Carbonyl cyanide m-chlorophenyl hydrazone
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| Carbonyl cyanide m-chlorophenyl hydrazone | |
|---|---|
| File:Carbonyl cyanide m-chlorophenyl hydrazone.svg | |
| [(3-chlorophenyl)hydrazono]malononitrile | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 555-60-2 
|
| PubChem | 2603 |
| ChemSpider | 2504 |
| MeSH | CCCP |
| SMILES | Script error: No such module "collapsible list". |
| InChI | Script error: No such module "collapsible list". |
| InChI key | UGTJLJZQQFGTJD-UHFFFAOYAQ |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C9H5ClN4 |
| Molar mass | 204.62 g mol−1 |
 (what is this?) (verify)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Carbonyl cyanide m-chlorophenyl hydrazone (CCCP), is a chemical inhibitor of oxidative phosphorylation. It is a nitrile, hydrazone and ionophore. In general, CCCP causes the gradual destruction of living cells and death of the organism.[1] [2] The CCCP affects the protein synthesis reactions in seedling mitochondria;[3] the mechanisms of action of CCCP are under intensive study, see [4] and references therein.
CCCP causes an uncoupling of the proton gradient that is established during the normal activity of electron carriers in the electron transport chain. The chemical acts essentially as an ionophore and reduces the ability of ATPsynthase to function optimally.
References
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