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Merck

442631

Sigma-Aldrich

3-(2-Benzothiazolyl)-7-(diethylamino)-cumarin

98%

Synonym(e):

3-(2-Benzothiazolyl)-N,N-diethylumbelliferylamin, Cumarin 6

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About This Item

Empirische Formel (Hill-System):
C20H18N2O2S
CAS-Nummer:
Molekulargewicht:
350.43
Beilstein:
1085798
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.23

Qualitätsniveau

Assay

98%

Form

solid

mp (Schmelzpunkt)

208-210 °C (lit.)

λmax

444 nm

Fluoreszenz

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

Leistung von OLED-Bauelementen

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

InChIKey

VBVAVBCYMYWNOU-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Nanoprodrugs of NSAIDs: Preparation and characterization of flufenamic acid nanoprodrugs
Lee BS, et al.
Journal of Drug Delivery, 2011 (2011)
Micelle-templated, poly (lactic-co-glycolic acid) nanoparticles for hydrophobic drug delivery
Nabar GM, et al.
International journal of nanomedicine, 13, 351-351 (2018)
Afra Torge et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 104, 171-179 (2017-04-10)
Nano-embedded microparticles represent a promising approach to deliver nanoparticles to the lungs. Microparticles with an appropriate aerodynamic diameter enable an application by dry powder inhaler and the transport of nanoparticles into the airways. By disintegration after deposition, nanoparticles can be
Characterization of coumarin-6 polycrystalline films growth from vacuum deposition at various substrate temperatures
Chen KL, et al.
Scientific reports, 8(1), 16740-16740 (2018)
Solvent effects on emission yield and lifetime for coumarin laser dyes. Requirements for a rotatory decay mechanism.
Jones G, et al.
The Journal of Physical Chemistry, 89(2), 294-300 (1985)

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