7-Ethoxycoumarin

Base Information

• Chemical Name: 7-Ethoxycoumarin
• CAS No.: 31005-02-4
• Molecular Formula: C11H10O3
• Molecular Weight: 190.199
• Hs Code.: 29329990
• European Community (EC) Number: 250-429-4
• UNII: C8K66XCQ6L
• DSSTox Substance ID: DTXSID30184983
• Nikkaji Number: J315H
• Wikidata: Q27103553
• Metabolomics Workbench ID: 51612
• ChEMBL ID: CHEMBL191528
• Mol file: 31005-02-4.mol

Synonyms:7-ethoxycoumarin

Chemical Property of 7-Ethoxycoumarin

Chemical Property:

• Appearance/Colour: Beige crystalline powder
• Vapor Pressure: 6.36E-05mmHg at 25°C
• Melting Point: 88-90 °C(lit.)
• Refractive Index: 1.561
• Boiling Point: 344.962 °C at 760 mmHg
• Flash Point: 143.132 °C
• PSA: 39.44000
• Density: 1.207 g/cm³
• LogP: 2.19170
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in hot methanol (very faint turbidity), 95% ethanol (50 mg/ml), DMF, and DMSO. Insoluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Ethoxycoumarin 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Coumarin Dyes
• Canonical SMILES: CCOC1=CC2=C(C=C1)C=CC(=O)O2
• Uses: 7-Ethoxycoumarin is a substrate for CYP2B6 used in fluorometric assays of microsomal monooxygenase activity. 7-Ethoxycoumarin is commonly used for metabolism studies, including hepatocyte studies, liver perfusion techniques and cytochrome P450 studies.7-Ethoxycoumarin has been used to study the functional activity of recombinant P450. ) It has also been used as an internal standard for in vitro S-warfarin 7-hydroxylation and high performance liquid chromatography (HPLC) analysis.

Technology Process of 7-Ethoxycoumarin

There total 10 articles about 7-Ethoxycoumarin 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: 99.0%

7-hydroxy-2H-chromen-2-one (93-35-6) → 7-ethoxycoumarin (31005-02-4)

Guidance literature:

With potassium carbonate; In acetone; at 80 ℃; for 1h;

DOI:10.1016/j.bioorg.2018.11.044

Reference yield: 95.0%

7-hydroxy-2H-chromen-2-one (93-35-6) + acetylenedicarboxylic acid diethyl ester (762-21-0) → 7-ethoxycoumarin (31005-02-4)

Guidance literature:

With 1-methyl-1H-imidazole; In neat (no solvent); at 100 ℃; for 0.0666667h; Microwave irradiation; Green chemistry;

DOI:10.2298/JSC131223027D

Reference yield: 92.0%

ethyl bromide (74-96-4) + 7-hydroxy-2H-chromen-2-one (93-35-6) → 7-ethoxycoumarin (31005-02-4)

Guidance literature:

7-hydroxy-2H-chromen-2-one; With potassium carbonate; In acetone; for 0.25h; Inert atmosphere; Reflux;

ethyl bromide; In acetone; Inert atmosphere; Reflux;

upstream raw materials:

7-hydroxy-2H-chromen-2-one

ethyl iodide

tetrachloromethane

Bromoacetaldehyde diethyl acetal

Downstream raw materials:

2,4-diethoxy-cinnamic acid

7-hydroxy-2H-chromen-2-one

3-hydroxy-7-ethoxycoumarin

7-ethoxythiocoumarin

Refernces

• 1、 Yadav, Nisha,Auti, Prashant,George, Ginson,Paul, Atish T.. "Design, synthesis and biological evaluation of O-alkyl umbelliferone derivatives as pancreatic lipase inhibitors". . p. 1265 - 1271. Retrieved 2020/12/04.
• 2、 Orhan, Ilkay Erdogan,Senol Deniz, F. Sezer,Salmas, Ramin Ekhteiari,Durdagi, Serdar,Epifano, Francesco,Genovese, Salvatore,Fiorito, Serena. "Combined molecular modeling and cholinesterase inhibition studies on some natural and semisynthetic O-alkylcoumarin derivatives". . p. 355 - 362. Retrieved 2018/12/13.