Coumarin 343

Base Information

• Chemical Name: Coumarin 343
• CAS No.: 55804-65-4
• Molecular Formula: C16H15NO4
• Molecular Weight: 285.299
• Hs Code.: 29349990
• European Community (EC) Number: 259-824-6
• UNII: 7GE3Q7LWR9
• DSSTox Substance ID: DTXSID9069051
• Nikkaji Number: J296.501A
• Wikidata: Q27123015
• Pharos Ligand ID: HCUN7BP97XGV
• Metabolomics Workbench ID: 129343
• ChEMBL ID: CHEMBL2442512
• Mol file: 55804-65-4.mol

Synonyms:coumarin 343

Chemical Property of Coumarin 343

Chemical Property:

• Appearance/Colour: orange crystalline powder
• Vapor Pressure: 4.74E-14mmHg at 25°C
• Melting Point: 240 °C(lit.)
• Boiling Point: 574.8 °C at 760 mmHg
• PKA: -98.22±0.20(Predicted)
• Flash Point: 301.4 °C
• PSA: 70.75000
• Density: 1.47 g/cm³
• LogP: 2.25500
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 285.10010796
• Heavy Atom Count: 21
• Complexity: 514

Purity/Quality:

97% ^*data from raw suppliers

Coumarin 343 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2=C3C(=C4C(=C2)C=C(C(=O)O4)C(=O)O)CCCN3C1
• Uses: Suitable as a laser dye.

Technology Process of Coumarin 343

There total 20 articles about Coumarin 343 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%

ethyl 11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f ]-pyrido[3,2,1-ij]quinoline-10-carboxylate (55804-66-5) → coumarin-343 (55804-65-4)

Guidance literature:

With hydrogenchloride; water; at 25 ℃; for 24h;

DOI:10.1016/j.dyepig.2018.12.064

Reference yield: 63.0%

9-formyl-8-hydroxyjulolidine (63149-33-7) → coumarin-343 (55804-65-4)

Guidance literature:

With piperidine; acetic acid; In ethanol; at 20 ℃; for 3.5h; Reflux;

Reference yield: 63.0%

cycl-isopropylidene malonate (2033-24-1) + 9-formyl-8-hydroxyjulolidine (63149-33-7) → coumarin-343 (55804-65-4)

Guidance literature:

With piperidine; acetic acid; In ethanol; for 3.5h; Reflux;

DOI:10.1016/j.ab.2020.113795

upstream raw materials:

coumarin 343 methyl ester

8-hydroxyjulolidine

8-methoxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline

9-formyl-8-hydroxyjulolidine

Downstream raw materials:

acetophenone

coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester

C₂₈H₃₁BN₂O₅

C₄₉H₅₈N₂O₉S

Refernces

Designing the selectivity of the fluorescent detection of amino acids: A chemosensing ensemble for histidine

10.1021/ja027110l

This research aims to develop a novel off/on fluorescent chemosensor for the selective detection of histidine, an important amino acid in biochemistry and molecular biology. The study introduces a "chemosensing ensemble" approach, where a fluorescent indicator is bound to a receptor through noncovalent interactions, and the receptor quenches the indicator's fluorescence. When histidine is added, it displaces the indicator, restoring its fluorescence and signaling histidine's presence. The receptor used is the [CuII2(1)]4+ complex, which can interact with histidine's imidazole residue through CuII ions, providing selective recognition over other amino acids. The researchers tested three fluorescent indicators—coumarine 343, fluorescein, and eosine Y—with eosine Y showing the highest selectivity for histidine. The study concludes that the choice of fluorescent indicator is crucial for achieving selectivity in sensing, and the [CuII2(1)]4+/eosine Y ensemble provides the best discrimination of histidine from other amino acids. This work demonstrates a new strategy for designing selective fluorescent sensors for amino acids, which could have significant applications in biochemical analysis and molecular biology.