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Pifithrin-α

SIGMA/P4359 - ≥95% (HPLC), powder

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

CAS Number: 63208-82-2
Empirical Formula (Hill Notation): C16H18N2OS · HBr
Molecular Weight: 367.30
MDL Number: MFCD00417851
Linear Formula: C16H18N2OS·HBr
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-P4359-5MG 5 mg
$185.00
1/EA
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45-P4359-10MG 10 mg
$289.00
1/EA
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assay ≥95% (HPLC)
color off-white
form powder
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
mp 192.1-192.5 °C (lit.)
Quality Level 200 
shipped in wet ice
SMILES string Br[H].Cc1ccc(cc1)C(=O)CN2C(=N)SC3=C2CCCC3
solubility DMSO: 20 mg/mL
storage condition protect from light
storage temp. −20°C
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 .
Packaging: 5, 10 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95% (HPLC)
mp 192.1-192.5 °C (lit.)
Storage Temp. −20°C
UNSPSC 12352200

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