Carbonyl cyanide-p-trifluoromethoxyphenylhydrazone

Carbonyl cyanide-p-trifluoromethoxyphenylhydrazone^[1]
Names
	IUPAC name 2-[[4-(trifluoromethoxy)phenyl]hydrazinylidene]propanedinitrile
Identifiers
CAS Number	370-86-5 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:75458 ;
ChEMBL	ChEMBL457504 ;
ChemSpider	3213 ;
ECHA InfoCard	100.006.119
MeSH	FCCP
PubChem CID	3330;
CompTox Dashboard (EPA)	DTXSID40190494 ;
	InChI 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 Key: BMZRVOVNUMQTIN-UHFFFAOYSA-N ; InChI=1/C10H5F3N4O/c11-10(12,13)18-9-3-1-7(2-4-9)16-17-8(5-14)6-15/h1-4,16H Key: BMZRVOVNUMQTIN-UHFFFAOYAT;
	SMILES C1=CC(=CC=C1NN=C(C#N)C#N)OC(F)(F)F; FC(F)(F)Oc1ccc(cc1)N/N=C(\C#N)C#N;
Properties
Chemical formula	C10H5F3N4O
Molar mass	254.16811 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Carbonyl cyanide-4-(trifluoromethoxy)phenylhydrazone (FCCP) is an ionophore that is a mobile ion carrier. It is 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.^[2] It is a nitrile and hydrazone. FCCP was first described in 1962 by Heytler.^[3]

References

^ FCCP - Compound Summary, PubChem.
^ MeSH Descriptor Data, MeSH.
^ Heytler, P G (1962). "A new class of uncoupling agents — Carbonyl cyanide phenylhydrazones". Biochemical and Biophysical Research Communications. 7 (4): 272–275. doi:10.1016/0006-291X(62)90189-4.