Carbonyl Cyanide m-Chlorophenylhydrazone CAS: 555-60-2
MF: C9H5ClN4
MW: 204.62
A proton ionophore commonly used as an uncoupling agent and inhibitor of photosynthesis.

Carbonyl Cyanide m-Chlorophenylhydrazone (CAS 555-60-2)

Carbonyl Cyanide m-Chlorophenylhydrazone | CAS 555-60-2 is rated 5.0 out of 5 by 1.
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Alternate Names: (3-Chlorophenyl)hydrazonomalononitrile; Mesoxalonitrile 3-chlorophenylhydrazone; CCCP
Application: Carbonyl Cyanide m-Chlorophenylhydrazone is A proton ionophore commonly used as an uncoupling agent and inhibitor of photosynthesis
CAS Number: 555-60-2
Purity: ≥97%
Molecular Weight: 204.62
Molecular Formula: C9H5ClN4
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

A proton ionophore. It is commonly used as an uncoupling agent and inhibitor of photosynthesis because of its effects on mitochondrial and chloroplast membranes. Carbonyl Cyanide m-Chlorophenylhydrazone, a protonophore and an inhibitor of ER-Golgi protein transport, has been reported to bind to Cytochrome C oxidase with a high affinity. In experiments done on bullfrog sympathetic ganglia, this compound increased spontaneous release of luteinizing hormone-releasing hormone, which strongly depended on firing frequency. Other studies suggest that Carbonyl Cyanide m-Chlorophenylhydrazone is also a proton conductor that could greatly affect E.coli cell viability in the presence of glucose.


References

1. Molgo, J., et al. 1988. Neuroscience. 24: 695-708. PMID: 2834667
2. Samuilov, V.D. and Barsky, E.L. 1993. FEBS Lett. 320: 118-120. PMID: 8458426
3. Bona, M., et al. 1993. Gen. Physiol. Biophys. 12: 533-542. PMID: 8070645
4. Nagata, S., 1995. Microbios. 81: 73-83. PMID: 7476556
5. Park, J.W., et al. 1997. Biochim. Biophys. Acta. 1344: 132-138. PMID: 9030190
6. Cao, Y.J., et al. 1999. Neuroscience. 92: 1511-1521. PMID: 10426503

Physical State :
Solid
Solubility :
Soluble in DMSO (5 mg/ml), ethanol (1 mg/ml), and methanol (10 mg/ml). Insoluble in water.
Storage :
Store at 4° C
Melting Point :
175-177° C
Density :
1.27 g/cm3 (Predicted)
Refractive Index :
n20D 1.61 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
FG5600000
PubChem CID :
2603
MDL Number :
MFCD00001848
EC Number :
209-103-7
Beilstein Registry :
1842102
SMILES :
C1=CC(=CC(=C1)Cl)NN=C(C#N)C#N

Download SDS (MSDS)

Certificate of Analysis

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Carbonyl Cyanide m-Chlorophenylhydrazone (CAS 555-60-2)  Product Citations

See how others have used Carbonyl Cyanide m-Chlorophenylhydrazone (CAS 555-60-2). Click on the entry to view the PubMed entry .

Citations 1 to 5 of 5 total

PMID: # 30716103  Kakimoto, PA.|Chausse, B.|Caldeira da Silva, CC.|Donato Júnior, J.|Kowaltowski, AJ.| et al. 2019. PLoS ONE. 14: e0211733.

PMID: # 27778331  Barbado, MV. et al. 2017. Int. J. Cancer. 140: 674-685.

PMID: # 25146533  Tan, JW. et al. 2016. Environ. Toxicol. 31: 224-32.

PMID: # 26512954  Shi, J. et al. 2015. Cell death & disease. 6: e1943.

PMID: # 25506911  Jo, H. et al. 2014. PLoS ONE. 9: e115362.

Citations 1 to 5 of 5 total

Qual a estabilidade da substancia Carbonyl cyanide-m-clorophenyl Hydrazone (CCCP) após ser diluído? Qual a coloração da solução de CCCP?

Asked by: Anonymous
English translation of your question: What is the stability of the substance Carbonyl cyanide-m-clorophenyl Hydrazone (CCCP) after being diluted? What is the color of the CCCP solution? Thank you for your question. We don’t recommend for storing longer than one day in solution. The solid is yellow/orange in color. It is likely to have a similar hue in solution.
Answered by: Technical Support
Date published: 2020-07-10
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Rated 5 out of 5 by from Various publications cite the use of Carbonyl Various publications cite the use of Carbonyl Cyanide m-Chlorophenylhydrazone, a proton ionophore, as an uncoupling agent and inhibitor of photosynthesis. -SCBT Publication Review
Date published: 2015-03-15
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