany 
3
Toxicity
LDLo ipr-mus: 0.3 mg/kg JPETAB 293,896,2000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ApexBio Technology
Product number
B4719
Product name
Bambuterol
Packaging
5mg
Price
$332
Updated
2021/12/16
ApexBio Technology
Product number
B4719
Product name
Bambuterol
Packaging
10mM(in 1mL DMSO)
Price
$390
Updated
2021/12/16
Biorbyt Ltd
Product number
orb611521
Product name
Bambuterol
Packaging
100mg
Price
$414.8
Updated
2021/12/16
ApexBio Technology
Product number
B4719
Product name
Bambuterol
Packaging
10mg
Price
$475
Updated
2021/12/16
Biorbyt Ltd
Product number
orb611521
Product name
Bambuterol
Packaging
250mg
Price
$615.4
Updated
2021/12/16
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Bambuterol Chemical Properties,Usage,Production

Description

Bambuterol is a new once-daily, oral bronchodilator especially useful in the chronic treatment of nocturnal asthma. It is a prodrug slowly converted by hydrolysis in the lung tissue to terbutaline, generating long-acting bronchodilation with comparable side effects.

Originator

Astra (Sweden)

Definition

ChEBI: A carbamate ester that is terbutaline in which both of the phenolic hydroxy groups have been protected as the corresponding N,N-dimethylcarbamates. A long acting beta-adrenoceptor agonist used in the treatment of asthm , it is a prodrug for terbutaline.

Manufacturing Process

Preparation of 1-[bis-(3',5'-N,N-dimethylcarbamoyloxy)phenyl]-2-N-tbutylaminoethanol hydrochloride:
A solution of 78 g of bis-3',5'-(N,N-dimethylcarbamoyloxy)-2-(N-benzyl-tbutyl) aminoacetophenone in 300 ml of ethanol was hydrogenated in a Parr equipment in the presence of 25 ml of benzyl chloride and 3.5 g of 10% Pd/C. The hydrogenation time was 24 hrs at a pressure of 345 KPa (50 psig) and a temperature of 50°C. The catalyst was filtered off, and the filtrate was evaporated to dryness. The residue was dissolved in isopropanol, filtered, and to the filtrate was added diethylether to precipitate the title compound. The identity of the title product obtained was confirmed with NMR. Yield: 46.5 g. The bis-3',5'-(N,N-dimethylcarbamoyloxy)-2-(N-benzyl-tbutyl) aminoacetophenone which was used as starting material was prepared as follows:
(1a). Bis-3,5-(N-N-dimethylcarbamoyloxy)acetophenone:
To a solution of 152 g of 3,5-dihydroxyacetophenone in 700 ml dry pyridine was added 280 ml of N,N-dimethylcarbamoyl chloride. The mixture was stirred for 18 hrs at 60°-70°C. After evaporation in vacuum the residue was treated with a mixture of diethylether and water. The water phase was extracted with diethylether, whereafter the combined diethylether phases were washed with water, and dried over MgSO4. After evaporation, the residue was recrystallized from isopropylalcohol-petroleum ether b.p. 40°-60°C. The identity of the product was confirmed with NMR. Yield: 180.4 g.
(1b). Bis-3',5'-(N,N-dimethylcarbamoyloxy)-2-bromoacetophenone:
To a solution of 180 g of bis-3,5-(N,N-dimethylcarbamoyloxy)acetophenone obtained in step 1a in 700 ml of dioxane was added dropwise a solution of 31 ml of bromine in 200 ml of dioxane. The mixture was stirred at 35°C for 1 hr. The residue obtained after evaporation in vacuum was recrystallized from isopropylalcohol-petroleum ether b.p. 40°-60°C. The identity of the product
(1c). Bis-3',5'-(N,N-dimethylcarbamoyloxy)-2-(N-benzyl-tbutyl) aminoacetophenone:
To a solution of 5.6 g of the bromoacetophenone obtained in step 1b in 75 ml of acetone was added a solution of 4.9 g of N-benzyl-t-butylamine in 30 ml of acetone. The mixture was refluxed under stirring for 18 hrs, filtered, and evaporated in vacuum. The residue was dissolved in diethyl ether, petroleum ether b.p. 61°-70°C was added, and the yellow precipitate formed filtered off. After washing with water followed by a 1:1 mixture of isopropylalcoholpetroleum ether white crystals were obtained. The identity of the product was confirmed with NMR. Yield: 4.6 g. was confirmed with NMR. Yield: 174 g.

brand name

Bambec

Therapeutic Function

Anti-asthmatic

Hazard

A poison.

Safety Profile

A poison by intraperitoneal route.When heated to decomposition it emits toxic vapors ofNOx.

Bambuterol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Bambuterol manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Bambuterol 81732-65-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Bambuterol 81732-65-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08
Dideu Industries Group Limited
Product
Bambuterol 81732-65-2
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-05-28

81732-65-2, BambuterolRelated Search:


  • N,N-dimethylcarbamic acid [3-[2-(tert-butylamino)-1-hydroxyethyl]-5-[dimethylamino(oxo)methoxy]phenyl] ester
  • BAMBUTEROL
  • [3-(Dimethylcarbamoyloxy)-5-[1-hydroxy-2-(tert-butylamino)ethyl]phenyl]N,N-dimethylcarbamate
  • Bis(dimethylcarbamic acid)5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,3-phenylene ester
  • [3-[2-(tert-butylamino)-1-hydroxy-ethyl]-5-(dimethylcarbamoyloxy)phenyl] N,N-dimethylcarbamate
  • [3-[2-(tert-butylamino)-1-hydroxyethyl]-5-(dimethylcarbamoyloxy)phenyl] N,N-dimethylcarbamate
  • N,N-dimethylcarbamic acid [3-[2-(tert-butylamino)-1-hydroxy-ethyl]-5-(dimethylcarbamoyloxy)phenyl] ester
  • Bambuterol & Bambuterol Hydrochloride
  • BAMBUTEROLE HCL
  • 5-[2-(ter-Butylamino)-1-hydroxyethyl]-1,3-phenylene bis(dimethylcarbamate)
  • Bambuterol ((±)-Bambuterol)
  • CS-1238
  • Carbamic acid, N,N-dimethyl-, C,C'-[5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,3-phenylene] ester
  • Bambuterol USP/EP/BP
  • 81732-65-2
  • C18H29N3O5