Carbonylcyanide3-chlorophenylhydrazone , 10mMinDMSO , 555-60-2
Synonym(s):
m-Cl-CCP;Carbonyl Cyanide m-Chlorophenylhydrazone - CAS 555-60-2 - Calbiochem;CCCP;Mesoxalonitrile 3-chlorophenylhydrazone
CAS NO.：555-60-2
Empirical Formula: C9H5ClN4
Molecular Weight: 204.62
MDL number: MFCD00001848
EINECS: 209-103-7
| Pack Size | Price | Stock | Quantity |
| 1ml | RMB159.20 | In Stock |
|
| others | Enquire |
PRODUCT Properties
| Melting point: | 170-175 °C (dec.) |
| Boiling point: | 333.84°C (rough estimate) |
| Density | 1.3807 (rough estimate) |
| refractive index | 1.6110 (estimate) |
| storage temp. | -20°C |
| solubility | methanol: 10 mg/mL, clear, very deep yellow |
| form | powder |
| pka | 6.00±0.10(Predicted) |
| color | yellow to orange |
| Water Solubility | Insoluble in water. Soluble in DMSO (5 mg/ml), ethanol (1 mg/ml) and methanol (10 mg/ml). |
| BRN | 1842102 |
| Exposure limits | NIOSH: IDLH 25 mg/m3 |
| InChIKey | UGTJLJZQQFGTJD-UHFFFAOYSA-N |
| CAS DataBase Reference | 555-60-2(CAS DataBase Reference) |
| EPA Substance Registry System | Propanedinitrile, [(3-chlorophenyl)hydrazono]- (555-60-2) |
Description and Uses
CCCP is a protonophore mitochondrial uncoupler that increases membrane permeability to protons, leading to a disruption in the mitochondrial membrane potential. It inhibits mitochondrial respiration and ATPase activity when used at concentrations of 110 and 35 nM, respectively. CCCP inhibits activation of stimulation of interferon genes (STING), decreasing the expression of downstream STING targets, including IFN-β, TBK1, and IRF3 when used at a concentration of 50 μM in RAW 264.7 cells. It induces mitochondrial fission in a manner dependent on the GTPase Drp1. CCCP (4 mg/kg) increases body temperature as well as left ventricular systolic and diastolic dimensions and decreases fractional shortening in rats. It also increases myocardial glucose and fatty acid uptake in rats.
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
Safety
| Symbol(GHS) |  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/PG 3 |
| WGK Germany | 3 |
| RTECS | FG5600000 |
| TSCA | Yes |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29280090 |
