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Sigma-Aldrich

Coumarin 6

≥99%

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 :
329758042
Nomenclature NACRES :
NA.23

Pureté

≥99%

Forme

solid

Pf

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))

Énergie orbitale

HOMO 5.4 eV 
LUMO 2.7 eV 

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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Catégories apparentées

Description générale

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

Application

It may be used to calibrate fluorescence lifetime imaging microscopy system.
Material used as Green Dopant
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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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
Monitoring protein interactions in living cells with fluorescence lifetime imaging microscopy
Sun Y, et al.
Methods in Enzymology null
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)
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
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
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