CAS No. 555-60-2

Batch: Purity:99.71
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CCCP (Carbonyl cyanide 3-chlorophenylhydrazone) Chemical Structure
Chemical Structure
Check the CCCP (Carbonyl cyanide 3-chlorophenylhydrazone) product page for in-depth specifications, including solubility, stock solutions, MOA, and working concentrations.

Chemical Information

IUPAC Name 2-[(3-chlorophenyl)hydrazinylidene]propanedinitrile
CAS Number 555-60-2
Molecular Formula

C9H5ClN4
Molecular Weight (MW) 204.62
SMILES C1=CC(=CC(=C1)Cl)NN=C(C#N)C#N
InChIKey UGTJLJZQQFGTJD-UHFFFAOYSA-N

Biological Activity

CCCP (Carbonyl cyanide 3-chlorophenylhydrazone) is a potent protonophore mitochondrial uncoupler and oxidative phosphorylation inhibitor. By increasing inner mitochondrial membrane permeability to protons, CCCP rapidly dissipates the mitochondrial membrane potential (MMP). This loss of potential impairs ATP synthesis, triggers PINK1 stabilization on the outer mitochondrial membrane, and recruits Parkin to damaged mitochondria, ultimately driving selective autophagic degradation through the mitophagy pathway. [1]

How to Prepare Stock Solution?

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Solubility

Batch:
All in vitro solubility values are batch-tested experimental data (non-literature values).
Solvent Solubility & Note
DMSO 41 mg/mL (200.37 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.)
Ethanol 14 mg/mL
Water Insoluble
FAQ
Q: Why does a DMSO stock precipitate in media/saline?
A: It is caused by unheated aqueous media (supersaturation), local solvent shock, or incorrect mixing sequence.
How to fix it?
  • Preheat media/saline to 37°C.
  • Mix rapidly (pipette/vortex) upon addition.
  • For complex mixes, always add the aqueous phase last.
  • Re-dissolve minor precipitates with a 37°C water bath and sonication (≤30 min).
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Reference

[1] Narendra D, et al. J Cell Biol. 2008;183(5):795-803.

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Note: Technical data last updated: Sep 1, 2026.