P4359
Pifithrin-α
≥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:
Molecular Weight:
367.30
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Pifithrin-α, ≥95% (HPLC), powder
Quality Level
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
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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