Overview

  • Product name

    Tirapazamine, cytotoxic agent
  • Description

    Potent cytotoxic agent
  • Biological description

    Potent cytotoxic agent. Induces apoptosis due to breaks in single and double stranded DNA and chromosomes. Sensitizes cells to ionizing radiation and other cytotoxic agents.
  • Purity

    > 98%
  • CAS Number

    27314-97-2
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    4-Hydroxy-1-oxido-1,2,4-benzotriazin-1-ium-3-imine
  • Molecular weight

    178.15
  • Molecular formula

    C7H6N4O2
  • PubChem identifier

    33776
  • Storage instructions

    Store at Room Temperature. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO to 50 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    C1=CC=C2C(=C1)N(C(=N)N=[N+]2[O-])O
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Papadopoulou MV  et al. Hypoxia-dependent retinal toxicity of NLCQ-1 (NSC 709257) in BALB/c mice. Comparison with tirapazamine. Basic Clin Pharmacol Toxicol 108:396-9 (2011). Read more (PubMed: 21205223) »
  • Sonoda A  et al. Enhanced antitumor effect of tirapazamine delivered intraperitoneally to VX2 liver tumor-bearing rabbits subjected to transarterial hepatic embolization. Cardiovasc Intervent Radiol 34:1272-7 (2011). Read more (PubMed: 21479745) »
  • Zhang J  et al. Suppression of hypoxia-inducible factor 1a (HIF-1a) by tirapazamine is dependent on eIF2a phosphorylation rather than the mTORC1/4E-BP1 pathway. PLoS One 5:e13910 (2010). Read more (PubMed: 21085474) »

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