Carbonyl cyanide 3-chlorophenylhydrazone
SIGMA/C2759 - ≥97% (TLC), powder
Synonym: m-Cl-CCP; CCCP; Mesoxalonitrile 3-
CAS Number: 555-60-2
Empirical Formula (Hill Notation): C9H5ClN4
Molecular Weight: 204.62
EC Number: 209-103-7
MDL Number: MFCD00001848
Linear Formula: C9H5ClN4
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C2759-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C2759-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C2759-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C2759-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C2759-250MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C2759-250MG
| assay | ≥97% (TLC) |
| color | yellow to orange |
| form | powder |
| InChI | 1S/C9H5ClN4/c10-7-2-1-3-8 |
| InChI key | UGTJLJZQQFGTJD-UHFFFAOYSA |
| Quality Level | 200  |
| SMILES string | Clc1cccc(NN=C(C#N)C#N)c |
| solubility | DMSO: 100 mM |
| storage temp. | −20°C |
| 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. |
| Other Notes: | 2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research  |
| Packaging: | 1 g in glass bottle |
| Packaging: | 100 mg in glass insert |
| Packaging: | 250 mg in glass bottle |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H301 + H311 + H331 - H315 - H319 - H335 |
| Precautionary statements | P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338 |
| Hazard Codes | T |
| Risk Statements | 23/24/25-36/37/38 |
| Safety Statements | 26-36/37-45 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Purity | ≥97% (TLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |