C2920

Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone

≥98% (HPLC), powder, Mitophagy inducer

• Synonym(s): FCCP, Mesoxalonitrile 4-trifluoromethoxyphenylhydrazone
• Linear Formula: CF₃OC₆H₄NHN=C(CN)₂
• CAS Number: 370-86-5
• Molecular Weight: 254.17
• NACRES: NA.77
• PubChem Substance ID: 24892549
• UNSPSC Code: 12352200
• EC Number: 206-730-8
• MDL number: MFCD00009699
• Beilstein/REAXYS Number: 664446
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone, ≥98% (HPLC), powder
• Quality Segment: 300
• assay: ≥98% (HPLC)
• 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.[1] 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[2], tostudy its effects on β-oxidation in mouse mitochondria[3], to study its effects on the metabolism in bone marrow-derived dendriticcells from mouse[4]

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302,H314,H317,H413
• pcodes: 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: 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
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges