215911

Carbonyl Cyanide m-Chlorophenylhydrazone

≥95% (HPLC), solid, mitophagy inducer, Calbiochem

• Synonym(s): Carbonyl Cyanide m-Chlorophenylhydrazone, CCCP
• CAS Number: 555-60-2
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00001848
• Assay: ≥95% (HPLC)
• Form: solid
• Storage condition: OK to freeze

Properties

• Product Name: Carbonyl Cyanide m-Chlorophenylhydrazone, Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. Approximately 100 times more effective than 2,4-dinitrophenol.
• Quality Segment: 100
• description: RTECS - FG5600000
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: yellow
• solubility: ethanol: 1 mg/mL, DMSO: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: Clc1cc(ccc1)NN=C(C#N)C#N
• InChI: 1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H
• InChI key: UGTJLJZQQFGTJD-UHFFFAOYSA-N

Description

General description

Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. Approximately 100 times more effective than 2,4-dinitrophenol. Binds with cytochrome c oxidase with high affinity (K_d = 270 nM). Inhibits transport processes and depresses growth.

Biochem/physiol Actions

Cell permeable: no

Kd = 270 nM in binding with cytochrome c oxidase

Primary Target
cytochrome c oxydase

Product does not compete with ATP.

Reversible: no

Preparation Note

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 1 month at 4°C.

Other Notes

Bona, M., et al. 1993. Gen. Physiol. Biophys. 12, 533.
Heytler, P.G., and Prichard, W.W. 1962. Biochem. Biophys. Res. Commun.7, 272.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Codes: H301 + H311 + H331,H315,H319,H335
• Precautionary Statements: P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3