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Submit ReviewCyclic Pifithrin-α hydrobromide
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)
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.
| 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
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
If you know of a relevant reference for Cyclic Pifithrin-α hydrobromide, please let us know.
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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:
Benkafadar et al (2017) Reversible p53 inhibition prevents cisplatin ototoxicity without blocking chemotherapeutic efficacy. EMBO Mol Med 9 7 PMID: 27794029
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
Do you know of a great paper that uses Cyclic Pifithrin-α hydrobromide from Tocris? Please let us know.
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Literature in this Area
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Cell Cycle and DNA Damage Research Product Guide
This product guide provides a review of the cell cycle and DNA damage research area and lists over 150 products, including research tools for:
- Cell Cycle and Mitosis
- DNA Damage Repair
- Targeted Protein Degradation
- Ubiquitin Proteasome Pathway
- Chemotherapy Targets
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
