WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 522447

CAS#: 370-86-5

Description: Carbonyl cyanide-4-(trifluoromethoxy)phenylhydrazone (FCCP) is an ionophore that is a mobile ion carrier. It referred to as an uncoupling agent because it disrupts ATP synthesis by transporting hydrogen ions through a cell membrane before they can be used to provide the energy for oxidative phosphorylation. It is a nitrile and hydrazone. FCCP was first described in 1962 by Heytler.

Price and Availability


USD 190

USD 350

USD 550

FCCP, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.

Chemical Structure


Theoretical Analysis

MedKoo Cat#: 522447
Name: FCCP
CAS#: 370-86-5
Chemical Formula: C10H5F3N4O
Exact Mass: 254.04155
Molecular Weight: 254.17
Elemental Analysis: C, 47.26; H, 1.98; F, 22.42; N, 22.04; O, 6.29

Synonym: FCCP; Carbonyl cyanide-p-trifluoromethoxyphenylhydrazone; (4-(Trifluoromethoxy)phenyl)hydrazonopropanedinitrile; Carbonyl Cyanide p Trifluoromethoxyphenylhydrazone; Carbonyl Cyanide p-Trifluoromethoxyphenylhydrazone; Carbonyl Cyanide para Trifluoromethoxyphenylhydrazone; Carbonyl Cyanide para-Trifluoromethoxyphenylhydrazone; Cyanide p-Trifluoromethoxyphenylhydrazone, Carbonyl; Cyanide para-Trifluoromethoxyphenylhydrazone, Carbonyl; p-Trifluoromethoxyphenylhydrazone, Carbonyl Cyanide; para-Trifluoromethoxyphenylhydrazone, Carbonyl Cyanide.

IUPAC/Chemical Name: N-(4-(trifluoromethoxy)phenyl)carbonohydrazonoyl dicyanide


InChi Code: 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


Technical Data

Solid powder

>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:


1: Mlejnek P, Dolezel P. Loss of mitochondrial transmembrane potential and glutathione depletion are not sufficient to account for induction of apoptosis by carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone in human leukemia K562 cells. Chem Biol Interact. 2015 Sep 5;239:100-10. doi: 10.1016/j.cbi.2015.06.033. Epub 2015 Jun 23. PubMed PMID: 26115783.

2: Cutró AC, Montich GG, Roveri OA. Effect of carbonylcyanide-4-(trifluoromethoxy)phenylhydrazone (FCCP) on the interaction of 1-anilino-8-naphthalene sulfonate (ANS) with phosphatidylcholine liposomes. J Bioenerg Biomembr. 2014 Apr;46(2):119-25. doi: 10.1007/s10863-014-9545-0. Epub 2014 Feb 26. Erratum in: J Bioenerg Biomembr. 2014 Jun;46(3):243. PubMed PMID: 24570377.

3: Han YH, Park WH. Intracellular glutathione levels are involved in carbonyl cyanide p-(trifluoromethoxy) phenylhydrazone-induced apoptosis in As4.1 juxtaglomerular cells. Int J Mol Med. 2011 Apr;27(4):575-81. doi: 10.3892/ijmm.2011.604. Epub 2011 Jan 21. PubMed PMID: 21258765.

4: Han YH, Moon HJ, You BR, Kim SZ, Kim SH, Park WH. Effects of carbonyl cyanide p-(trifluoromethoxy) phenylhydrazone on the growth inhibition in human pulmonary adenocarcinoma Calu-6 cells. Toxicology. 2009 Nov 30;265(3):101-7. doi: 10.1016/j.tox.2009.10.001. Epub 2009 Oct 9. PubMed PMID: 19819288.

5: Han YH, Kim SH, Kim SZ, Park WH. Carbonyl cyanide p-(trifluoromethoxy) phenylhydrazone (FCCP) as an O2(*-) generator induces apoptosis via the depletion of intracellular GSH contents in Calu-6 cells. Lung Cancer. 2009 Feb;63(2):201-9. doi: 10.1016/j.lungcan.2008.05.005. Epub 2008 Jun 27. PubMed PMID: 18585819.

6: Kuruvilla S, Qualls CW Jr, Tyler RD, Witherspoon SM, Benavides GR, Yoon LW, Dold K, Brown RH, Sangiah S, Morgan KT. Effects of minimally toxic levels of carbonyl cyanide P-(trifluoromethoxy) phenylhydrazone (FCCP), elucidated through differential gene expression with biochemical and morphological correlations. Toxicol Sci. 2003 Jun;73(2):348-61. Epub 2003 Apr 15. PubMed PMID: 12700400.

7: Connop BP, Thies RL, Beyreuther K, Ida N, Reiner PB. Novel effects of FCCP [carbonyl cyanide p-(trifluoromethoxy)phenylhydrazone] on amyloid precursor protein processing. J Neurochem. 1999 Apr;72(4):1457-65. PubMed PMID: 10098849.

8: Cramer WA, Horton P, Donnell JJ. Inhibition of chemical oxidation and reduction of cytochromes f and b-559 by carbonylcyanide p-trifluoromethoxy phenylhydrazone. Biochim Biophys Acta. 1974 Dec 19;368(3):361-70. PubMed PMID: 4451656.

9: Prezioso G, Palmieri F, Quagliariello E. [Effect of p-trifluoromethoxy-phenylhydrazone of carbonylcyanide on the kinetics of dicarboxylic acid uptake in rat liver mitochondria]. Boll Soc Ital Biol Sper. 1971 Oct 30;47(20):637-41. Italian. PubMed PMID: 5143112.

10: Kovác L, Hrusovská E. The effect of carbonyl cyanide p-trifluoromethoxy-phenylhydrazone on yeast cells. Folia Microbiol (Praha). 1967;12(1):56-63. PubMed PMID: 6031585.