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C2759

Sigma-Aldrich

Carbonyl Cyanide m-Chlorophenylhydrazone

≥97% (TLC), powder, mitophagy inducer

Sinonimo/i:

m-Cl-CCP, CCCP, Mesoxalonitrile 3-chlorophenylhydrazone

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About This Item

Formula empirica (notazione di Hill):
C9H5ClN4
Numero CAS:
555-60-2
Peso molecolare:
204.62
Beilstein:
1842102
Numero CE:
209-103-7
Numero MDL:
MFCD00001848
Codice UNSPSC:
12352200
ID PubChem:
24892523
NACRES:
NA.77

product name

Carbonyl cyanide 3-chlorophenylhydrazone, ≥97% (TLC), powder

Saggio

≥97% (TLC)

Forma fisica

powder

Colore

yellow to orange

Solubilità

DMSO: 100 mM

Temperatura di conservazione

−20°C

Stringa SMILE

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
UGTJLJZQQFGTJD-UHFFFAOYSA-N

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Applicazioni

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

Azioni biochim/fisiol

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.

Altre note

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301 + H311 + H331,H315,H319,H335

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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)
In vivo Mitophagy Monitoring in Caenorhabditis elegans to Determine Mitochondrial Homeostasis
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Impaired oxidative phosphorylation regulates necroptosis in human lung epithelial cells
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