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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:
Molecular Weight:
229.16
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
EC Number:
258-599-1
Beilstein/REAXYS Number:
4456797
MDL number:
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Quality Level

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

SMILES string

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

InChI

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

InChI key

JBNOVHJXQSHGRL-UHFFFAOYSA-N

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

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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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
S Reichardt et al.
Science (New York, N.Y.), 367(6485), 1482-1485 (2020-03-29)
The premature abscission of flowers and fruits limits crop yield under environmental stress. Drought-induced flower drop in tomato plants was found to be regulated by phytosulfokine (PSK), a peptide hormone previously known for its growth-promoting and immune-modulating activities. PSK formation
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.