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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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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
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
Ramon D Jones et al.
Molecular biology of the cell, 31(3), 221-233 (2019-12-12)
Protein misfolding is a recurring phenomenon that cells must manage; otherwise misfolded proteins can aggregate and become toxic should they persist. To counter this burden, cells have evolved protein quality control (PQC) mechanisms that manage misfolded proteins. Two classes of
Tomoya Uchimura et al.
Frontiers in endocrinology, 10, 529-529 (2019-08-21)
Medaka (Oryzias latipes) are teleost fish with a XX/XY sex determination system. Recently, it was reported that high temperature (HT) induced the masculinization of XX medaka by increasing the levels of cortisol, a major glucocorticoid produced by interrenal cells in
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)

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