Cyclic Pifithrin-α hydrobromide

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Cat.No. 3843 - Cyclic Pifithrin-a hydrobromide | C16H16N2S.HBr | CAS No. 511296-88-1
Description: p53 inhibitor
Alternative Names: Pifithrin-β
Chemical Name: 5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazole hydrobromide
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature
Pathways

Biological Activity

Cyclic analog of pifithrin-α (Cat. No. 1267), a small molecule inhibitor of p53. Prevents dexamethasone-induced cell death in murine thymocytes (EC50 = 2.01 μM). Sensitizes p53-deficient tumors to radiotherapy and chemotherapy; increases apoptosis in target cells when used in combination with antimicrotubule agents.

Compound Libraries

Cyclic Pifithrin-α hydrobromide is also offered as part of the Tocriscreen Plus and Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 349.29
Formula C16H16N2S.HBr
Storage Desiccate at RT
Purity ≥98% (HPLC)
CAS Number 511296-88-1
PubChem ID 11515812
InChI Key SGNCOAOESGSEOP-UHFFFAOYSA-N
Smiles CC(C=C4)=CC=C4C1=CN(C2=C(S3)CCCC2)C3=N1.Br

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 34.93 100
ethanol 3.49 10

Preparing Stock Solutions

The following data is based on the product molecular weight 349.29. 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 2.86 mL 14.31 mL 28.63 mL
5 mM 0.57 mL 2.86 mL 5.73 mL
10 mM 0.29 mL 1.43 mL 2.86 mL
50 mM 0.06 mL 0.29 mL 0.57 mL

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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.

Barchechath et al (2005) Inhibitors of apoptosis in lymphocytes: synthesis and biological evaluation of compounds related to pifithrin-α. J.Med.Chem. 48 6409 PMID: 16190767

Pietrancosta et al (2005) Novel cyclized Pifithrin-alpha p53 inactivators: synthesis and biological studies. Bioorg.Med.Chem.Lett. 15 1561 PMID: 15745797

Zuco and Zunino (2008) Cyclic Pifithrin-α sensitizes wild type p53 tumor cells to antimicrotubule agent-induced apoptosis. Neoplasia 10 587 PMID: 18516295


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View all p53 Inhibitors

Keywords: inhibits inhibitors p53 apoptosis Cyclic Pifithrin-alpha hydrobromide Pifithrin-a Pifithrin-α Pifithrin-b Pifithrin-beta Pifithrin-β Pifithrin-b p53

Citations for Cyclic Pifithrin-α hydrobromide

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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 Cyclic Pifithrin-α hydrobromide

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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