ChemicalBook > CAS DataBase List > Esmolol

Esmolol

Product Name
Esmolol
CAS No.
81147-92-4
Chemical Name
Esmolol
Synonyms
ESMOLOL;asl8052-001;(+-)-Esmolol;Methyl 3-[4-(2-hydroxy-3-propan-2-ylamino-propoxy)phenyl]propanoate;methyl4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoate;Methyl 4-[2-hydoxy-3[(1-methylethyl)amino]-propoxy]benzenepropanoate;4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-benzenepropanoicacimethyle;Methyl 3-[4-({2-hydroxy-3-[(1-methylethyl)amino]propyl}oxy)phenyl]propanoate;3-[4-[2-Hydroxy-3-(isopropylamino)propoxy]phenyl]propanoic acid methyl ester;3-[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-propionic acid methyl ester
CBNumber
CB6454935
Molecular Formula
C16H25NO4
Formula Weight
295.37
MOL File
81147-92-4.mol
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Esmolol Property

Melting point:
48-50 °C
Boiling point:
430.2±40.0 °C(Predicted)
Density 
1.026
storage temp. 
Store at -20°C
solubility 
DMSO: 59 mg/mL (199.75 mM);Ethanol: 59 mg/mL (199.75 mM)
pka
13.88±0.20(Predicted)
Water Solubility 
Slightly soluble
Merck 
14,3700
CAS DataBase Reference
81147-92-4(CAS DataBase Reference)
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Safety

RTECS 
DA8345500
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
E668038
Product name
Esmolol
Packaging
500mg
Price
$570
Updated
2021/12/16
Chem-Impex
Product number
37858
Product name
Esmolol,98%(GC)
Purity
98%(GC)
Packaging
100MG
Price
$563.36
Updated
2021/12/16
Matrix Scientific
Product number
084545
Product name
Methyl 3-{4-[2-Hydroxy-3-(isopropylamino)propoxy]-phenyl}propanoate hydrochloride
Purity
98%
Packaging
1g
Price
$727
Updated
2021/12/16
AK Scientific
Product number
K444
Product name
Esmolol
Packaging
1g
Price
$1031
Updated
2021/12/16
Acints
Product number
ACI-05251
Product name
3-[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-propionicacidmethylester
Purity
95%+
Packaging
5g
Price
$1297.75
Updated
2021/12/16
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Esmolol Chemical Properties,Usage,Production

Originator

Esmolol,AroKor Holdings

Uses

Esmolol is a cardioselective beta1 receptor blocking agent.

Uses

Agricultural chemical.

Definition

ChEBI: Methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate is a methyl ester that is methyl 3-(4-hydroxyphenyl)propanoate in which the hydrogen attached to the phenolic hydroxy group is substituted by a 2-hydroxy-3-(isopropylamino)propyl group. It is an aromatic ether, a member of ethanolamines, a methyl ester, a secondary alcohol and a secondary amino compound. It is functionally related to a 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoic acid.

