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Merck

248924

Sigma-Aldrich

7-Amino-4-(trifluoromethyl)coumarin

≥99%

Sinónimos:

Coumarin 151

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About This Item

Fórmula empírica (notación de Hill):
C10H6F3NO2
Número de CAS:
Peso molecular:
229.16
Beilstein/REAXYS Number:
4456797
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

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

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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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
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.

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