Pyridoxal isonicotinoyl hydrazone

• CAT Number: R066321
• CAS Number: 737-86-0
• Molecular Formula: C14H14N4O3
• Molecular Weight: 286.3
• Purity: ≥95%
• Synonyms: NSC 77674;PIH
• Storage: -20°C
• InChI: InChI=1S/C14H14N4O3/c1-9-13(20)12(11(8-19)6-16-9)7-17-18-14(21)10-2-4-15-5-3-10/h2-7,19-20H,8H2,1H3,(H,18,21)/b17-7+
• InChIKey: BQYIXOPJPLGCRZ-REZTVBANSA-N
• SMILES: CC1=NC=C(CO)C(/C=N/NC(C2=CC=NC=C2)=O)=C1O

Pyridoxal isonicotinoyl hydrazine is a lipophilic, nontoxic, iron-chelating agent that shows high iron chelation efficacy both in vitro in cell culture models and in vivo in rats and mice. Because iron is a crucial component of metabolic pathways involved in DNA synthesis, cancerous cells have a high iron requirement due to rapid rates of proliferation. While pyridoxal isonicotinoyl hydrazine exhibits low anticancer activity, its analogs demonstrate antiproliferative effects in a range of tumor cells.

Reference

1.Ponka, P.,Borova, J.,Neuwirt, J., et al. Mobilization of iron from reticulocytes. Identification of pyridoxal isonicotinoyl hydrazone as a new iron chelating agent. FEBS Letters 97(2), 317-321 (1979).