Manufacturing Process

A solution of 17 g (0.1 mole) of 3-(4-hydroxyphenyl)propionic acid in 500 mL methanol and 2 mL concentrated sulfuric acid were placed in a Soxhlet extractor charged with 3A molecular sieves. The solution was refluxed for 72 hours and the sieve were exchanged at 24 hour intervals. The reaction medium was then evaporated to an oil which was dissolved in 100 mL toluene and extracted with 100 mL water (3 times). The toluene phase was dried over magnesium sulfate, treated with activated charcoal and evaporated to provide 15 g (80%) of a clear oil. The NMR spectrum was consistent with the methyl 3-(4-hydroxyphenyl)propionate.
The oil described above was utilized directly in the condensation reaction with the epichlorohydrin. A mixture of 0.1 mole of methyl 3-(4- hydroxyphenyl)propionate, 0.2 mole potassium carbonate and 0.4 mole epichlorohydrin in 250 mL acetone was heated to reflux for 24 hours. The reaction medium was then filtered and evaporated. The residue was taken up in 100 mL toluene and washed with 100 mL 1.0 N NaOH and 100 mL water (2 times). The toluene phase was then dried over magnesium sulfate and evaporated to provide the crude product as an oil. Purification was effected by vacuum distillation (156°C/0.4 mm) and provided methyl 3-[4-(2,3- epoxypropoxy)phenyl]propionate. The NMR and IR spectra and elemental analysis data were consistent with the assigned structure.
A mixture of 50 g (0.21 mole) of methyl 3-[4-(2,3- epoxypropoxy)phenyl]propionate and 100 mL of isopropylamine in 100 mLmethanol was heated to reflux for 4 hours. The reaction medium was then evaporated and the resulting oil taken up in methanol and treated with ethereal HCl and provided crystals which were recrystallized in similar fashion to provide 28 g (47%) of white crystals: melting point 85-86°C. The NMR and IR spectra and the elemental analysis data were consistent with the structure of methyl 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoate.
In practice it is usually used as hydrochloride.

Therapeutic Function

Beta-adrenergic blocker

Hazard

A reproductive hazard.

Clinical Use

Esmolol (Brevibloc) is a short-acting intravenously administered β1-selective adrenoceptor blocking agent. It does not possess membrane-stabilizing activity or sympathomimetic activity.
Esmolol is used in the treatment of supraventricular tachyarrhythmias for rapid control of ventricular rate and reduction of myocardial oxygen consumption. Discontinuation of administration is followed by a rapid reversal of its pharmacological effects because of esmolol’s rapid hydrolysis by plasma esterases.

Side effects

The most frequently reported adverse effects are hypotension, nausea, dizziness, headache, and dyspnea.As with many β-blocking drugs, esmolol is contraindicated in patients with overt heart failure and those in cardiogenic shock.

Metabolism

The -blocker esmolol (Brevibloc) is unusual in that it is very rapidly metabolized; its plasma half-life is only 9 minutes. It is subject to hydrolysis by cytosolic esterases in red blood cells to yield methanol and an acid metabolite, the latter having an elimination half-life of about 4 hours. Only 2% of the administered esmolol is excreted unchanged. Because of its rapid onset and short duration of action, esmolol is used by the intravenous route for the control of ventricular arrhythmias in emergencies.

Esmolol Preparation Products And Raw materials

Raw materials

Preparation Products

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Esmolol Suppliers

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View Lastest Price from Esmolol manufacturers

Career Henan Chemica Co
Product
ethyl 5-amino-2H-1,2,4-triazole-3-carboxylate 81147-92-4
Price
US $1.00/g
Min. Order
1g
Purity
85.0-99.8%
Supply Ability
20ton
Release date
2020-10-28
Career Henan Chemica Co
Product
Esmolol 81147-92-4
Price
US $1.00/g
Min. Order
1g
Purity
85.0-99.8%
Supply Ability
20ton
Release date
2020-10-28

81147-92-4, EsmololRelated Search:


  • ESMOLOL
  • 3-[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-propionic acid methyl ester
  • 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenepropanoic acid methyl ester
  • 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-benzenepropanoicacimethyle
  • asl8052-001
  • methyl4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoate
  • Methyl 3-[4-(2-hydroxy-3-propan-2-ylamino-propoxy)phenyl]propanoate
  • Methyl 4-[2-hydoxy-3[(1-methylethyl)amino]-propoxy]benzenepropanoate
  • 3-[4-[2-Hydroxy-3-(isopropylamino)propoxy]phenyl]propanoic acid methyl ester
  • 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenepropionic acid methyl ester
  • Methyl 3-[4-({2-hydroxy-3-[(1-methylethyl)amino]propyl}oxy)phenyl]propanoate
  • (+-)-Esmolol
  • 81147-92-4
  • 81147-92-4