7-Methoxycoumarin-4-acetic acid

Base Information

• Chemical Name: 7-Methoxycoumarin-4-acetic acid
• CAS No.: 62935-72-2
• Molecular Formula: C12H10 O5
• Molecular Weight: 234.208
• Hs Code.: 2932209090
• European Community (EC) Number: 830-881-4
• NSC Number: 378137
• DSSTox Substance ID: DTXSID70321577
• Nikkaji Number: J881.713H
• Wikidata: Q27104784
• Metabolomics Workbench ID: 52566
• ChEMBL ID: CHEMBL268282
• Mol file: 62935-72-2.mol

Synonyms:62935-72-2;7-Methoxycoumarin-4-acetic acid;2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid;2-(7-methoxy-2-oxochromen-4-yl)acetic acid;(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid;Mca-OH;2H-1-Benzopyran-4-acetic acid, 7-methoxy-2-oxo-;MFCD00009774;7-Methoxy-2-oxo-2H-1-benzopyran-4-acetic acid;(7-methoxycoumarin-4-yl)acetic acid;(7-Methoxy-2-oxo-2H-chromen-4-yl)-acetic acid;NSC 378137;CHEMBL268282;CHEBI:51666;7-Methoxycoumarin-4-aceticacid;NSC378137;7-MeO-Coumarin-AcOH;7-Methoxy-2-oxo-2H-chromen-4-acetic Acid;Oprea1_229870;Oprea1_350851;MLS000676412;SCHEMBL246218;YSSJ00799;DTXSID70321577;HMS2745H10;AM9990;BDBM50022173;STL457132;AKOS002663360;AC-9053;GS-3805;HY-W027544;NSC-378137;7-Methoxycoumarin-4-acetic acid, 97%;NCI60_003557;SMR000298433;SY110098;CS-0071568;FT-0621449;EN300-51455;F30043;A834101;SR-01000234450;SR-01000234450-1;Q27104784;F1083-0011;Z276516410

Chemical Property of 7-Methoxycoumarin-4-acetic acid

Chemical Property:

• Appearance/Colour: Off-white powder
• Vapor Pressure: 9.55E-10mmHg at 25°C
• Melting Point: 193 ºC (dec.)
• Boiling Point: 472.9 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 189.2 °C
• PSA: 76.74000
• Density: 1.367 g/cm³
• LogP: 1.42870
• Storage Temp.: 2-8°C
• Solubility.: Soluble in acetone and dimethyl sulfoxide.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 234.05282342
• Heavy Atom Count: 17
• Complexity: 360

Purity/Quality:

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

7-Methoxycoumarin-4-acetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=CC(=O)O2)CC(=O)O
• Uses: A precursor to coumarin-type fluorescent reagents Key intermidiate for the synthesis of fluorescence probes in chromatographic detection. Shows local anesthetic activity. 7-Methoxycoumarin-4-acetic acid is a precursor to coumarin-type fluorescent reagents. It has been uses as fluorescent probe in preparation of two novel LysB29 selectively labeled fluorescent derivatives of human insulin, in the preparation of cell-penetrating peptide transportan 10 (tp10) and as fluorescent label for peptides.

Technology Process of 7-Methoxycoumarin-4-acetic acid

There total 12 articles about 7-Methoxycoumarin-4-acetic acid 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: 85.0%

O-methylresorcine (150-19-6) + diethyl 1,3-acetonedicarboxylate (105-50-0) → 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid (62935-72-2)

Guidance literature:

With sulfuric acid; at 25 ℃; for 48h;

DOI:10.1021/jm00156a031

Reference yield: 80.0%

ethyl (7-methoxy-2-oxo-2H-chromen-4-yl)acetate (32632-43-2) → 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid (62935-72-2)

Guidance literature:

With sodium hydroxide; In ethanol; for 2h; Heating;

DOI:10.1021/jm049751s

Reference yield: 74.0%

methyl 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetate (62935-73-3) → 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid (62935-72-2)

Guidance literature:

With potassium hydroxide; at 20 ℃; for 1h;

DOI:10.1007/s10600-005-0006-1

upstream raw materials:

O-methylresorcine

acetonedicarboxylic acid

2-(7-hydroxy-2-oxochromen-4-yl)acetic acid

dimethyl sulfate

Downstream raw materials:

methyl 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetate

C₂₁H₂₁NO₇

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido)pentanoic acid

Refernces

• 1、 Aboulwafa, Omaima M.,Al Suwayyid, Areej N.,Aldarwesh, Amal,Almutairi, Maha S.,Attia, Mohamed I.. "Antiestrogenic activity and possible mode of action of certain new nonsteroidal coumarin-4-acetamides". . . Retrieved 2020.
• 2、 Lizzul-Jurse, Antoine,Bailly, Laetitia,Hubert-Roux, Marie,Afonso, Carlos,Renard, Pierre-Yves,Sabot, Cyrille. "Readily functionalizable phosphonium-tagged fluorescent coumarins for enhanced detection of conjugates by mass spectrometry". supporting information. p. 7777 - 7791. Retrieved 2016/08/24.