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Merck

P4359

Pifithrin-α

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

Synonyme(s) :

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

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A propos de cet article

Formule linéaire :
C16H18N2OS·HBr
Numéro CAS:
Poids moléculaire :
367.30
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
powder
Storage condition:
protect from light
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Nom du produit

Pifithrin-α, ≥95% (HPLC), powder

Quality Segment

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.


Classe de stockage

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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