in vivo
ChemicalBook > CAS DataBase List > FENOTEROL HYDROBROMIDE

FENOTEROL HYDROBROMIDE

in vivo
Product Name
FENOTEROL HYDROBROMIDE
CAS No.
1944-12-3
Chemical Name
FENOTEROL HYDROBROMIDE
Synonyms
Airum;Emitex;Ugacor;berotec;th1165a;Siobetec;Dosberotec;partusisten;FENOTEROL HBR;fenoterolbromide
CBNumber
CB0210728
Molecular Formula
C17H21NO4.BrH
Formula Weight
384.27
MOL File
1944-12-3.mol
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FENOTEROL HYDROBROMIDE Property

Melting point:
226-228°C
storage temp. 
2-8°C
solubility 
Soluble in water and in ethanol (96 per cent).
form 
Solid
color 
White to Off-White
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
RIDADR 
3249
WGK Germany 
3
RTECS 
DO1500000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29225090
Toxicity
LD50 in mice (mg/kg): 1100 s.c.; 1990 orally (Goldenthal)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
F1016
Product name
Fenoterol hydrobromide
Packaging
1g
Price
$221
Updated
2024/03/01
Sigma-Aldrich
Product number
F0050000
Product name
Fenoterol hydrobromide
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
f0050000
Price
$150
Updated
2024/03/01
Cayman Chemical
Product number
21293
Product name
Fenoterol (hydrobromide)
Purity
≥98%
Packaging
10mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
21293
Product name
Fenoterol (hydrobromide)
Purity
≥98%
Packaging
25mg
Price
$63
Updated
2024/03/01
Cayman Chemical
Product number
21293
Product name
Fenoterol (hydrobromide)
Purity
≥98%
Packaging
50mg
Price
$106
Updated
2024/03/01
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FENOTEROL HYDROBROMIDE Chemical Properties,Usage,Production

in vivo

Fenoterol (0.7 mg/kg; intraperitoneal injection; twice a day; for 3 weeks) treatment suppresses mechanical allodynia during chronic treatment.

Chemical Properties

White Solid

Originator

Berotec,Boehringer Ingelheim,W. Germany,1972

Uses

An β2-adrenergic agonist. Bronchodilator; tocolytic.

Definition

ChEBI: The hydrobromide salt of fenoterol. A beta2-adrenergic agonist, it is used as a bronchodilator in the management of reversible airway obstruction.

Manufacturing Process

441 grams (1.4 mols) of 3,5-diacetoxy-α-bromo-acetophenone (MP 66°C), prepared by bromination of 3,5-diacetoxy-acetophenone, were added to a solution of 714 grams (2.8 mols) of 1-p-methoxyphenyl-2-benzylaminopropane in 1,000 cc of benzene, and the resulting solution mixture was refluxed for 1 hour. The molar excess of 1-p-methoxy-phenyl-2-benzylaminopropane precipitated out as its hydrobromide. After separation of the precipitated hydrobromide of the amino component, the hydrochloride of 1-pmethoxy- phenyl-2-(β-3',5'-diacetoxyphenyl-β-oxo)-ethyl-benzylamino-propane was precipitated from the reaction solution by addition of an ethanolic solution of hydrochloric acid. The precipitate was separated and, without further purification, was deacetylated by boiling it in a mixture of 2 liters of aqueous 10% hydrochloric acid and 1.5 liters of methanol.
The resulting solution was filtered through animal charcoal and, after addition of 2 liters of methanol, it was debenzylated by hydrogenation at 60°C over palladinized charcoal as a catalyst. After removal of the catalyst by filtration, the filtrate was concentrated by evaporation, whereupon the hydrochloride of 1-p-methoxyphenyl-2-(β-3',5'-dihydroxyphenyl-β-oxo)-ethylamino-propane (MP 244°C) crystallized out. For the purpose of demethylation, the 350 grams of the hydrochloride thus produced were refluxed for 2 hours with 3.5 liters of aqueous 48% hydrobromic acid. Upon cooling of the reaction solution, 320 grams of 1-p-hydroxyphenyl-2-(β-3',5'-dihydroxyphenyl-β-oxo)-ethylaminopropanehydrobromide (MP 220°C) crystallized out.
·220 grams of 1-p-hydroxyphenyl-2-(β-3',5'-dihydroxyphenyl-β-oxo)- ethylamino-propane hydrobromide were dissolved in 1 liter of methanol, the resulting solution was boiled with activated charcoal, the charcoal was filtered off and the filtrate was hydrogenated in the presence of Raney nickel at 60°C and 5 atmospheres gauge. Thereafter, the catalyst was filtered off, the methanolic solution was admixed with a small amount of concentrated hydrobromic acid, and the mixture was evaporated to dryness in vacuo. The residue was stirred with acetone, the mixture was vacuum filtered and the filter cake was recrystallized from a mixture of methanol and ether. The 1-phydroxyphenyl- 2-(β-3',5'-dihydroxyphenyl-β-hydroxy)-ethylamino-propane hydrobromide thus obtained had a melting point of 222° to 223°C.

