Ethyl icosa-5,8,11,14,17-pentaenoate

Base Information

• Chemical Name: Ethyl icosa-5,8,11,14,17-pentaenoate
• CAS No.: 84494-70-2
• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.511
• European Community (EC) Number: 694-907-4
• Wikipedia: Ethyl_eicosapentaenoic_acid
• Mol file: 84494-70-2.mol

Synonyms:5,8,11,14,17-eicosapentaenoic acid, ethyl ester, (5Z,8Z,11Z,14Z,17Z)-;AMR-101;AMR101;eicosapentaenoic acid ethyl ester;Epadel;ethyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate;ethyl all-cis-5,8,11,14,17-icosapentaenoate;ethyl eicosapentaenoate;ethyl eicosapentaenoic acid;ethyl icosapentaenoate;ethyl-eicosapentaenoic acid;ethyl-EPA;icosapent ethyl;vascepa

Chemical Property of Ethyl icosa-5,8,11,14,17-pentaenoate

Chemical Property:

• Vapor Pressure: 3.65E-07mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 417 °C at 760 mmHg
• Flash Point: 103.1 °C
• PSA: 26.30000
• Density: 0.909 g/cm³
• LogP: 6.47120
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 330.255880323
• Heavy Atom Count: 24
• Complexity: 425

Purity/Quality:

≥98% ≥99% ^*data from raw suppliers

Eicosapentaenoic Acid Ethyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCC=CCC=CCCCC(=O)OCC
• Recent ClinicalTrials: Protective Effect of EPA on Cardiovascular Events
• Recent EU Clinical Trials: Effect of ?-3 polyunsaturated fatty acids on serum albumin concentration in patients with acute heart failure, hypoalbuminemia, and high inflammatory activity
• Description: Ethyl icosapentate is an ester of a polyunsaturated acid derived from fish oil. It is reported to decrease platelet aggregation, reduce blood viscosity and increase erythrocyte deformability.

Technology Process of Ethyl icosa-5,8,11,14,17-pentaenoate

There total 6 articles about Ethyl icosa-5,8,11,14,17-pentaenoate 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: 63.0%

all cis-5,8,11,14,17-eicosapentaenoic acid (10417-94-4) + ethanol (64-17-5) → eicosapentaenoic acid ethyl ester (86227-47-6,84494-70-2)

Guidance literature:

at 37 ℃; for 24h; synthesis with lipase modified with palmitoyl group; Boc, lauroyl and Z groups used also;

Reference yield:

all cis-5,8,11,14,17-eicosapentaenoic acid (10417-94-4) + ethanol (64-17-5) + Diethyl carbonate (105-58-8,76619-83-5) → eicosapentaenoic acid ethyl ester (86227-47-6,84494-70-2)

Guidance literature:

With immobilized Candida antarctica Lipase B; In neat (no solvent); at 60 ℃; for 1h; Green chemistry; Enzymatic reaction;

DOI:10.1016/j.molcatb.2012.04.009

Reference yield:

all cis-5,8,11,14,17-eicosapentaenoic acid (10417-94-4) + ethanol (64-17-5) + orthoformic acid triethyl ester (122-51-0) → eicosapentaenoic acid ethyl ester (86227-47-6,84494-70-2)

Guidance literature:

With immobilized Candida antarctica Lipase B; In neat (no solvent); at 60 ℃; for 0.5h; Green chemistry; Enzymatic reaction;

DOI:10.1016/j.molcatb.2012.04.009

upstream raw materials:

all cis-5,8,11,14,17-eicosapentaenoic acid

ethanol

Diethyl carbonate

orthoformic acid triethyl ester

Downstream raw materials:

all-(Z)-ethyl 3-oxa-6,9,12,15-octadecatetraenoate

Refernces

• 1、 -. "Compositions and methods of omega polyunsaturated fatty acids for the treatment of oral diseases". Page/Page column 2-3. . Retrieved 2011/05/05.
• 2、 -. "LIPASE-CATALYSED ESTERIFICATION OF MARINE OIL". Page 7-13. . Retrieved 2008/06/13.