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Merck
CN

528110-M

PIH

A cell-permeable, non-toxic tridendate iron (Fe3+) chelator of the aroyl hydrazone class.

Synonym(s):

PIH, pyridoxal isonicotinoyl hydrazone, Iron Chelator III

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About This Item

Empirical Formula (Hill Notation):
C14H14N4O3
CAS Number:
737-86-0
Molecular Weight:
286.29
MDL number:
MFCD00763290
UNSPSC Code:
12352200
NACRES:
NA.28

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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/h2-7,17,19H,8H2,1H3,(H,18,21)/b12-7+

InChI key

HOYFGBFEIXEDEL-KPKJPENVSA-N

assay

≥99% (HPLC)

form

solid

reaction suitability

reagent type: chelator

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

yellow

solubility

DMSO: 5 mg/mL, slighlty acidic medium: soluble

Quality Level

100

Related Categories

General description

A cell-permeable, non-toxic tridendate iron (Fe3+) chelator of the aroyl hydrazone class. Even at low concentrations, highly effective in mobilizing Fe3+ from cells and preventing its uptake from transferrin, even at low concentrations. Exhibits similar specificity and binding affinity as Deferoxamine Mesylate (Cat. No. 252750) but has greater access to mitochondrial iron. Also useful for the management of iron overload disease in experimental models. Inhibits the induction of heme containing indoleamine 2,3-dioxygenase activity.
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 preventing its uptake from transferrin, even at low concentrations. Exhibits similar specificity and binding affinity as Desferrioxamine (Cat. No. 252750) 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. Inhibits the induction of heme-containing indoleamine 2,3-dioxygenase activity.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 6 months at -20°C. Acidic stock solutions are stable for up to 2 months at -20°C.

Other Notes

Buss, J.L., et al. 2002. Biochem. Pharmacol.64, 1689.
Thomas, S.R., et al. 2001. J. Immunol.166, 6332.
Hermes-Linda, M., et al. 2000. Biochim. Biophys. Acta1523, 154.
Blaha, K., et al. 1998. Blood11, 4368.
Richardson, D.R., and Ponka, P. 1998. J. Lab. Clin. Med.131, 306.
Richardson, D.R.,et al. 1995. Blood86, 4295.
Richardson, D.R., et al. 1994. J. Lab. Clin. Med.124, 660.
Ponka, P., et al. 1988. Biochim. Biophys. Acta967, 122.
Ponka, P., et al. 1984. Biochim. Biophys. Acta802, 477.
Ponka, P., et al. 1979. FEBS Lett.97, 317.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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