Coumarin 151

Name: Coumarin 151
Brand: Zhengzhou Whchem

CAS：53518-15-3 | Coumarin 151 | Whchem

CAS: 53518-15-3

Other Names

7-amino-4-(trifluoromethyl)-2-benzopyrone;Coumarin 490;7-AMINO-4-(TRIFLUOROMETHYL)COUMARIN, FOR FLUORESCENCE;7-AMIDO-4-TRIFLUOROMETHYLCOUMARIN;7-AMINO-4-(TRIFLUOROMETHYL)COUMARIN, 99+ %;Caspase 8 Fluorometric Substrate, IETD-AFC (FLICE, MASH, Mch5, N-acetyl-Asp-Glu-Val-Asp-AFC;Coumarin 151, laser grade, pure, 99%;7-Amino-4-(trifluoromethyl)coumarin 99%

Molecular Formula

Purity

>98%

Molecular Weight

229.16 g/mol

EINECS

Structure Available Verified Product

English Name	Coumarin 151
English Synonyms	7-amino-4-(trifluoromethyl)-2-benzopyrone;Coumarin 490;7-AMINO-4-(TRIFLUOROMETHYL)COUMARIN, FOR FLUORESCENCE;7-AMIDO-4-TRIFLUOROMETHYLCOUMARIN;7-AMINO-4-(TRIFLUOROMETHYL)COUMARIN, 99+ %;Caspase 8 Fluorometric Substrate, IETD-AFC (FLICE, MASH, Mch5, N-acetyl-Asp-Glu-Val-Asp-AFC;Coumarin 151, laser grade, pure, 99%;7-Amino-4-(trifluoromethyl)coumarin 99%
CAS Number	53518-15-3
Molecular Formula	C10H6F3NO2
Molecular Weight	229.16 g/mol
EINECS Number
Related Categories	258-599-1
Mol File	Download MOL File
Structure Image

Property	Value
Melting point	221-222 °C (lit.)
Boiling point	314.6±42.0 °C (Predicted)
Density	1.4096 (estimate)
Storage condition	under inert gas (nitrogen or Argon) at 2–8 °C
Acidity Coefficient (pKa)	1.12±0.20 (Predicted)
Form	Powder
Color	Viscous yellow
Water solubility	Soluble in dimethyl sulfoxide (25 mg/mL), dimethyl formamide (25 mg/mL), and methanol (25 mg/mL). Insoluble in water.
Maximum Wavelength (λmax)	≤207 nm
BRN	4456797
Major applications	Diagnostic assay manufacturing, hematology, histology
InChI	InChI=1S/C10H6F3NO2/c11-10(12,13)7-4-9(15)16-8-3-5(14)1-2-6(7)8/h1-4H,14H2
InChIKey	JBNOVHJXQSHGRL-UHFFFAOYSA-N
SMILES	Nc1ccc2c(OC(=O)C=C2C(F)(F)F)c1
CAS Database Reference	53518-15-3 (CAS DataBase Reference)
EPA Chemical Substance Reference	2H-1-Benzopyran-2-one, 7-amino-4-(trifluoromethyl)- (53518-15-3)

Coumarin 151 (CAS 53518-15-3) is a high-purity fine chemical intermediate widely used in organic synthesis, pharmaceutical R&D, agrochemical manufacturing and specialty chemical applications.

As a professional supplier, Zhengzhou Whchem provides Coumarin 151 with >98% purity, COA, structure confirmation and flexible packaging, available from research quantities to commercial scale with global shipping.

Category	Description (English Translation)
Uses & Synthesis Methods Biological Activity: 7-Amino-4-(trifluoromethyl)coumarin (Coumarin 151) is a fluorescent label used for sensitive detection of proteases. Its excitation and emission wavelengths are 400 and 500 nm, respectively. In Vitro Studies: Amino acid and peptide derivatives of 7-amino-4-(trifluoromethyl)coumarin are used to monitor peptidase activities. Caspase activation is measured using the fluorogenic compound N-acetyl-asp-glu-val-asp-7-amino-4-(trifluoromethyl)coumarin (Ac-DEVD-AFC). This substrate rapidly enters cells where it is efficiently cleaved at the aspartate residue by specific caspases, yielding the fluorescent compound 7-amino-4-(trifluoromethyl)coumarin (AFC). Following cell disruption, released AFC is separated by HPLC and detected by fluorescence. The appearance of AFC in cells is blocked by the pancaspase inhibitor benzyloxycarbonyl-val-ala-asp-fluoromethylketone, thus establishing that intracellular caspases are responsible for the cleavage. γ-Glutamyl-7-amino-4-(trifluoromethyl)coumarin is synthesized and used as a substrate for fluorimetric assay of γ-glutamyltranspeptidase. The reaction product 7-amino-4-(trifluoromethyl)coumarin is fluorescent at neutral pH values, with excitation and emission wavelengths of 400 and 490 nm, respectively. Concentration is linearly related to fluorescence over the range of 10 to 300 pmol/3 mL reaction mixture. Uses: Suitable for use as a laser dye and as a fluorescent label for proteases. Uses: Suitable for use as a laser dye.

Category

Description (English Translation)

Uses & Synthesis Methods

Biological Activity: 7-Amino-4-(trifluoromethyl)coumarin (Coumarin 151) is a fluorescent label used for sensitive detection of proteases. Its excitation and emission wavelengths are 400 and 500 nm, respectively.

In Vitro Studies: Amino acid and peptide derivatives of 7-amino-4-(trifluoromethyl)coumarin are used to monitor peptidase activities. Caspase activation is measured using the fluorogenic compound N-acetyl-asp-glu-val-asp-7-amino-4-(trifluoromethyl)coumarin (Ac-DEVD-AFC). This substrate rapidly enters cells where it is efficiently cleaved at the aspartate residue by specific caspases, yielding the fluorescent compound 7-amino-4-(trifluoromethyl)coumarin (AFC). Following cell disruption, released AFC is separated by HPLC and detected by fluorescence. The appearance of AFC in cells is blocked by the pancaspase inhibitor benzyloxycarbonyl-val-ala-asp-fluoromethylketone, thus establishing that intracellular caspases are responsible for the cleavage. γ-Glutamyl-7-amino-4-(trifluoromethyl)coumarin is synthesized and used as a substrate for fluorimetric assay of γ-glutamyltranspeptidase. The reaction product 7-amino-4-(trifluoromethyl)coumarin is fluorescent at neutral pH values, with excitation and emission wavelengths of 400 and 490 nm, respectively. Concentration is linearly related to fluorescence over the range of 10 to 300 pmol/3 mL reaction mixture.

Uses: Suitable for use as a laser dye and as a fluorescent label for proteases.

Uses: Suitable for use as a laser dye.

Category	Value
Hazard Symbol	Xi, Xn
Hazard Codes (R Phrases)	36/37/38-20/21/22
Safety Codes (S Phrases)	26-36-37/39
WGK Germany	3
TSCA	TSCA listed
Hazard Class	IRRITANT
HS Code (Customs)	29322090
Storage Category	11 - Combustible solids
Hazard Classification	Eye Irritation Category 2, Dermal Irritation Category 2, Specific Target Organ Toxicity - Single Exposure Category 3

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Coumarin 151

CAS：53518-15-3 | Coumarin 151 | Whchem

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