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Merck
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Documenti

544329

Sigma-Aldrich

7-Ethoxy-4-methylcoumarin

98%

Sinonimo/i:

Ethyl 4-methylumbelliferyl ether

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About This Item

Formula empirica (notazione di Hill):
C12H12O3
Numero CAS:
87-05-8
Peso molecolare:
204.22
Beilstein:
169998
Numero CE:
201-721-5
Numero MDL:
MFCD00016971
Codice UNSPSC:
12352100
ID PubChem:
24878726

Saggio

98%

Punto di fusione

114-116 °C (lit.)

Stringa SMILE

CCOc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C12H12O3/c1-3-14-9-4-5-10-8(2)6-12(13)15-11(10)7-9/h4-7H,3H2,1-2H3
NKRISXMDKXBVRJ-UHFFFAOYSA-N

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Descrizione generale

7-Ethoxy-4-methylcoumarin (EtOMC), also known as ethyl 4-methylumbelliferyl ether, is a coumarin derivative. Its standard molar energy of combustion is ?5888.0 ± 3.2kJ·mol?1 and standard molar enthalpy of formation in the crystalline phase is ?545.4 ± 3.6kJ·mol?1.EtOMC can be prepared by reacting methyl acetoacetate with 3-ethoxyphenol in the presence of boron trifluoride dihydrate.The fluorescence quenching of EtOMC is more effective in the presence 4-hydroxy-TEMPO (4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl).

Applicazioni

7-Ethoxy-4-methylcoumarin may be used in the assay of 4-chlormethyl-7-ethoxycoumarin O-deethylase activity.

Codice della classe di stoccaggio

13 - Non Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Standard molar enthalpies of formation in the crystalline phase of 7-hydroxy-4-methylcoumarin, 7-ethoxy-4-methylcoumarin, and 6-methoxy-4-methylcoumarin.
Amador P, et al.
The Journal of Chemical Thermodynamics, 43(9), 1414-1416 (2011)
Analysis of fluorescence quenching of coumarin derivatives by 4-hydroxy-TEMPO in aqueous solution.
Zamojc K, et al.
Journal of Fluorescence, 24(3), 713-718 (2014)
U D Kuhn et al.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie, 50(4-6), 491-496 (1998-10-23)
7-Ethoxycoumarin (EC) is widely used as a model substrate for monooxygenase function, its O-deethylation representing cytochrome P450 (P450) activity mainly of 1A but also of 2B isoforms. Reports on investigations of its own capacity to induce or suppress P450 activities
Rongjing Yang et al.
Se pu = Chinese journal of chromatography, 30(2), 160-164 (2012-06-12)
A rapid analytical method for the determination of five coumarins (coumarin, 7-methoxycoumarin, dihydrocoumarin, 7-methyl coumarin and 7-ethoxy-4-methyl coumarin) in toys by high performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) has been developed. After ultrasonic extraction in tetrahydrofuran, the samples were analyzed
S Ekins et al.
The Journal of pharmacology and experimental therapeutics, 286(3), 1253-1259 (1998-09-11)
Previous studies in this laboratory have determined the lack of specificity of several antibody and substrate probes of CYP2B6. The goals of the current study were to examine the expression of CYP2B6 in a bank of human liver microsome (HLM)
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