442631

Coumarin 6

98%

• Synonym(s): 3-(2-Benzothiazolyl)-7-(diethylamino)coumarin, 3-(2-Benzothiazolyl)-N,N-diethylumbelliferylamine
• Empirical Formula (Hill Notation): C₂₀H₁₈N₂O₂S
• CAS Number: 38215-36-0
• Molecular Weight: 350.43
• Beilstein/REAXYS Number: 1085798
• EC Number: 253-830-2
• MDL number: MFCD00041869
• UNSPSC Code: 12352103
• PubChem Substance ID: 24867935
• NACRES: NA.23

Properties

• Quality Level: 100
• assay: 98%
• form: solid
• mp: 208-210 °C (lit.)
• λmax: 444 nm
• fluorescence: λ_em 505 nm in ethanol (Lasing peak 534 nm, lasing range 515 - 558 nm (DMSO), pump source XeCl (308 nm))
• OLED device performance: ITO/Alq₃:Coumarin 6/Mg:Ag;
  • Color: green
  • Max. EQE: 2.5 %
• SMILES string: CCN(CC)c1ccc2C=C(C(=O)Oc2c1)c3nc4ccccc4s3
• InChI: 1S/C20H18N2O2S/c1-3-22(4-2)14-10-9-13-11-15(20(23)24-17(13)12-14)19-21-16-7-5-6-8-18(16)25-19/h5-12H,3-4H2,1-2H3
• InChI key: VBVAVBCYMYWNOU-UHFFFAOYSA-N

Description

General description

Coumarin 6 (C6) is a derivative of coumarin with a benzothiazolyl group at the position 3. It emits fluorescence in solid and solution state and is used as fluorescent dye to stain organelles. C6 is majorly used as blue-green spectrum laser dye and is microenvironment sensitive.

Coumarin 6 is a fluorescent dye that belongs to the 7-diethylaminocoumarin series that can be used in a variety of biological activities. It can be used as a dopant that exhibits green light (500 nm) in optoelectronic applications.

Application

Coumarin 6 dye can be used in the labeling and visualization of polymeric nanoparticles in biological applications, such as oral drug delivery systems for cancer. It can also be used in development of electroluminescent devices such as organic light emitting diodes (OLEDs).

Coumarin 6 has been used as a hydrophobic fluorescent dye

• in block copolymer (BCP)-based micelle based drug delivery studies in glioma cell lines
• in combination with flufenamic acid (FA) based nanoprodrug uptake in glioma cells
• in poly(lactic-co-glycolic acid) (PLGA) based elvitegravir nanoprodrug uptake studies

Laser dye

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)