Carbonyl Cyanide m-Chlorophenylhydrazone 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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Synonym: (3-Chlorophenyl)hydrazonomalononitrile; Mesoxalonitrile 3-chlorophenylhydrazone; CCCP
Application: 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.
* Refer to Certificate of Analysis for lot specific data (including water content).
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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

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Carbonyl Cyanide m-Chlorophenylhydrazone  Product Citations

See how others have used Carbonyl Cyanide m-Chlorophenylhydrazone. Click on the entry to view the PubMed entry .

Citations 1 to 4 of 4 total

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 4 of 4 total
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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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