Pifithrin-μ

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Cat.No. 2653 - Pifithrin-mu | C8H7NO2S | CAS No. 64984-31-2
Description: Inhibitor of p53-mitochondrial binding
Alternative Names: NSC 303580
Chemical Name: 2-Phenylethynesulfonamide
Purity: ≥99% (HPLC)
Datasheet
Citations (4)
Literature
Pathways

Biological Activity

Inhibits p53 binding to mitochondria by reducing its affinity for antiapoptotic proteins Bcl-2 and Bcl-XL. Displays no effect on the transactivational or cell cycle checkpoint control function of p53. Potentially increases reprogramming efficiency of human somatic cells to induced pluripotent stem cells (iPSCs) by silencing p53. Reduces cell death induced by γ-radiation in vitro and protects mice from doses of radiation that cause lethal hematopoietic syndrome. Selectively inhibits heat shock protein 70 (HSP70) activity.

Compound Libraries

Pifithrin-μ is also offered as part of the Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 181.21
Formula C8H7NO2S
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 64984-31-2
PubChem ID 327653
InChI Key ZZUZYEMRHCMVTB-UHFFFAOYSA-N
Smiles NS(=O)(=O)C#CC1=CC=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 13.12 100
ethanol 13.12 100

Preparing Stock Solutions

The following data is based on the product molecular weight 181.21. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.52 mL 27.59 mL 55.18 mL
5 mM 1.1 mL 5.52 mL 11.04 mL
10 mM 0.55 mL 2.76 mL 5.52 mL
50 mM 0.11 mL 0.55 mL 1.1 mL

Molarity Calculator

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Reconstitution Calculator

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Strom et al (2006) Small-molecule inhibitor of p53 binding to mitochondria protects mice from gamma radiation. Nat.Chem.Biol. 2 474 PMID: 16862141

Leu et al (2009) A small molecule inhibitor of inducible heat shock protein 70 (HSP70). Mol.Cell 36 15 PMID: 19818706

Kawamura et al (2009) Linking the p53 tumor suppressor pathway to somatic cell reprogramming. Nature 460 1140 PMID: 19668186

Steele et al (2009) 2-phenylacetylenesulfonamide (PAS) induces p53-independent apoptotic killing of B-chronic lymphocytic leukemia (CLL) cells. Blood 114 1217 PMID: 19515722


If you know of a relevant reference for Pifithrin-μ, please let us know.

View Related Products by Product Action

View all p53 Inhibitors

Keywords: inhibitors inhibits p53-mitochondrial binding Transcription Factors MDM2 p14ARF Pifithrin-mu NSC303580 NSC 303580 p53

4 Citations for Pifithrin-μ

Citations are publications that use Tocris products. Selected citations for Pifithrin-μ include:

Blatzer et al (2015) Blocking Hsp70 Enhances the Efficiency of Amphotericin B Treatment against Resistant Aspergillus terreus Strains. Antimicrob Agents Chemother 59 3778 PMID: 25870060

Xia et al (2014) EZH2 silencing with RNA interference induces G2/M arrest in human lung cancer cells in vitro. Biomed Res Int 2014 348728 PMID: 24745014

Wang et al (2013) Active Constituents from Liriope platyphylla Root against Cancer Growth In Vitro. PLoS One 2013 857929 PMID: 23762164

Kojima et al (2010) The novel tryptamine derivative JNJ-26854165 induces wild-type p53- and E2F1-mediated apoptosis in acute myeloid and lymphoid leukemias. Mol Cancer Ther 9 2545 PMID: 20736344


Do you know of a great paper that uses Pifithrin-μ from Tocris? If so please let us know.

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Reviews

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Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Cell Cycle & DNA Damage Repair

Cell Cycle & DNA Damage Repair Poster

In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.

Pathways for Pifithrin-μ

p53

p53 Signaling Pathway

p53 signaling plays an important role in the co-ordination of the cellular response different types of stress such as DNA damage and hypoxia. The downstream signals lead to apoptosis, senescence and cell cycle arrest.

Protocols

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