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Pyridoxal isonicotinoyl hydrazone iron (Fe3+) chelator

Catalog No.B6060
Size Price Stock Qty
10mM (in 1mL DMSO)
$50.00
In stock
50mg
$105.00
In stock

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Sample solution is provided at 25 µL, 10mM.

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Chemical structure

Pyridoxal isonicotinoyl hydrazone

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Chemical Properties

Cas No. 737-86-0 SDF Download SDF
Chemical Name (E)-N'-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)isonicotinohydrazide
Canonical SMILES CC1=C(O)C(/C([H])=N/NC(C2=CC=NC=C2)=O)=C(CO)C=N1
Formula C14H14N4O3 M.Wt 286.29
Solubility >28.6mg/ml in DMSO Storage Store at -20°C
Physical Appearance A pale yellow to yellow solid Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Background

Pyridoxal isonicotinoyl hydrazine is a cell-permeable and relatively non-toxic iron (Fe3+) chelator [1].

Pyridoxal isonicotinoyl hydrazone (PIH) is a tridentate Fe-chelating agent that shows high Fe chelation efficacy. In 59Fe-labeled reticulocytes, PIH (0.1 mmol/L) released 38.6% of cellular 59Fe [1]. PIH inhibited the formation of ascorbyl radical and Fe(III)–EDTA-mediated ascorbate oxidation in a dose-dependent way [3].

In Fe-loaded rats, PIH orally administrated resulted in an eightfold increase in fecal Fe excretion and possibly some urinary excretion of Fe [1]. In mice loaded with iron-acetohydroxamic acid complex, pyridoxal isonicotinoyl hydrazone (po.) were given daily for four days at 300 mg/kg/day. Total iron excreted over the 4-day period (micrograms/mouse) was 31 [2]. Pyridoxal isonicotinoyl hydrazine could be used for experimental chelating therapy in iron-overload diseases [3].

References:
Richardson DR, Ponka P.  Pyridoxal isonicotinoyl hydrazone and its analogs: potential orally effective iron-chelating agents for the treatment of iron overload disease. J Lab Clin Med. 1998 Apr;131(4):306-15.
Gale GR, Litchenberg WH, Smith AB, et al.  Comparative iron mobilizing actions of deferoxamine, 1,2-dimethyl-3-hydroxypyrid-4-one, and pyridoxal isonicotinoyl hydrazone in iron hydroxamate-loaded mice. Res Commun Chem Pathol Pharmacol. 1991 Sep;73(3):299-313.
Maurício AQ, Lopes GK, Gomes CS, et al.  Pyridoxal isonicotinoyl hydrazone inhibits iron-induced ascorbate oxidation and ascorbyl radical formation. Biochim Biophys Acta. 2003 Mar 17;1620(1-3):15-24.