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P0122

Sigma-Aldrich

Pifithrin-μ

≥97% (HPLC), solid

Synonym(s):

2-Phenylethynesulfonamide, PFTμ

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About This Item

Empirical Formula (Hill Notation):
C8H7NO2S
CAS Number:
Molecular Weight:
181.21
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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