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P4359

Pifithrin-α

Name: Pifithrin-&#945;
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

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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

Assay:

≥95% (HPLC)

Form:

powder

Storage condition:

protect from light

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Properties

Product Name

Pifithrin-α, ≥95% (HPLC), powder

Quality Segment

200

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

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

Description

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)

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Certificates of Analysis (COA)

Lot/Batch Number

0000543837

0000510144

0000430000

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Articles

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Bioactive Molecules for Apoptosis

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Global Trade Item Number

SKU	GTIN
P4359-5MG	04061834374381
P4359-10MG	04061834374374