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Pifithrin-α, p-nitro, cyclic

Product Name
Pifithrin-α, p-nitro, cyclic
CAS No.
60477-38-5
Chemical Name
Pifithrin-α, p-nitro, cyclic
Synonyms
PFN-α;p-Nitro-CyclicPifithrin-α;p-Nitro-Cyclic Pifithrin-a;Cyclic pifithrin-α-p-nitro;p-nitro-Cyclic Pifithrin-α;Cyclic pifithrin-α-p-nitro;Pifithrin-α, p-nitro, cyclic;Pifithrin-alpha, p-Nitro, Cyclic;p-nitro Cyclic Pifithrin-.alpha.;Pifithrin-α, p-Nitro, Cyclic - CAS 60477-38-5 - Calbiochem
CBNumber
CB43136760
Molecular Formula
C15H13N3O2S
Formula Weight
299.35
MOL File
60477-38-5.mol
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Pifithrin-α, p-nitro, cyclic Property

Melting point:
233-234 °C(Solv: N,N-dimethylformamide (68-12-2); water (7732-18-5))
Density 
1.53±0.1 g/cm3(Predicted)
storage temp. 
-20C
solubility 
≤1mg/ml in dimethyl formamide
form 
Yellow solid
pka
6.14±0.20(Predicted)
color 
Light yellow to yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
506154
Product name
Pifithrin-α, p-Nitro, Cyclic - CAS 60477-38-5 - Calbiochem<br />A cell-permeable p53 inhibitor that exhibits 10-fold higher potency and 50% longer half-life than Pifithrin-α.
Packaging
5mg
Price
$172
Updated
2024/03/01
Cayman Chemical
Product number
17848
Product name
p-nitro-Cyclic Pifithrin-α
Purity
≥95%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
17848
Product name
p-nitro-Cyclic Pifithrin-α
Purity
≥95%
Packaging
5mg
Price
$108
Updated
2024/03/01
Cayman Chemical
Product number
17848
Product name
p-nitro-Cyclic Pifithrin-α
Purity
≥95%
Packaging
10mg
Price
$195
Updated
2024/03/01
Cayman Chemical
Product number
17848
Product name
p-nitro-Cyclic Pifithrin-α
Purity
≥95%
Packaging
25mg
Price
$397
Updated
2024/03/01
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Pifithrin-α, p-nitro, cyclic Chemical Properties,Usage,Production

Uses

p-nitro-Cyclic Pifithrin-α is an inactivator of p53 that blocks p53-dependent transcriptional activation and apoptisis. Anti-cancer agent.

General Description

A cell-permeable p53 inhibitor that exhibits 10-fold higher potency (ED50 = 30 nM in protecting etoposide-induced cortical neuron death) and 50% longer half-life (t1/2 = 6h in neuron culture medium at 37°C) than Pifithrin-α (Cat. No. 506132). However, despite its in vitro efficacy, this inhibitor is not effective when adminstered in rats in vivo. For in vivo applications, please consider Pifithrin-α, p-Nitro (Cat. No. 506152).

Biological Activity

p-nitro-cyclic pifithrin-α is an inactivator of p53.the activation of the tumor suppressor gene p53 plays a key role in regulating the in-vitro death of neurons, following apoptotic stimuli molecules including glutamate and dna-damaging agents. thus, p53 inhibitors may prove effective in suppressing the degenerative processes in neurodegenerative disorders.

Biochem/physiol Actions

Cell permeable: yes

in vitro

pifithrin-α (pft-α) was identified as an inactivator of p53 blocking p53-dependent transcriptional activation and apoptosis. cyclic pft-α was a stable analog of pft-α. p-nitro-cyclic pft-α, a cell-permeable form of cyclic pft-α, was found to be one order of magnitude more active than pft-α in protecting cortical neurons exposed to etoposide. p-nitro-cyclic pft-α acted in a p53-dependently but did not block phosphorylation of p53 on ser15 in response to etoposide treatment, although it prevented p53 posttranscriptional activity [1].

in vivo

in a previou study, c57bl/6 mice were fed a high-fat (hfd) or control diet for 8 weeks; pft was administered three times per week. results showed that pft administration could suppress hfd-induced weight gain, steatosis, oxidative stress, alt elevation, and apoptosis. pft treatment also able to blunt the hfd-induced upregulation of mirna34a and increase sirt1 expression. in the livers of hfd-fed, pft-treated mice, activation of the sirt1/pgc1α/pparα axis increased the expression of malonyl-coa decarboxylase [2].

References

[1] . pietrancosta, n.,moumen, a.,dono, r., et al. imino-tetrahydro-benzothiazole derivatives as p53 inhibitors: discovery of a highly potent in vivo inhibitor and its action mechanism. journal of medicinal chemistry 49(12), 3645-3652 (2006).
[2] derdak z, villegas ka, harb r, wu am, sousa a, wands jr. inhibition of p53 attenuates steatosis and liver injury in a mouse model of non-alcoholic fatty liver disease. j hepatol. 2013 apr;58(4):785-91.

Pifithrin-α, p-nitro, cyclic Preparation Products And Raw materials

Raw materials

Preparation Products

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Pifithrin-α, p-nitro, cyclic Suppliers

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