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Merck

546283

Sigma-Aldrich

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

≥99%

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

≥99%

Form

solid

mp (Schmelzpunkt)

208-210 °C (lit.)

λmax

443 nm

Fluoreszenz

λem 494 nm in THF
λem 505 nm in ethanol (Lasing peak 534 nm, lasing range 515 - 558 nm (DMSO), pump source XeCl (308 nm))

Energie der Orbitale

HOMO 5.4 eV 
LUMO 2.7 eV 

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 as fluorescence lifetime standards in fluorescence spectroscopy was reported to be the most stable for performing lifetime experiments.

Anwendung

Material used as Green Dopant
It may be used to calibrate fluorescence lifetime imaging microscopy system.
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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Deborah D Soto-Ortega et al.
Bioorganic & medicinal chemistry, 19(8), 2596-2602 (2011-04-05)
Aggregation of the amyloid-β protein (Aβ) plays a pathogenic role in the progression of Alzheimer's disease, and small molecules that attenuate Aβ aggregation have been identified toward a therapeutic strategy that targets the disease's underlying cause. Compounds containing aromatic structures
Xin Guan et al.
Drug delivery, 23(9), 3307-3318 (2016-04-14)
Utilization of quercetin (QT) in clinics is limited by its instability and poor solubility. To overcome these disadvantages, we prepared QT as QT-loaded PLGA-TPGS nanoparticles (QPTN) and examined its properties and therapeutic efficacy for liver cancer. QT-loaded PLGA nanoparticles (QPN)
Monitoring protein interactions in living cells with fluorescence lifetime imaging microscopy
Sun Y, et al.
Methods in Enzymology null
Seokjoon Lee et al.
Bioorganic & medicinal chemistry letters, 16(17), 4596-4599 (2006-06-24)
A series of 7-diethylaminocoumarin compounds were synthesized and the cytotoxicities were tested against human umbilical vein endothelial cell (HUVEC) and some cancer cells. We found that the introduction of cyano groups at the 4-position will promote the bioactivity. In particular
Testing fluorescence lifetime standards using two-photon excitation and time-domain instrumentation: rhodamine B, coumarin 6 and lucifer yellow.
Kristoffersen AS,et al.
Journal of Fluorescence null

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One of the common difficulties with intravenous drug delivery is low solubility of the drug. The requirement for large quantities of saline to dissolve such materials limits their clinical use, and one solution for this problem that has recently generated interest is the formation of drug-loaded micelles.

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