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Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone

SIGMA/C2920 - ≥98% (HPLC), powder

Synonym: FCCP; Mesoxalonitrile 4-trifluoromethoxyphenylhydrazone

CAS Number: 370-86-5
Empirical Formula (Hill Notation): C10H5F3N4O
Molecular Weight: 254.17
EC Number: 206-730-8
MDL Number: MFCD00009699
Linear Formula: CF3OC6H4NHN=C(CN)2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-C2920-10MG 10 mg
 $161.00
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45-C2920-50MG 50 mg
 $635.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C2920-50MG

 

assay ≥98% (HPLC)
color yellow
form powder
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
InChI key BMZRVOVNUMQTIN-UHFFFAOYSA-N
mp 174-175 °C (dec.) (lit.)
Quality Level 300 
SMILES string FC(F)(F)Oc1ccc(NN=C(/C#N)C#N)cc1
solubility 95% ethanol: soluble
storage temp. 2-8°C
Application: 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
General description: 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.
Packaging: 10 mg in poly bottle
Packaging: 50 mg in glass bottle
Purity ≥98% (HPLC)
mp 174-175 °C (dec.) (lit.)
Storage Temp. 2-8°C
UNSPSC 12352200

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