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P0122

Sigma-Aldrich

Pifithrin-μ

≥97% (HPLC), solid

Sinónimos:

2-Phenyl-ethynesulfoanide, PFT-μ

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About This Item

Fórmula empírica (notación de Hill):
C8H7NO2S
Número de CAS:
64984-31-2
Peso molecular:
181.21
MDL number:
MFCD00181531
UNSPSC Code:
12352200
PubChem Substance ID:
24724568
NACRES:
NA.77

Quality Level

100

assay

≥97% (HPLC)

form

solid

storage condition

desiccated

solubility

DMSO: soluble >10 mg/mL, clear
H2O: insoluble

storage temp.

2-8°C

SMILES string

NS(=O)(=O)C#Cc1ccccc1

InChI

1S/C8H7NO2S/c9-12(10,11)7-6-8-4-2-1-3-5-8/h1-5H,(H2,9,10,11)

InChI key

ZZUZYEMRHCMVTB-UHFFFAOYSA-N

Application

Pifithrin-μ has been used:
  • to treat microglial cell line to analyse its neuroprotective effect on M1-like and M2-like phenotype
  • as heat shock protein (HSP)-70 inhibitor, to treat transfected Marc-145 cells
  • to inhibit heat shock cognate 70 (Hsc70) to elucidate heat shock chaperones mouse embryonic stem cells

Biochem/physiol Actions

Pifithrin-μ is an inhibitor of p53 binding and anti-apoptotic, which directly inhibits p53 binding to mitochondria as well as to Bcl-xL and Bcl-2 proteins. PFTμ rescues cells from lethal γ-irradiation-induced cell death. Because pifithrin-μ shuts down only the p53-mitochondrial pathway without affecting the transcriptional functions of p53, it is superior to pifithrin-α.
Pifithrin-μ(PFT-μ) has neuroprotective capabilities against cell death in a preclinical model of hypoxia-ischemia (HI)-induced neonatal encephalopathy. It inhibits nuclear factor-ΙB (NF-ΙB) pathway by inhibiting the interaction of molecular chaperone heat shock protein (HSP)-70 with its substrates.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Tomohisa Horibe et al.
Molecular cancer, 11, 59-59 (2012-08-24)
Heat-shock protein 90 (Hsp90) is vital to cell survival under conditions of stress, and binds client proteins to assist in protein stabilization, translocation of polypeptides across cell membranes, and recovery of proteins from aggregates. Therefore, Hsp90 has emerged as an
Fernando Mérida et al.
International journal of nanomedicine, 15, 419-432 (2020-02-06)
Magnetic Fluid Hyperthermia (MFH) is a promising adjuvant for chemotherapy, potentiating the action of anticancer agents. However, drug delivery to cancer cells must be optimized to improve the overall therapeutic effect of drug/MFH combination treatments. The aim of this work
J I-Ju Leu et al.
Molecular cell, 36(1), 15-27 (2009-10-13)
The multifunctional, stress-inducible molecular chaperone HSP70 has important roles in aiding protein folding and maintaining protein homeostasis. HSP70 expression is elevated in many cancers, contributing to tumor cell survival and resistance to therapy. We have determined that a small molecule
The anti-inflammatory effects of the small molecule pifithrin-mu on BV2 microglia
Fleiss B, et al.
Developmental Neuroscience, 37(4-5), 363-375 (2015)
Femke M Feringa et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 43(3), 347-358 (2022-12-15)
The presynaptic proteins MUNC18-1, syntaxin-1, and SNAP25 drive SNARE-mediated synaptic vesicle fusion and are also required for neuronal viability. Their absence triggers rapid, cell-autonomous, neuron-specific degeneration, unrelated to synaptic vesicle deficits. The underlying cell death pathways remain poorly understood. Here
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