FCCP

Modify Date: 2026-07-02 09:09:52

FCCP Structure
FCCP structure
Common Name FCCP
CAS Number 370-86-5 Molecular Weight 254.168
Density 1.3±0.1 g/cm3 Boiling Point 293.3±50.0 °C at 760 mmHg
Molecular Formula C10H5F3N4O Melting Point 174-175ºC (dec.)(lit.)
MSDS Chinese USA Flash Point 131.2±30.1 °C
Symbol GHS06
GHS06
Signal Word Danger

 Use of FCCP


FCCP is an uncoupler of oxidative phosphorylation in mitochondria.

 Names

Name carbonyl cyanide p-trifluoromethoxyphenylhydrazone
Synonym More Synonyms

 FCCP Biological Activity

Description FCCP is an uncoupler of oxidative phosphorylation in mitochondria.
Related Catalog
In Vitro FCCP (5 μM) results in a concentration-dependent decrease in Aβ and APPsβ production in K695sw cells. FCCP inhibits processing of wild-type APP. FCCP does not alter cellular ATP levels at any of the concentrations measured. The effects of FCCP on APP catabolism are independent of secondary effects on oxidative phosphorylation or the result of reduced cell viability. FCCP (5 μM or 500 nM), baf A1, and NH4Cl induce changes in Tf-Tx and Tf-F cellular fluorescence in K695 cells[1]. FCCP (200 nM) protects and enhances the follicle integrity in cat ovarian tissue during short-term in vitro culture. But FCCP does not appear to exert a beneficial or detrimental effect during ovarian tissue cryopreservation[2].
Cell Assay K695sw cells are maintained and exposed to vehicle or various concentrations of FCCP as mentioned above with the exception that cells are plated at a density of 20,000 cells per well in 96-well plates. Twenty-four hours after plating, cells are exposed to various treatments in Dulbecco’s modified Eagle’s medium supplemented with sodium pyruvate (1 mM). At the same time as drug exposures, YO-PRO (4 μM) is added to each well, and its uptake is quantified every 30 min for 1 day at 37°C using a Cytofluor 2350 fluorometric plate reader. As a positive control, all wells are exposed to 0.1% Triton X-100 at the end of the experiment[1].
References

[1]. Connop BP et al.Novel effects of FCCP [carbonyl cyanide p-(trifluoromethoxy)phenylhydrazone] on amyloid precursor protein processing. J Neurochem. 1999 Apr;72(4):1457-65.

[2]. Tanpradit N, et al. Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone (FCCP) pre-exposure ensures follicle integrity during in vitro culture of ovarian tissue but not during cryopreservation in the domestic cat model. J Assist Reprod Genet. 2016 Dec;33(12):1621-1631. Epub 2016 Sep 17.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 293.3±50.0 °C at 760 mmHg
Melting Point 174-175ºC (dec.)(lit.)
Molecular Formula C10H5F3N4O
Molecular Weight 254.168
Flash Point 131.2±30.1 °C
Exact Mass 254.041550
PSA 81.20000
LogP 3.65
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.522
InChIKey BMZRVOVNUMQTIN-UHFFFAOYSA-N
SMILES N#CC(C#N)=NNc1ccc(OC(F)(F)F)cc1
Storage condition 2-8°C
Water Solubility acetone: 20 mg/mL, clear, very deep greenish yellow

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301-H317-H413
Precautionary Statements P280-P301 + P310
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T: Toxic;Xi: Irritant;
Risk Phrases R25
Safety Phrases 36/37-45
RIDADR UN 2811 6
WGK Germany 3
RTECS FG5775000
Packaging Group II
Hazard Class 6.1(a)
HS Code 2928000090

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2928000090
Summary 2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

 Articles204

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Disarrangement in functions and quality control of mitochondria at synapses are early events in Alzheimer's disease (AD) pathobiology. We reported that a 20-22 kDa NH2-tau fragment mapping between 26 ...

 FCCPBioassay

View more

Name: Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident pro...
Source: NCGC
Target: N/A
External Id: SERCaMPGLuc-p1-antagonist
Name: Effect on mitochondrial membrane potential in human T47D cells at 0.3 uM after 30 min...
Source: ChEMBL
Target: T47D
External Id: CHEMBL3766589
Name: Increase in oxygen consumption rate of mitochondrial state 4 respiration in human T47...
Source: ChEMBL
Target: T47D
External Id: CHEMBL3766588
Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1100
Name: Stimulation of state 4 cellular respiration in human T47D cells at 0.3 to 1 uM in pre...
Source: ChEMBL
Target: T47D
External Id: CHEMBL2155892
Name: Induction of mitochondrial membrane potential loss in Leishmania amazonensis IFLA/BR/...
Source: ChEMBL
Target: Leishmania amazonensis
External Id: CHEMBL4034913
Name: Increase in oxygen consumption rate in digitonin permeabilized human T47D cells asses...
Source: ChEMBL
Target: T47D
External Id: CHEMBL3766593
Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1101
Name: Stimulation of state 4 cellular respiration in human Hep3B cells at 10 uM in presence...
Source: ChEMBL
Target: Hep 3B2
External Id: CHEMBL2155893
Name: Effect on cellular respiration in human T47D cells assessed as increase in oxygen con...
Source: ChEMBL
Target: T47D
External Id: CHEMBL2155890
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 Synonyms

2-{2-[4-(trifluoromethoxy)phenyl]hydrazono}malononitrile
2-[[4-(trifluoromethoxy)phenyl]hydrazinylidene]propanedinitrile
FCCP,Mesoxalonitrile 4-trifluoromethoxyphenylhydrazone
Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone
Carbonyl Cyanide p-Trifluoromethoxyphenylhydrazone
{2-[4-(trifluoromethoxy)phenyl]hydrazinylidene}propanedinitrile
EINECS 206-730-8
{[4-(Trifluoromethoxy)phenyl]hydrazono}malononitrile
MFCD00009699
FCCP
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