P4359

Pifithrin-α

Name: Pifithrin-α
Brand: SIGMA

≥95% (HPLC), p53-mediated apoptosis inhibitor, powder

Synonym(s):

2-(2-Imino-4,5,6,7-tetrahydrobenzothiazol-3-yl)-1-p-tolylethanone hydrobromide, PFT-α

Select a Size

All Photos(1)

About This Item

Linear Formula:

C₁₆H₁₈N₂OS·HBr

CAS Number:

63208-82-2

Molecular Weight:

367.30

UNSPSC Code:

12352200

PubChem Substance ID:

24898529

NACRES:

NA.77

MDL number:

MFCD00417851

Product Name

Pifithrin-α, ≥95% (HPLC), powder

SMILES string

Br[H].Cc1ccc(cc1)C(=O)CN2C(=N)SC3=C2CCCC3

InChI

1S/C16H18N2OS.BrH/c1-11-6-8-12(9-7-11)14(19)10-18-13-4-2-3-5-15(13)20-16(18)17;/h6-9,17H,2-5,10H2,1H3;1H

InChI key

HAGVCKULCLQGRF-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

powder

storage condition

protect from light

color

off-white

mp

192.1-192.5 °C (lit.)

solubility

DMSO: 20 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

200

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Application

Pifithrin-α has been used:

to study the effect of specific p53 inhibitor on p53-upregulated modulator of apoptosis (PUMA) expression after transient global cerebral ischemia (tGCI)
as p53 inhibitor to treat PA1 cells
as a tumor protein p53 (TRP53) inhibitor, to treat mouse lung epithelial-12 (MLE-12) cells

Biochem/physiol Actions

Pifithrin-α is a reversible inhibitor of p53-mediated apoptosis and p53-dependent gene transcription such as cyclin G, p21/waf1, and mdm2 expression. Pifithrin-α enhances cell survival after genotoxic stress such as UV irradiation and treatment with cytotoxic compounds including doxorubicin, etopoxide, paclitaxel, and cytosine-β-D-arabinofuranoside. Pifithrin-α protects mice from lethal whole body γ-irradiation without an increase in cancer incidence. The protective effect is not seen in p53-null mice or cells expressing a dominant negative mutant of the p53 gene. Protection is conferred by the transient expression of p53 in p53-deficient cell lines.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Potential role of PUMA in delayed death of hippocampal CA1 neurons after transient global cerebral ischemia

Niizuma K, et al.

Stroke, 40(2), 618-625 (2009)

Suppression of p53: a new approach to overcome side effects of antitumor therapy.

E A Komarova et al.

Biochemistry. Biokhimiia, 65(1), 41-48 (2000-03-07)

The p53 protein is traditionally believed to be a tumor suppressor. Activation of p53-dependent apoptosis in response to damage to cell DNA provides for the elimination of possible tumor cell precursors. However, in some cases the activity of p53 can

Inhibition of regulatory-associated protein of mechanistic target of rapamycin prevents hyperoxia-induced lung injury by enhancing autophagy and reducing apoptosis in neonatal mice

Sureshbabu A, et al.

American Journal of Respiratory Cell and Molecular Biology, 55(5), 722-735 (2016)

Novel quinuclidinone derivatives induced apoptosis in human breast cancer via targeting p53.

Ahmed Malki et al.

Bioorganic chemistry, 72, 57-63 (2017-04-04)

Small molecules that can target human cancers have been highly sought to increase the anticancer efficacy, the present work describes the design and synthesis of novel series of five quinuclidinone derivatives (2a-2e). Their anticancer activities were investigated against breast cancer

Enabling large-scale genome editing at repetitive elements by reducing DNA nicking.

Cory J Smith et al.

Nucleic acids research, 48(9), 5183-5195 (2020-04-22)

To extend the frontier of genome editing and enable editing of repetitive elements of mammalian genomes, we made use of a set of dead-Cas9 base editor (dBE) variants that allow editing at tens of thousands of loci per cell by

View All Related Papers