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Merck

248924

7-Amino-4-(trifluoromethyl)coumarin

≥99%

Synonym(s):

Coumarin 151

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About This Item

Empirical Formula (Hill Notation):
C10H6F3NO2
CAS Number:
53518-15-3
Molecular Weight:
229.16
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24854960
EC Number:
258-599-1
Beilstein/REAXYS Number:
4456797
MDL number:
MFCD00006858

Key Documents

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InChI key

JBNOVHJXQSHGRL-UHFFFAOYSA-N

InChI

1S/C10H6F3NO2/c11-10(12,13)7-4-9(15)16-8-3-5(14)1-2-6(7)8/h1-4H,14H2

SMILES string

Nc1ccc2c(OC(=O)C=C2C(F)(F)F)c1

assay

≥99%

form

(Powder or Crystals or Chunks)

technique(s)

titration: suitable

mp

221-222 °C (lit.)

λmax

≤207 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

100

Related Categories

General description

7-Amino-4-(trifluoromethyl)coumarin (AFC) is a novel fluorescent marker used for the detection of proteinases.

Application

Suitable as laser dye

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000325007
MKCV4735
MKCV9922
0000325007
MKCT1435

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S W Cox et al.
Archives of oral biology, 32(9), 599-605 (1987-01-01)
The cysteine proteinases cathepsins B and L have collagenolytic potential and so have been implicated in connective-tissue breakdown in chronic periodontitis. Synthetic peptide substrates are often used to detect proteolytic enzymes. The action of homogenates of inflamed gingiva tissue against
Zhimin Tao et al.
Molecular pharmaceutics, 4(4), 583-595 (2007-04-19)
This study measures the time-dependence of cellular caspase activation by anticancer drugs and compares it with that of cellular respiration. Intracellular caspase activation and cellular respiration were measured during continuous exposure of Jurkat, HL-60, and HL-60/MX2 (deficient in topoisomerase-II) cells
J R Tchoupe et al.
Biochimica et biophysica acta, 1076(1), 149-151 (1991-01-08)
N-trifluoromethylcoumarinylamide derivatives of benzyloxycarbonyl-Arg-Arg, benzyloxycarbonyl-Phe-Arg and Arg are convenient chromogenic and fluorogenic substrates of cathepsin B, L and H, respectively. Benzyloxycarbonyl-Phe-Arg-N-trifluoromethylcoumarinylamide is also a highly sensitive substrate for papain.
Franziska Ebert et al.
Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS), 61, 126563-126563 (2020-06-13)
Arsenolipids, especially arsenic-containing hydrocarbons (AsHC), are an emerging class of seafood originating contaminants. Here we toxicologically characterize a recently identified oxo-AsHC 332 metabolite, thioxo-AsHC 348 in cultured human liver (HepG2) cells. Compared to results of previous studies of the parent
Synthesis and chemistry of 7-amino-4-(trifluoromethyl)coumarin and its amino acid and peptide derivatives
Bissell E R
The Journal of Organic Chemistry, 45, 2283?2287-2283?2287 (1980)
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