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248924

Sigma-Aldrich

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
Beilstein:
4456797
EC Number:
258-599-1
MDL number:
MFCD00006858
UNSPSC Code:
12171500
PubChem Substance ID:
24854960
NACRES:
NA.47

Quality Level

100

Assay

≥99%

form

(Powder or Crystals or Chunks)

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

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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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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)
E D Pederson et al.
Journal of clinical periodontology, 21(8), 519-525 (1994-09-01)
Treponema denticola (Td) and Porphyromonas gingivalis (Pg) are associated with human moderate and severe adult periodontal diseases. This study quantifies these two anaerobes and their trypsin-like (TL) activities in subgingival plaque collected from both clinically healthy and periodontally diseased sites
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.
Takayasu Kawasaki et al.
Bioscience, biotechnology, and biochemistry, 76(4), 762-766 (2012-04-10)
Aggregations of proteins are in many cases associated with neurodegenerative diseases such as Alzheimer's (AD). Small compounds capable of inhibiting protein aggregation are expected to be useful for not only in the treatment of disease but also in probing the
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