Therapeutic Function

Bronchodilator

Clinical Use

Fenoterol is an investigational drug in the United States that has been in use in Europe since 1970. It is the p-hydroxyphenyl derivative of metaproteronol, and the combination of the resorcinol ring and the bulky p-hydroxyphenyl isopropyl group on the nitrogen gives fenoterol significant β2-receptor selectivity. It has approximately half the affinity for the β2-receptor as compared to albuterol. The resorcinol ring is resistant to COMT metabolism, and the bulky nitrogen substituent greatly retards MOA metabolism as well giving fenoterol a reasonable oral bioavailability with pharmacokinetics similar to albuterol (i.e., rapid onset and a 4- to 6-hour duration of action after oral inhalation).

FENOTEROL HYDROBROMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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FENOTEROL HYDROBROMIDE Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
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LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
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Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
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Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
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Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
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UHN Shanghai Research & Development Co., Ltd.
Tel
021-58958002 18930822973
Fax
+86 (21) 5895-8628
Email
SALES@UHNSHANGHAI.COM
Country
China
ProdList
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Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
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MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18043
Advantage
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View Lastest Price from FENOTEROL HYDROBROMIDE manufacturers

Dideu Industries Group Limited
Product
FENOTEROL HYDROBROMIDE 1944-12-3
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-05-28
Career Henan Chemical Co
Product
FENOTEROL HYDROBROMIDE 1944-12-3
Price
US $2.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg, 5kg ,50kg
Release date
2020-01-08

1944-12-3, FENOTEROL HYDROBROMIDERelated Search:


  • FENOTEROL HBR
  • FENOTEROL HYDROBROMIDE
  • 2-[3,5-DIHYDROXYPHENYL]-2-HYDROXY-2'-[4-HYDROXYPHENYL]-1'-METHYLDIETHYLAMINE HYDROBROMIDE
  • 1-(3,5-dihydroxy-phenyl)-2-((1-(4-hydroxybenzyl)ethyl)amino)-ethanolhydrobro
  • berotec
  • berotechydrobromide
  • fenoterolbromide
  • partusisten
  • phenoterolhydrobromide
  • th1165a
  • 5-[1-hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]resorcinol hydrobromide
  • Fenoterolhydrobromid
  • 1-(3,5-Dihydroxyphenyl)-2-[2-(3-p-hydroxyphenyl)propylamino]ethanol hydrobromide
  • 1-(p-Hydroxyphenyl)-2-(β-3',5'-dihydroxyphenyl-β-hydroxy)ethylaminopropane hydrobromide
  • 1,3-Benzenediol, 5-[1-hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-, hydrobromide
  • 3,5-Dihydroxy-α-[(p-hydroxy-α-methylphenethyl)amino]methylbenzyl alcohol hydrobromide
  • 3,5-Dihydroxy-α-[[(p-hydroxy-α-methylphenethyl)amino]methyl]benzyl alc. monohydrobromide
  • Airum
  • Benzyl alcohol, 3,5-dihydroxy-α-[[(p-hydroxy-α-methylphenethyl)amino]methyl]-, hydrobromide (8CI)
  • Dosberotec
  • 5-[1-hydroxy-2-[1-(4-hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,3-diol hydrobromide
  • Emitex
  • Siobetec
  • Ugacor
  • FenoteroleHydrobromide
  • 5-[1-Hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-1,3-benzenediol hydrobromide
  • Fenoterol hydrobromide,2-(3,5-Dihydroxyphenyl)-2-hydroxy-2′-(4-hydroxyphenyl)-1′-methyldiethylamine hydrobromide
  • Fenoterol solution
  • Fenoterol HydrobroMide USP
  • 1,3-Benzenediol,5-[1-hydroxy-2-[[2-(4-hydroxyphenyl)-1-Methylethyl]aMino]ethyl]-, hydrobroMide(1:1)
  • Fenoterol hydrobromide CRS
  • Fenoterol for peak identification CRS
  • Fenoterol HBr (Mixture of Diastereomers)
  • Fenoterol in Methanol
  • FENOTEROL HYDROBROMIDE USP/EP/BP
  • XA13497000ALFenoteroLhydrobromidE100μg/mLin
  • Fenoterol hydrobromide 100 μg/ml Acetonitrile
  • C13497000 FenoteroLhydrobromide
  • Fenoterol hydrobromide in Acetonitrile
  • 1944-12-3
  • C17H22BrNO4
  • beta2-adrenoceptor agonist; bronchodilator.
  • Amines
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Adrenoceptor