Pifithrin-β (hydrobromide)

Names

[ Name ]:
Pifithrin-β (hydrobromide)

[Synonym ]:
2-(p-Tolyl)-5,6,7,8-tetrahydroimidazo[2,1-b]benzothiazole Hydrobromide
2-(4-Methylphenyl)-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole hydrobromide (1:1)
2-(4-Methylphenyl)-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothia zole hydrobromide (1:1)
Imidazo[2,1-b]benzothiazole, 5,6,7,8-tetrahydro-2-(4-methylphenyl)-, hydrobromide (1:1)
Cyclic Pifithrin-α Hydrobromide
Pifithrin-β (hydrobromide)

Biological Activity

[Description]:

Pifithrin-β is a potent p53 inhibitor with an IC50 of 23 μM.

[Related Catalog]:

Signaling Pathways >> Apoptosis >> MDM-2/p53

Research Areas >> Cancer

[Target]

IC50: 23 μM (p53)[1]

[In Vitro]

Pifithrin-α, an inhibitor of the p53 protein, is regarded as a lead compound for cancer and neurodegenerative disease therapy. Pifithrin-α is very unstable in culture medium and rapidly converts to its condensation product pifithrin-β, the N-acetyl derivative[2]. After 24 h, the viability assay shows that the pretreatments with 1 and 10 μM pifithrin-β exerts neuroprotective effects[3].

[References]

[1]. Christodoulou MS, et al. Synthesis and biological evaluation of imidazolo[2,1-b]benzothiazole derivatives, as potential p53 inhibitors. Bioorg Med Chem. 2011 Mar 1;19(5):1649-57.

[2]. Fernández-Cruz ML, et al. Biological and chemical studies on aryl hydrocarbon receptor induction by the p53 inhibitor pifithrin-α and its condensation productpifithrin-β. Life Sci. 2011 Apr 25;88(17-18):774-83.

[3]. Da Pozzo E, et al. p53 functional inhibitors behaving like pifithrin-β counteract the Alzheimer peptide non-β-amyloid component effects in human SH-SY5Y cells. ACS Chem Neurosci. 2014 May 21;5(5):390-9.

[Related Small Molecules]

Pifithrin-α hydrobromide | RG7388 | Nutlin-3a | AMG232 | Stylomycin aminonucleoside | RG7112 | APR-246 | NVP-HDM201 | SAR 405838 | RITA (NSC 652287) | NVP-CGM097 | Tenovin-1 | SJ 172550 | CBL0137 HCl

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₆H₁₇BrN₂S

[ Molecular Weight ]:
349.289

[ Exact Mass ]:
348.029572

[ PSA ]:
45.54000

[ LogP ]:
5.20810

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Articles

p53 mediates cigarette smoke-induced apoptosis of pulmonary endothelial cells: inhibitory effects of macrophage migration inhibitor factor.

Am. J. Respir. Cell. Mol. Biol. 44 , 323-32, (2011)

Exposure to cigarette smoke (CS) is the most common cause of emphysema, a debilitating pulmonary disease histopathologically characterized by the irreversible destruction of lung architecture. Mountin...