C2759
Carbonyl Cyanide m-Chlorophenylhydrazone
≥97% (TLC), powder, mitophagy inducer
Sinónimos:
m-Cl-CCP, CCCP, Mesoxalonitrile 3-chlorophenylhydrazone
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Fórmula empírica (notación de Hill):
C9H5ClN4
Número CAS:
Peso molecular:
204.62
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
209-103-7
MDL number:
Beilstein/REAXYS Number:
1842102
Servicio técnico
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Permítanos ayudarleNombre del producto
Carbonyl cyanide 3-chlorophenylhydrazone, ≥97% (TLC), powder
Quality Level
assay
≥97% (TLC)
form
powder
color
yellow to orange
solubility
DMSO: 100 mM
storage temp.
−20°C
SMILES string
Clc1cccc(N\N=C(\C#N)C#N)c1
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
Application
Carbonyl cyanide 3-chlorophenylhydrazone (CCCP) has been used:
- in the inhibition of efflux pump in clinical Pseudomonas aeruginosa
- to inhibit oxidative phosphorylation activity of mitochondria in human Beas-2B bronchial epithelial cells
- to prepare carbonyl cyanide m-chlorophenylhydrazone solution for oxidative and mitochondrial stress assay and mitophagy induction in Caenorhabditis elegans
Biochem/physiol Actions
Carbonyl cyanide 3-chlorophenylhydrazone (CCCP) induces mitophagy in mammalian cells. CCCP suppresses the expression of few electron transport chain (ETC) proteins. Protonophore (H+ ionophore) and uncoupler of oxidative phosphorylation in mitochondria. Shown to have a number of effects on cellular calcium. Inhibits secretion of hepatic lipase and partially inhibits the pH gradient-activated Cl- uptake and Cl-/Cl- exchange activities in brush-border membrane vesicles.
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
Clase de almacenamiento
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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