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Merck

546283

Coumarin 6

≥99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H18N2O2S
CAS Number:
Molecular Weight:
350.43
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
253-830-2
Beilstein/REAXYS Number:
1085798
MDL number:
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assay

≥99%

form

solid

mp

208-210 °C (lit.)

λmax

443 nm

fluorescence

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))

orbital energy

HOMO 5.4 eV , LUMO 2.7 eV 

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

General description

Coumarin 6 as fluorescence lifetime standards in fluorescence spectroscopy was reported to be the most stable for performing lifetime experiments.

Application

Laser dye
Material used as Green Dopant
It may be used to calibrate fluorescence lifetime imaging microscopy system.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

Fluorescence lifetime measurement is advantageous over intensity-based measurements. Applications include fluorescence lifetime assays, sensing and FLI.

蛍光寿命測定には、蛍光強度に基づく測定法にない利点があります。応用例として、蛍光寿命分析、蛍光寿命センシングおよび蛍光寿命イメージング(FLI)が挙げられます。

ミセル形成は、静脈内薬物送達における溶解度の低さに対処し、臨床上の限界を克服する。

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Deborah D Soto-Ortega et al.
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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