P4359

Pifithrin-α

≥95% (HPLC), powder

• Synonym(s): 2-(2-Imino-4,5,6,7-tetrahydrobenzothiazol-3-yl)-1-p-tolylethanone hydrobromide, PFT-α
• Linear Formula: C₁₆H₁₈N₂OS·HBr
• CAS Number: 63208-82-2
• Molecular Weight: 367.30
• MDL number: MFCD00417851
• UNSPSC Code: 12352200
• PubChem Substance ID: 24898529
• NACRES: NA.77

Properties

• 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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves