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Pifithrin-alpha-cyclic is a more stable and less cytotoxic analog of pifithrin-alpha. Pifithrin-alpha is a small molecule inhibitor of p53 shown to prevent neuronal death induced by DNA damage. Pifithrin-alpha has also been found to interfere in heat shock and glucocorticoid receptor signaling pathways. Both in vivo and in vitro pifithrin-alpha inhibited firefly luciferase activity.
| Cas No. | 511296-88-1 |
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| Purity | ≥98% |
| Formula | C16H16N2S • HBr |
| Formula Wt. | 349.29 |
| Chemical Name | 2-(4-methylphenyl)-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole;hydrobromide |
| IUPAC Name | 2-(4-Methylphenyl)-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole hydrobromide (1:1) |
| Synonym | Pifithrin-beta hydrobromide |
| Solubility | Soluble in ethanol to 25 mM and in DMSO to 100 mM |
| Appearance | White powder |
| Store Temp | -20°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Komarova EA, Nenanov N, Komarov PG, et al. p53 inhibitor pifithrin alpha can suppress heat shock and glucocorticoid signaling pathways. J Biol Chem. 2003 May 2;278(18):15465-15468. PMID: 12637507.
Rocha S, Campbell KJ, Roche KC, et al. The p53-inhibitor pifithrin-alpha inhibits firefly luciferase activity in vivo and in vitro. BMC Mol Biol. 2003 Sep 11;4:9. PMID: 12967348.
Kanno S, Kurachi K, Tomizawa A, et al. Pifithrin-alpha has a p53-independent cytoprotective effect on docosahexaenoic acid-induced cytotoxicity in human hepatocellular carcinoma HepG2 cells. Toxicl Lett. 2015 Jan 22, 232(2):393-402. PMID: 25448278.
Murphy PJ, Galigniana MD, Morishima Y, et al. Pifithrin-alpha inhibits p53 signaling after interaction of the tumor suppressor protein with hsp90 and its nuclear translocation. J Biol Chem. 2004 Jul 16;279(29):30195-30201. PMID: 15145929.
Zuco V, Zunino F. Cyclic pifithrin-alpha sensitizes wild type p53 tumor cells to antimicrotubule agent-induced apoptosis. Neoplasia. 2008 Jun;10(6):587-596. PMID: 18516295.