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Pyridoxal Isonicotinoyl Hydrazone (CAS 737-86-0)

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Alternate Names:
PIH
Application:
Pyridoxal Isonicotinoyl Hydrazone is a cell-permeable non-toxic iron chelator of the aroyl hydrazone class
CAS Number:
737-86-0
Purity:
≥99%
Molecular Weight:
286.29
Molecular Formula:
C14H14N4O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Pyridoxal Isonicotinoyl Hydrazone is a cell-permeable, non-toxic, iron (Fe3+) chelator of the aroyl hydrazone class that exhibits high chelation efficacy. Highly effective in mobilizing Fe3+ from cells and even at low concentrations, prevents its uptake from transferrin. Pyridoxal Isonicotinoyl Hydrazone exhibits similar binding affinity and specificity as Desferrioxamine, but has greater access to mitochondrial iron. Prevents iron-mediated oxyradical formation and minimizes tissue damage. Reported to useful in studies of the management of iron overload disease. Pyridoxal Isonicotinoyl Hydrazone inhibits the induction of heme-containing indoleamine 2,3-dioxygenase activity.


Pyridoxal Isonicotinoyl Hydrazone (CAS 737-86-0) References

  1. The iron chelator pyridoxal isonicotinoyl hydrazone inhibits mitochondrial lipid peroxidation induced by Fe(II)-citrate.  |  Santos, NC., et al. 2001. Eur J Pharmacol. 428: 37-44. PMID: 11779035
  2. Hydrolysis of pyridoxal isonicotinoyl hydrazone and its analogs.  |  Buss, JL. and Ponka, P. 2003. Biochim Biophys Acta. 1619: 177-86. PMID: 12527114
  3. Pyridoxal isonicotinoyl hydrazone inhibits iron-induced ascorbate oxidation and ascorbyl radical formation.  |  Maurício, AQ., et al. 2003. Biochim Biophys Acta. 1620: 15-24. PMID: 12595068
  4. Oxidative stress mediates toxicity of pyridoxal isonicotinoyl hydrazone analogs.  |  Buss, JL., et al. 2004. Arch Biochem Biophys. 421: 1-9. PMID: 14678779
  5. HPLC study on stability of pyridoxal isonicotinoyl hydrazone.  |  Kovaríková, P., et al. 2006. J Pharm Biomed Anal. 40: 105-12. PMID: 16061341
  6. Pyridoxal isonicotinoyl hydrazone (PIH) and its analogs as protectants against anthracycline-induced cardiotoxicity.  |  Simunek, T., et al. 2008. Hemoglobin. 32: 207-15. PMID: 18274998
  7. Potent antimycobacterial activity of the pyridoxal isonicotinoyl hydrazone analog 2-pyridylcarboxaldehyde isonicotinoyl hydrazone: a lipophilic transport vehicle for isonicotinic acid hydrazide.  |  Ellis, S., et al. 2014. Mol Pharmacol. 85: 269-78. PMID: 24243647
  8. Iron chelators of the pyridoxal isonicotinoyl hydrazone class. III. Formation constants with calcium(II), magnesium(II) and zinc(II).  |  Richardson, DR., et al. 1989. Biol Met. 2: 161-7. PMID: 2490071
  9. The interaction of pyridoxal isonicotinoyl hydrazone (PIH) and salicylaldehyde isonicotinoyl hydrazone (SIH) with iron.  |  Chen, YL., et al. 2018. J Inorg Biochem. 180: 194-203. PMID: 29329026
  10. The Isoniazid Metabolites Hydrazine and Pyridoxal Isonicotinoyl Hydrazone Modulate Heme Biosynthesis.  |  Brewer, CT., et al. 2019. Toxicol Sci. 168: 209-224. PMID: 30517741
  11. Effect of pyridoxal isonicotinoyl hydrazone and other hydrazones on iron release from macrophages, reticulocytes and hepatocytes.  |  Ponka, P., et al. 1988. Biochim Biophys Acta. 967: 122-9. PMID: 3167093
  12. Pyridoxal isonicotinoyl hydrazone inhibition of FXR is involved in the pathogenesis of isoniazid-induced liver injury.  |  Zhang, G., et al. 2020. Toxicol Appl Pharmacol. 402: 115134. PMID: 32673658
  13. Iron chelation by pyridoxal isonicotinoyl hydrazone and analogues in hepatocytes in culture.  |  Baker, E., et al. 1985. Biochem Pharmacol. 34: 3011-7. PMID: 4038321
  14. Biliary iron excretion in rats following treatment with analogs of pyridoxal isonicotinoyl hydrazone.  |  Bláha, K., et al. 1998. Blood. 91: 4368-72. PMID: 9596686

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Pyridoxal Isonicotinoyl Hydrazone, 50 mg

sc-204192
50 mg
$260.00