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368512

Sigma-Aldrich

7-Hydroxy-4-(trifluoromethyl)coumarin

98%

Sinonimo/i:

4-(Trifluoromethyl)umbelliferone

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About This Item

Formula empirica (notazione di Hill):
C10H5F3O3
Numero CAS:
575-03-1
Peso molecolare:
230.14
Beilstein:
210932
Numero MDL:
MFCD00037578
Codice UNSPSC:
12352103
ID PubChem:
24862915
NACRES:
NA.23

Saggio

98%

Stato

solid

pKa 

7.26

Punto di fusione

178-180 °C (lit.)

Fluorescenza

λex 385 nm; λem 502 nm in methanol

Stringa SMILE

Oc1ccc2c(OC(=O)C=C2C(F)(F)F)c1

InChI

1S/C10H5F3O3/c11-10(12,13)7-4-9(15)16-8-3-5(14)1-2-6(7)8/h1-4,14H
CCKWMCUOHJAVOL-UHFFFAOYSA-N

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Descrizione generale

7-Hydroxy-4-(trifluoromethyl)coumarin is a class of 7-hydroxycoumarin that is majorly used as laser dyes. It has a characterized emission spectra and may be used in excited state proton transfer (ESPT).

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H300,H315,H319,H335

Classi di pericolo

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

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, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
MKCQ0127
MKCN6054
MKCM3164
MKCC3332
MKBX9560V

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Sean Ekins et al.
Drug metabolism and disposition: the biological fate of chemicals, 31(9), 1077-1080 (2003-08-16)
CYP2D6 and CYP3A4 represent two particularly important members of the cytochrome p450 enzyme family due to their involvement in the metabolism of many commercially available drugs. Avoiding potent inhibitory interactions with both of these enzymes is highly desirable in early
Brian Dean et al.
Archives of biochemistry and biophysics, 426(1), 55-62 (2004-05-08)
Two UDP-glucuronosyltransferases (UGT2B9(*)2 and UGT2B33) have been isolated from female rhesus monkey liver. Microsomal preparations of the cell lines expressing the UGTs catalyzed the glucuronidation of the general substrate 7-hydroxy-4-(trifluoromethyl)coumarin in addition to selected estrogens (beta-estradiol and estriol) and opioids
Anima Ghosal et al.
Drug metabolism and disposition: the biological fate of chemicals, 32(2), 267-271 (2004-01-28)
Posaconazole (Noxafil, SCH 56592), an orally available broad-spectrum triazole antifungal, is currently in phase III clinical studies for treating serious opportunistic fungal infections. The major in vitro metabolite of posaconazole formed by human liver microsomes supplemented with uridine 5'-diphosphate-glucuronic acid
Base-induced phototautomerization in 7-hydroxy-4-(trifluoromethyl) coumarin
Westlake BC, et al.
The Journal of Physical Chemistry B, 116(51), 14886-14891 (2012)
Risto O Juvonen et al.
Xenobiotica; the fate of foreign compounds in biological systems, 50(8), 885-893 (2020-01-07)
Sulfonation is an important high affinity elimination pathway for phenolic compounds.In this study sulfonation of 7-hydroxycoumarin and 13 its derivatives were evaluated in liver cytosols of human and six animal species. 7-hydroxycoumarin and its derivatives are strongly fluorescent, and their
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