737-86-0
Chemical Structure
Pyridoxal isonicotinoyl hydrazone
- CAS No.: 737-86-0
- Formula:C14H14N4O3
- Molecular Weight:286.29
IUPAC Name: (E)-N'-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)isonicotinohydrazide
InChIKey: BQYIXOPJPLGCRZ-REZTVBANSA-N
SMILES: CC1=NC=C(C(/C=N/NC(C2=CC=NC=C2)=O)=C1O)CO
Biological Activity: Pyridoxal isonicotinoyl hydrazone is an orally active and lipophilic iron-specific chelator that acts as a non-competitive inhibitor of ferrochelatase (FECH) by binding iron ions. Pyridoxal isonicotinoyl hydrazone disrupts heme biosynthesis, leading to reduced FECH stability and increased protoporphyrin IX (PPIX) accumulation. Pyridoxal isonicotinoyl hydrazone is promising for research of iron-overload diseases (e.g., β-thalassemia)[1][2][3][4][5][6].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Pyridoxal isonicotinoyl hydrazone | 99.96% | Pyridoxal isonicotinoyl hydrazone is an orally active and lipophilic iron-specific chelator that acts as a non-competitive inhibitor of ferrochelatase (FECH) by binding iron ions. Pyridoxal isonicotinoyl hydrazone disrupts heme biosynthesis, leading to reduced FECH stability and increased protoporphyrin IX (PPIX) accumulation. Pyridoxal isonicotinoyl hydrazone is promising for research of iron-overload diseases (e.g., β-thalassemia). | ||||||||||||||||||||
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- [1]. Hermes-Lima M, et al. The iron chelator pyridoxal isonicotinoyl hydrazone (PIH) and its analogues prevent damage to 2-deoxyribose mediated by ferric iron plus ascorbate. Biochim Biophys Acta. 2000 Oct 18;1523(2-3):154-60. [Content Brief]
- [2]. Landschulz W, et al. A lipophilic iron chelator can replace transferrin as a stimulator of cell proliferation and differentiation. J Cell Biol. 1984 Feb;98(2):596-601. [Content Brief]
- [3]. Brewer CT, et al. The Isoniazid Metabolites Hydrazine and Pyridoxal Isonicotinoyl Hydrazone Modulate Heme Biosynthesis. Toxicol Sci. 2019 Mar 1;168(1):209-224. [Content Brief]
- [4]. Sookvanichsilp N, et al. Toxicological study of pyridoxal isonicotinoyl hydrazone: acute and subchronic toxicity. Drug Chem Toxicol. 1991;14(4):395-403. [Content Brief]
- [5]. Buss JL, et al. Oxidative stress mediates toxicity of pyridoxal isonicotinoyl hydrazone analogs. Arch Biochem Biophys. 2004 Jan 1;421(1):1-9. [Content Brief]
- [6]. Zhang H, et al. Pyridoxal Isonicotinoyl Hydrazone Improves Neurological Recovery by Attenuating Ferroptosis and Inflammation in Cerebral Hemorrhagic Mice. Biomed Res Int. 2021 Sep 8;2021:9916328. [Content Brief]
Keywords
