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Merck
CN

T2803

7-Ethoxy-4-(trifluoromethyl)coumarin

≥98% (TLC), powder

Synonym(s):

Ethyl 4-(trifluoromethyl)umbelliferyl ether

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About This Item

Empirical Formula (Hill Notation):
C12H9F3O3
CAS Number:
Molecular Weight:
258.19
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Beilstein/REAXYS Number:
8555209
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Product Name

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

Quality Level

assay

≥98% (TLC)

form

powder

solubility

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

fluorescence

λex 333 nm; λem 415 nm in methanol

storage temp.

−20°C

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

InChI key

OLHOIERZAZMHGK-UHFFFAOYSA-N

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.

Storage Class

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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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
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
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
Haoming Zhang et al.
The Journal of pharmacology and experimental therapeutics, 338(3), 803-809 (2011-06-11)
In this study, metabolism of bupropion, efavirenz, and 7-ethoxy-4-trifluoromethylcoumarin (7-EFC) by CYP2B6 wild type (CYP2B6.1) and six polymorphic variants (CYP2B6.4 to CYP2B6.9) was investigated in a reconstituted system to gain a better understanding of the effects of the mutations on
J Chun et al.
Drug metabolism and disposition: the biological fate of chemicals, 28(8), 905-911 (2000-07-20)
2-Phenyl-2-(1-piperidinyl)propane (PPP), an analog of phencyclidine, was tested for its ability to inactivate cytochrome P450s (P450s) 2B1 and 2B6. PPP inactivated the 7-(benzyloxy)resorufin O-dealkylation activity of liver microsomes obtained from phenobarbital-induced rats with a K(I) of 11 microM. The 7-ethoxy-4-(trifluoromethyl)coumarin

Global Trade Item Number

SKUGTIN
T2803-5MG04061832910253

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