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Pifithrin-α, p-Nitro

CAS No.
389850-21-9
Chemical Name:
Pifithrin-α, p-Nitro
Synonyms
p-nitro-Pifithrin-α;p-nitro-Pifithrin-α;Pifithrin-α, p-Nitro;Pifithrin-α, p-Nitro;p-nitro-Pifithrin-.alpha.;Pifithrin-alpha, p-Nitro hydrobromide,;2-(2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3-yl)-1-(4-nitrophenyl)ethanone;2-(2-IMINO-4,5,6,7-TETRAHYDROBENZO[D]THIAZOL-3(2H)-YL)-1-(4-NITROPHENYL)ETHANONE HBR
CBNumber:
CB92503236
Molecular Formula:
C15H16BrN3O3S
Molecular Weight:
398.27484
MDL Number:
MFCD00398180
MOL File:
389850-21-9.mol
Last updated:2024-07-02 08:55:41

Pifithrin-α, p-Nitro Properties

Melting point 239-240 °C(Solv: methanol (67-56-1); ethyl acetate (141-78-6))
storage temp. Store at -20°C, protect from light
solubility Soluble in DMSO or ethanol
form Solid
color White to light yellow
Sensitive Light Sensitive & Hygroscopic

SAFETY

Risk and Safety Statements

Pifithrin-α, p-Nitro price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J64277 Pifithrin-alpha, p-Nitro hydrobromide 389850-21-9 5mg $94.65 2024-03-01 Buy
Cayman Chemical 16209 p-nitro-Pifithrin-α ≥95% 389850-21-9 1mg $44 2024-03-01 Buy
Cayman Chemical 16209 p-nitro-Pifithrin-α ≥95% 389850-21-9 5mg $118 2024-03-01 Buy
Cayman Chemical 16209 p-nitro-Pifithrin-α ≥95% 389850-21-9 10mg $214 2024-03-01 Buy
Cayman Chemical 16209 p-nitro-Pifithrin-α ≥95% 389850-21-9 25mg $479 2024-03-01 Buy
Product number Packaging Price Buy
J64277 5mg $94.65 Buy
16209 1mg $44 Buy
16209 5mg $118 Buy
16209 10mg $214 Buy
16209 25mg $479 Buy

Pifithrin-α, p-Nitro Chemical Properties,Uses,Production

Uses

A cell-permeable p53 inhibitor

Biological Activity

p-nitro-pifithrin-α, a cell-permeable cyclic analog of pifithrin-α, is an inhibitor of p53 activity [1].the p53 tumor suppressor gene product can induce apoptotic cell death and plays a dominant role in apoptosis, genomic stability, and inhibition of angiogenesis. the p53 has been considered to be an oncogene and the wild-type gene product actually functions as a tumour suppressor gene. p53 mutations play an important role in the development of many common human malignancies [2].in human proximal tubular cells, p-nitro-pifithrin-α (10 μm) suppressed p53-mediated tgf-β1 expression [3].

in vitro

in p53-/- cortical neuron, p-nitro-pifithrin-α exihibited a p53 inhibitory activity in preventing p53-induced death[1]. p-nitro-pifithrin-α did not prevent cortical neuronal death induced by p40met, showing the remarkable specificity in the inhibitory action of p-nitro-pifithrin-α on p53. p-nitro-pifithrin-α (300 nm) prevented p53-triggered increase in protein levels of p21/waf1, indicating that p-nitro-pifithrin-α behaved as p53 posttranscriptional activity inhibitors. p-nitro-pifithrin-α at a dose of 30 nm was sufficient to prevent the increase of p21/waf1 levels [1]. p-nitro-pifithrin-α was slowly converted into a more potent cyclized form, p-nitro cyclic pifithrin-α, when incubated in biological media (t1/2= 8 h)

in vivo

in a mouse model of non-alcoholic fatty liver disease, p-nitro-pifithrin-α attenuated steatosis and liver injury in mice fed a high-fat diet [4].

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[j]. journal of medicinal chemistry, 2006, 49(12): 3645-3652.
[2] nigro j m, baker s j, preisinger a c, et al. mutations in the p53 gene occur in diverse human tumour types[j]. nature, 1989, 342(6250): 705-708.
[3] shimizu h, yisireyili m, nishijima f, et al. indoxyl sulfate enhances p53-tgf-β1-smad3 pathway in proximal tubular cells[j]. american journal of nephrology, 2013, 37(2): 97-103.
[4] derdak z, villegas k a, harb r, et al. inhibition of p53 attenuates steatosis and liver injury in a mouse model of non-alcoholic fatty liver disease[j]. journal of hepatology, 2013, 58(4): 785-791.

Pifithrin-α, p-Nitro Preparation Products And Raw materials

Raw materials

Preparation Products

Pifithrin-α, p-Nitro Suppliers

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Jilin Chinese Academy of Sciences-yanshen Technology
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Jilin Chinese Academy of Sciences-yanshen Technology 18143011203 ET-market@chemextension.com China 41844 58
ApexBio Technology -- sales@apexbt.com United States 6254 58
Pifithrin-α, p-Nitro p-nitro-Pifithrin-α 2-(2-IMINO-4,5,6,7-TETRAHYDROBENZO[D]THIAZOL-3(2H)-YL)-1-(4-NITROPHENYL)ETHANONE HBR p-nitro-Pifithrin-.alpha. 2-(2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3-yl)-1-(4-nitrophenyl)ethanone Pifithrin-α, p-Nitro Pifithrin-alpha, p-Nitro hydrobromide, p-nitro-Pifithrin-α 389850-21-9 C15H15N3O3SHBr