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368512

Sigma-Aldrich

7-Hydroxy-4-(trifluoromethyl)coumarin

98%

Sinônimo(s):

4-(Trifluoromethyl)umbelliferone

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About This Item

Fórmula empírica (Notação de Hill):
C10H5F3O3
Número CAS:
575-03-1
Peso molecular:
230.14
Beilstein:
210932
Número MDL:
MFCD00037578
Código UNSPSC:
12352103
ID de substância PubChem:
24862915
NACRES:
NA.23

Ensaio

98%

Formulário

solid

pKa 

7.26

pf

178-180 °C (lit.)

fluorescência

λex 385 nm; λem 502 nm in methanol

cadeia de caracteres SMILES

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

chave InChI

CCKWMCUOHJAVOL-UHFFFAOYSA-N

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Descrição geral

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).[1]

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H300,H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
MKCQ0127
MKCN6054
MKCM3164
MKCC3332
MKBX9560V

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Base-induced phototautomerization in 7-hydroxy-4-(trifluoromethyl) coumarin
Westlake BC, et al.
The Journal of Physical Chemistry B, 116(51), 14886-14891 (2012)
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
S Ekins et al.
Pharmacogenetics, 7(3), 165-179 (1997-06-01)
7-Ethoxy-4-trifluoromethylcoumarin (7-EFC) was examined as a substrate for cytochrome P450 (P450) in microsomes from human livers and expressed in B-lymphoblastoid cells. The O-deethylation of 7-EFC to 7-hydroxy-4-trifluoromethylcoumarin (7-HFC) varied over a liver bank (n = 19) by a factor of
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
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
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