Esmolol

Base Information

• Chemical Name: Esmolol
• CAS No.: 81147-92-4
• Deprecated CAS: 103598-03-4,84057-94-3,84057-94-3
• Molecular Formula: C16H25 N O4
• Molecular Weight: 295.379
• European Community (EC) Number: 629-713-0
• UNII: MDY902UXSR
• DSSTox Substance ID: DTXSID4022995
• Nikkaji Number: J32.840E
• Wikipedia: Esmolol
• Wikidata: Q418139
• NCI Thesaurus Code: C72617
• RXCUI: 49737
• Pharos Ligand ID: WDWSG5RBZFKL
• Metabolomics Workbench ID: 143592
• ChEMBL ID: CHEMBL768
• Mol file: 81147-92-4.mol

Synonyms:ASL 8052;ASL-8052;Brevibloc;esmolol;esmolol hydrochloride

Chemical Property of Esmolol

Chemical Property:

• Vapor Pressure: 3.62E-08mmHg at 25°C
• Melting Point: 48-50 ºC
• Boiling Point: 430.2 °C at 760 mmHg
• PKA: 13.88±0.20(Predicted)
• Flash Point: 214 °C
• PSA: 67.79000
• Density: 1.026
• LogP: 1.92080
• Water Solubility.: Slightly soluble
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 295.17835828
• Heavy Atom Count: 21
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

Esmolol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A reproductive hazard.
• Hazard Codes: A reproductive hazard.

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Beta-Adrenergic Receptor Antagonists
• Canonical SMILES: CC(C)NCC(COC1=CC=C(C=C1)CCC(=O)OC)O
• Recent ClinicalTrials: Efficacy of Esmolol Versus Magnesium Sulphate on Quality of Recovery in Patients Undergoing Laparoscopic Cholecystectomy: Randomized Controlled Study
• Recent EU Clinical Trials: Postoperative effects of high-dose esmolol during mitral valve surgery for mitral regurgitation.
• Recent NIPH Clinical Trials: Comparing three drugs for reducing heart rate and blood pressure during laryngoscopy andintubation
• Uses: Esmolol is a cardioselective beta1 receptor blocking agent. Agricultural chemical.
• Therapeutic Function: Beta-adrenergic blocker
• 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.

Technology Process of Esmolol

There total 6 articles about Esmolol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

methyl 3-<4-(2,3-epoxypropoxy)phenyl>propionate (81147-94-6,246219-23-8) + isopropylamine (75-31-0) → esmolol (81147-92-4,84057-94-3,103598-03-4)

Guidance literature:

In methanol; for 8h; Reflux; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/ol500745t

Reference yield:

4-hydroxyphenylpropionic acid (501-97-3) → esmolol (81147-92-4,84057-94-3,103598-03-4)

Guidance literature:

Multi-step reaction with 3 steps

1: conc. H₂SO₄, 3A molecular sieves / 72 h / Heating

2: 44 percent / K₂CO₃ / acetone / 20 h / Heating

3: methanol / 4 h / Heating

With 3 A molecular sieve; sulfuric acid; potassium carbonate; In methanol; acetone;

DOI:10.1021/jm00354a003

Reference yield:

3-(4-hydroxyphenyl)propionic acid methyl ester (5597-50-2) → esmolol (81147-92-4,84057-94-3,103598-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / K₂CO₃ / acetone / 20 h / Heating

2: methanol / 4 h / Heating

With potassium carbonate; In methanol; acetone;

DOI:10.1021/jm00354a003

upstream raw materials:

methyl 3-<4-(2,3-epoxypropoxy)phenyl>propionate

isopropylamine

4-hydroxyphenylpropionic acid

3-(4-hydroxyphenyl)propionic acid methyl ester

Downstream raw materials:

N-(2-aminoethyl)-3-(4-(2-hydroxy-3-(isopropylamino)propoxy)phenyl)propanamide

methyl (S)-3-[4-[2-Hydroxy-3-(isopropylamino)propoxy]phenyl]propanoate

esmolol

Refernces

• 1、 -. "THERAPY FOR COMPLICATIONS OF DIABETES". . . Retrieved 2009/07/02.
• 2、 -. "FLUORESCENCE BASED DETECTION OF SUBSTANCES". . . Retrieved 2009/09/28.