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Merck

C2920

Sigma-Aldrich

Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone

≥98% (TLC), powder, Mitophagy inducer

Sinónimos:

FCCP, Mesoxalonitrile 4-trifluoromethoxyphenylhydrazone

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About This Item

Fórmula lineal:
CF3OC6H4NHN=C(CN)2
Número de CAS:
Peso molecular:
254.17
Beilstein:
664446
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

product name

Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone, ≥98% (TLC), powder

Nivel de calidad

Análisis

≥98% (TLC)

formulario

powder

color

yellow

mp

174-175 °C (dec.) (lit.)

solubilidad

95% ethanol: soluble

temp. de almacenamiento

2-8°C

cadena SMILES

FC(F)(F)Oc1ccc(N\N=C(/C#N)C#N)cc1

InChI

1S/C10H5F3N4O/c11-10(12,13)18-9-3-1-7(2-4-9)16-17-8(5-14)6-15/h1-4,16H

Clave InChI

BMZRVOVNUMQTIN-UHFFFAOYSA-N

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Descripción general

FCCP is a protonophore (H+ ionophore) and uncoupler of oxidative phosphorylation in mitochondria. It is capable of depolarizing plasma and mitochondrial membranes. FCCP has been shown to have several effects on cellular calcium. It is also reported to inhibit a background K+ current and induce a small inward current, reduce pH by 0.1 unit, and induce a rise of intracellular [Na+]. FCCP stimulates Mg2+-ATPase activity, inhibits β-amyloid production, and mimics the effect of selective glutamate agonist N-methyl-D-aspartate (NMDA) on mitochondrial superoxide production.

Aplicación

Carbonylcyanide 4-(trifluoromethoxy)phenylhydrazone (FCCP) has been used as an uncouplerin cell culture: to study its effects on murine thermogenic adipocytes, tostudy its effects on β-oxidation in mouse mitochondria, to study its effects on the metabolism in bone marrow-derived dendriticcells from mouse

Pictogramas

CorrosionExclamation mark

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


Certificados de análisis (COA)

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Electric cell-substrate impedance sensing (ECIS) is an emerging technique for sensitively monitoring morphological changes of adherent cells in tissue culture. In this study, human mesenchymal stem cells (hMSCs) were exposed to different concentrations of carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone (FCCP) for 20
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Cell death and differentiation, 26(8), 1428-1441 (2018-10-31)
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CD4

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