Cyclic Pifithrin-α hydrobromide

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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 (2)
Reviews
Literature (2)
Pathways (1)

Biological Activity for Cyclic Pifithrin-α hydrobromide

Cyclic Pifithrin-α hydrobromide is a 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 for Cyclic Pifithrin-α hydrobromide

Cyclic Pifithrin-a hydrobromide is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.

Technical Data for Cyclic Pifithrin-α hydrobromide

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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Cyclic Pifithrin-α hydrobromide

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 34.93 100

Preparing Stock Solutions for Cyclic Pifithrin-α hydrobromide

The following data is based on the product molecular weight 349.29. Batch specific molecular weights may vary from batch to batch due to the degree 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 for Cyclic Pifithrin-α hydrobromide

Certificate of Analysis / Product Datasheet
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References for Cyclic Pifithrin-α hydrobromide

References are publications that support the biological activity of the product.

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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Keywords: Cyclic Pifithrin-a hydrobromide, Cyclic Pifithrin-a hydrobromide supplier, inhibits, inhibitors, p53, apoptosis, Cyclic, Pifithrin-alpha, hydrobromide, Pifithrin-a, Pifithrin-α, Pifithrin-b, Pifithrin-beta, Pifithrin-β, 3843, Tocris Bioscience

2 Citations for Cyclic Pifithrin-α hydrobromide

Citations are publications that use Tocris products. Selected citations for Cyclic Pifithrin-α hydrobromide include:

F et al (2015) The p53 co-activator Zac1 neither induces cell cycle arrest nor apoptosis in chicken Lim1 horizontal progenitor cells. Cell Death Discov 1 15023 PMID: 27551456

Benkafadar et al (2017) Reversible p53 inhibition prevents cisplatin ototoxicity without blocking chemotherapeutic efficacy. EMBO Mol Med 9 7 PMID: 27794029


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Literature in this Area

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Cell Cycle and DNA Damage Research Product Guide

Cell Cycle and DNA Damage Research Product Guide

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Cell Cycle & DNA Damage Repair Poster

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. 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 Signaling Pathway

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.