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442631

Sigma-Aldrich

Coumarin 6

98%

Synonyme(s) :

3-(2-Benzothiazolyl)-7-(diethylamino)coumarin, 3-(2-Benzothiazolyl)-N,N-diethylumbelliferylamine

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About This Item

Formule empirique (notation de Hill):
C20H18N2O2S
Numéro CAS:
38215-36-0
Poids moléculaire :
350.43
Numéro Beilstein :
1085798
Numéro CE :
253-830-2
Numéro MDL:
MFCD00041869
Code UNSPSC :
12352103
ID de substance PubChem :
24867935
Nomenclature NACRES :
NA.23

Pureté

98%

Forme

solid

Pf

208-210 °C (lit.)

λmax

444 nm

Fluorescence

λem 505 nm in ethanol (Lasing peak 534 nm, lasing range 515 - 558 nm (DMSO), pump source XeCl (308 nm))

Performance des dispositifs OLED

ITO/Alq3:Coumarin 6/Mg:Ag

  • Color: green
  • Max. EQE: 2.5 %

Chaîne SMILES 

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

Clé InChI

VBVAVBCYMYWNOU-UHFFFAOYSA-N

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Description générale

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Novel elvitegravir nanoformulation approach to suppress the viral load in HIV-infected macrophages
Gong Y, et al.
Biochemistry and Biophysics Reports, 12, 214-219 (2017)
Fluorescent microcrystals obtained from coumarin 6 using the reprecipitation method
Fery-Forgues S, et al.
Journal of Fluorescence, 18(3-4), 619-624 (2008)
Photophysical and photochemical properties of Coumarin-6 molecules incorporated within MCM-48
Li D, et al.
Materials Letters, 59(17), 2120-2123 (2005)
Surface modification of indium tin oxide by plasma treatment: An effective method to improve the efficiency, brightness, and reliability of organic light emitting devices.
Wu CC, et al.
Applied Physics Letters, 70(11), 1348-1350 (1997)
Single-layer white light-emitting organic electroluminescent devices based on dye-dispersed poly (N-vinylcarbazole).
Kido J, et al.
Applied Physics Letters, 67(16), 2281-2283 (1995)
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