7-Hydroxycoumarin-4-acetic acid

Base Information

• Chemical Name: 7-Hydroxycoumarin-4-acetic acid
• CAS No.: 6950-82-9
• Molecular Formula: C11H8O5
• Molecular Weight: 220.182
• Hs Code.: 29322985
• European Community (EC) Number: 626-152-3
• NSC Number: 642907,65625
• DSSTox Substance ID: DTXSID50943938
• Nikkaji Number: J485.931F
• Wikidata: Q82921116
• ChEMBL ID: CHEMBL12253
• Mol file: 6950-82-9.mol

Synonyms:7-HCA cpd;7-hydroxycoumarin-4-acetic acid;7-hydroxycoumarin-4-acetic acid, monosodium salt

Chemical Property of 7-Hydroxycoumarin-4-acetic acid

Chemical Property:

• Vapor Pressure: 8.72E-12mmHg at 25°C
• Melting Point: 212 °C (dec.)(lit.)
• Refractive Index: 1.64
• Boiling Point: 523.5 °C at 760 mmHg
• PKA: 4.24±0.10(Predicted)
• Flash Point: 214.5 °C
• PSA: 87.74000
• Density: 1.511 g/cm³
• LogP: 1.12570
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMF: soluble
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 220.03717335
• Heavy Atom Count: 16
• Complexity: 346

Purity/Quality:

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

7-Hydroxycoumarin-4-acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)OC(=O)C=C2CC(=O)O
• Uses: Fluorogenic substrate 7-Hydroxycoumarin-4-acetic acid is a fluorescence label but can also be used as pH-indicator. 7-Hydroxycoumarinyl-4-acetic acid was used in the synthesis of novel and specific enzyme substrates for Maroteaux-Lamy (MPS VI) and Morquio A (MPS IVA) diseases. It was also employed as ionic liquid matrice for MALDI-TOF MS of proteins, peptides and carbohydrates.

Technology Process of 7-Hydroxycoumarin-4-acetic acid

There total 1 articles about 7-Hydroxycoumarin-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:

7-[(pivalyloxymethyl)oxy]-4-(carboxymethyl)-2H-benzopyran-2-one (387338-41-2) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-(7-hydroxy-2-oxochromen-4-yl)acetic acid (6950-82-9) + Trimethylacetic acid (75-98-9)

Guidance literature:

With water; 8D₅ antibody; In N,N-dimethyl-formamide; at 30 ℃; pH=7.55; Further Variations:; Catalysts; Enzyme kinetics;

DOI:10.1002/1521-3765(20011105)7:21<4604::AID-CHEM4604>3.0.CO;2-Z

Reference yield: 100.0%

4-amino-1-benzylpiperidine (50541-93-0) + 2-(7-hydroxy-2-oxochromen-4-yl)acetic acid (6950-82-9) → N-(1-(benzyl)piperidin-4-yl)-7-hydroxycoumarin-4-acetamide

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dimethyl sulfoxide; at 20 ℃; for 2h;

DOI:10.1021/jm010384j

Reference yield: 94.0%

(2S,3S)-3-amino-4-{4,4’-dimethoxytrityloxy}butan-2-ol (956092-70-9) + 2-(7-hydroxy-2-oxochromen-4-yl)acetic acid (6950-82-9) → C36H35NO8 (1391760-86-3)

Guidance literature:

2-(7-hydroxy-2-oxochromen-4-yl)acetic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 0.166667h;

(2S,3S)-3-amino-4-{4,4’-dimethoxytrityloxy}butan-2-ol; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/j.bmc.2012.05.052

upstream raw materials:

7-[(pivalyloxymethyl)oxy]-4-(carboxymethyl)-2H-benzopyran-2-one

Downstream raw materials:

7-hydroxycoumarin-4-acetic acid methyl ester

(7-hydroxy-2-oxo-2H-chromen-4-yl)-acetic acid ethyl ester

7-hydroxy-4-styrylcoumarin

2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid

Refernces