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Merck

215911

Carbonyl Cyanide m-Chlorophenylhydrazone

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

Synonym(s):

Carbonyl Cyanide m-Chlorophenylhydrazone, CCCP

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About This Item

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

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.

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

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

Quality Level

100

Related Categories

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

Disclaimer

Toxicity: Harmful (C)

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.

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.

Preparation Note

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

Legal Information

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

pictograms

Skull and crossbones
GHS06

signalword

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

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’.

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