This material is soluble in ethanol at 50 mg/mL, heating may be required. The product is tested for solubility in Acetone at 50 mg/mL and is also soluble at 100 mM in DMSO.
C2759
Carbonyl Cyanide m-Chlorophenylhydrazone
≥97% (TLC), powder, mitophagy inducer
Synonym(s):
m-Cl-CCP, CCCP, Mesoxalonitrile 3-chlorophenylhydrazone
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About This Item
Empirical Formula (Hill Notation):
C9H5ClN4
CAS Number:
Molecular Weight:
204.62
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
209-103-7
MDL number:
Beilstein/REAXYS Number:
1842102
Pricing and availability is not currently available.
Product Name
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.
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This Item | |||
|---|---|---|---|
| form powder | form powder | form powder | form solid |
| assay ≥97% (TLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥95% (HPLC) |
| Quality Level 200 | Quality Level 300 | Quality Level - | Quality Level 100 |
| storage temp. −20°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C |
| solubility DMSO: 100 mM | solubility 95% ethanol: soluble | solubility DMSO: 2 mg/mL, clear (warmed) | solubility ethanol: 1 mg/mL, DMSO: 5 mg/mL |
| color yellow to orange | color yellow | color white to very dark brown | color yellow |
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
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Comparison of Efflux Pump Involvement in Antibiotic Resistance Among Pseudomonas aeruginosa Isolates of Burn and Non-Burn Patients
Azimi L, et al.
Archives of Pediatric Infectious Diseases, 4(3), e36160-e36160 (2016)
Alvin P Joselin et al.
Human molecular genetics, 21(22), 4888-4903 (2012-08-09)
Mutations in several genes, including Parkin, PTEN-induced kinase 1 (Pink1) and DJ-1, are associated with rare inherited forms of Parkinson's disease (PD). Despite recent attention on the function of these genes, the interplay between DJ-1, Pink1 and Parkin in PD
Vimal B Maisuria et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 6(15), 1802333-1802333 (2019-08-14)
Antibiotic resistance is spreading at an alarming rate among pathogenic bacteria in both medicine and agriculture. Interfering with the intrinsic resistance mechanisms displayed by pathogenic bacteria has the potential to make antibiotics more effective and decrease the spread of acquired
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C2759-1G | 04061835361175 |
| C2759-100MG | 04061835361168 |
| C2759-250MG | 04061835361182 |
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What is the solubility of CCCP in ethanol?
1 answer-
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What is the shelf life of C2759 in cell culture media?
1 answer-
Product C2759 has not undergone cell culture testing. However, information about storage after reconstitution is available. It states, "Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 1 month at 4°C."
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