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442631

Coumarin 6

98%

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:
38215-36-0
Molecular Weight:
350.43
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
24867935
EC Number:
253-830-2
Beilstein/REAXYS Number:
1085798
MDL number:
MFCD00041869
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Quality Level

100

assay

98%

form

solid

mp

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))

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 (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

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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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Certificates of Analysis (COA)

Lot/Batch Number
SHBM8223
MKCL7084
MKCG8807
MKBV4602V
MKBR2011V

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Articles

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Solubility Enhancement of Hydrophobic Drugs

Micelle formation addresses low solubility in IV drug delivery, overcoming clinical limitations.

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)
Photophysical and photochemical properties of Coumarin-6 molecules incorporated within MCM-48
Li D, et al.
Materials Letters, 59(17), 2120-2123 (2005)
Fluorescent microcrystals obtained from coumarin 6 using the reprecipitation method
Fery-Forgues S, et al.
Journal of Fluorescence, 18(3-4), 619-624 (2008)
View All Related Papers

Global Trade Item Number

SKUGTIN
442631-1G04061832282671
442631-5G04061832282688