Skip to Content
Merck
All Photos(1)

Documents

215911

Sigma-Aldrich

Carbonyl Cyanide m-Chlorophenylhydrazone

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

Synonym(s):

Carbonyl Cyanide m-Chlorophenylhydrazone, CCCP

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

CAS Number:
555-60-2
MDL number:
MFCD00001848
UNSPSC Code:
12352200
NACRES:
NA.77

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 Level

100

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

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

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

Warning

Toxicity: Harmful (C)

Reconstitution

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

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 Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Brittany P Rickard et al.
International journal of molecular sciences, 23(9) (2022-05-15)
Per- and polyfluoroalkyl substances (PFAS) are ubiquitous environmental contaminants associated with adverse reproductive outcomes including reproductive cancers in women. PFAS can alter normal ovarian function, but the effects of PFAS on ovarian cancer progression and therapy response remain understudied. Ovarian
Xiumei He et al.
Journal of cell science, 137(8) (2024-04-08)
Mitochondrial fission is a tightly regulated process involving multiple proteins and cell signaling. Despite extensive studies on mitochondrial fission factors, our understanding of the regulatory mechanisms remains limited. This study shows the critical role of a mitochondrial GTPase, GTPBP8, in
Evgeny Shlevkov et al.
iScience, 25(1), 103650-103650 (2022-01-14)
Pharmacological activation of the E3 ligase Parkin represents a rational therapeutic intervention for the treatment of Parkinson's disease. Here we identify several compounds that enhance the activity of wildtype Parkin in the presence of phospho-ubiquitin and act as positive allosteric
Nick Huang et al.
Nature communications, 15(1), 2598-2598 (2024-03-23)
Activation of the mechanistic target of rapamycin (mTOR) is a key metabolic checkpoint of pro-inflammatory T-cell development that contributes to the pathogenesis of autoimmune diseases, such as systemic lupus erythematosus (SLE), however, the underlying mechanisms remain poorly understood. Here, we
Quangdon Tran et al.
Cell death & disease, 13(6), 543-543 (2022-06-11)
The selective autophagy of damaged mitochondria is called mitophagy. Mitochondrial dysfunction, mitophagy, and apoptosis have been suggested to be interrelated in various human lung carcinomas. Leucine zipper EF-hand-containing transmembrane protein-1 (LETM1) was cloned in an attempt to identify candidate genes
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service