T2803

7-Ethoxy-4-(trifluoromethyl)coumarin

Name: 7-Ethoxy-4-(trifluoromethyl)coumarin
Brand: SIGMA

≥98% (TLC), powder

Sinónimos:

Ethyl 4-(trifluoromethyl)umbelliferyl ether

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Fórmula empírica (notación de Hill):

C₁₂H₉F₃O₃

Número CAS:

115453-82-2

Peso molecular:

258.19

NACRES:

NA.32

PubChem Substance ID:

24900082

UNSPSC Code:

12352204

MDL number:

MFCD00467588

Beilstein/REAXYS Number:

8555209

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Nombre del producto

7-Ethoxy-4-(trifluoromethyl)coumarin, ≥98% (TLC)

InChI key

OLHOIERZAZMHGK-UHFFFAOYSA-N

SMILES string

CCOc1ccc2c(OC(=O)C=C2C(F)(F)F)c1

InChI

1S/C12H9F3O3/c1-2-17-7-3-4-8-9(12(13,14)15)6-11(16)18-10(8)5-7/h3-6H,2H2,1H3

assay

≥98% (TLC)

form

powder

solubility

chloroform: 100 mg/mL, clear, colorless (Soluble in chloroform, methanol, and DMSO.)

fluorescence

λ_ex 333 nm; λ_em 415 nm in methanol

storage temp.

−20°C

Quality Level

100

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Este artículo	T3165	N0252	SML2821
Sigma-Aldrich T2803 7-Ethoxy-4-(trifluoromethyl)coumarin	Sigma-Aldrich T3165 7-Methoxy-4-(trifluoromethyl)coumarin	Sigma-Aldrich N0252 4-Nitrophenyl decanoate	Sigma-Aldrich SML2821 DiFMUP
assay ≥98% (TLC)	assay ≥99% (TLC)	assay ≥98% (TLC)	assay ≥98% (HPLC)
solubility chloroform: 100 mg/mL, clear, colorless (Soluble in chloroform, methanol, and DMSO.)	solubility acetone: 50 mg/mL, clear, colorless to faintly yellow	solubility chloroform: soluble 100 mg/mL, colorless to faintly yellow	solubility DMSO: 2 mg/mL, clear
Quality Level 100	Quality Level -	Quality Level 200	Quality Level 100
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. -	storage temp. −20°C	storage temp. room temp
fluorescence λ_ex 333 nm; λ_em 415 nm in methanol	fluorescence λ_ex 333 nm; λ_em 416 nm in methanol	fluorescence -	fluorescence -

Features and Benefits

7-Ethoxy-4-(trifluoromethyl)coumarin is a fluorogenic substrate for cytochrome P-450 catalyzed O-de-ethylation.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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A direct, highly sensitive assay for cytochrome P-450 catalyzed O-deethylation using a novel coumarin analog.

J G DeLuca et al.

Biochemical pharmacology, 37(9), 1731-1739 (1988-05-01)

The microsomal O-deethylation of a novel coumarin analog, 7-ethoxy-4-trifluoromethylcoumarin (EFC), to a fluorescent product was characterized. Results indicate that this analog provides a rapid, convenient and highly sensitive means to assay cytochrome P-450-mediated metabolism. Like microsomal 7-ethoxycoumarin (7-EC) O-deethylation, EFC

Biochemical analysis of a chlorfenapyr-selected resistant strain of Tetranychus urticae Koch.

Thomas Van Leeuwen et al.

Pest management science, 62(5), 425-433 (2006-03-22)

Tetranychus urticae Koch has recently developed resistance to chlorfenapyr in Australia and Japan, but no attempt has yet been made to describe the biochemical mechanisms involved in chlorfenapyr resistance. In this study a laboratory-selected chlorfenapyr-resistant strain was investigated. Resistance to

Improvement in the expression of CYP2B6 by co-expression with molecular chaperones GroES/EL in Escherichia coli.

Maori Mitsuda et al.

Protein expression and purification, 46(2), 401-405 (2005-11-29)

Improvement of CYP2B6 expression was examined by co-expression with molecular chaperones GroES/EL. Although a CO-reduced difference spectrum was not detected in Escherichia coli transformed only by the CYP2B6-expressing vector, co-expression of GroES/EL resulted in high-level expression which reached over 2000

Metabolism of human cytochrome P450 marker substrates in mouse: a strain and gender comparison.

S Löfgren et al.

Xenobiotica; the fate of foreign compounds in biological systems, 34(9), 811-834 (2005-03-04)

The aim was to characterize mouse gender and strain differences in the metabolism of commonly used human cytochrome (CYP) P450 probe substrates. Thirteen human CYP probe substrates (phenacetin, coumarin, 7-ethoxy-4-trifluoromethyl coumarin, amiodarone, paclitaxel, diclofenac, S-mephenytoin, bufuralol, dextromethorphan, chlorzoxazone, p-nitrophenol, testosterone

Peroxynitrite-mediated nitration of tyrosine and inactivation of the catalytic activity of cytochrome P450 2B1.

E S Roberts et al.

Chemical research in toxicology, 11(9), 1067-1074 (1998-10-07)

The addition of peroxynitrite to purified cytochrome P450 2B1 resulted in a concentration-dependent loss of the NADPH- and reductase-supported or tert-butylhydroperoxide-supported 7-ethoxy-4-(trifluoromethyl)coumarin O-deethylation activity of P450 2B1 with IC50 values of 39 and 210 microM, respectively. After incubation of P450

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