C2920

Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone

≥98% (TLC), powder, Mitophagy inducer

• Synonym(s): FCCP, Mesoxalonitrile 4-trifluoromethoxyphenylhydrazone
• Linear Formula: CF₃OC₆H₄NHN=C(CN)₂
• CAS Number: 370-86-5
• Molecular Weight: 254.17
• Beilstein: 664446
• EC Number: 206-730-8
• MDL number: MFCD00009699
• UNSPSC Code: 12352200
• PubChem Substance ID: 24892549
• NACRES: NA.77

Properties

• Product Name: Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone, ≥98% (TLC), powder
• Quality Level: 300
• Assay: ≥98% (TLC)
• form: powder
• color: yellow
• mp: 174-175 °C (dec.) (lit.)
• solubility: 95% ethanol: soluble
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: BMZRVOVNUMQTIN-UHFFFAOYSA-N

Description

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.

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

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H314,H317,H413
• Precautionary Statements: P260 - P273 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves