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Pifithrin-α, p-Nitro

Product Name
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
Formula Weight
398.27484
MOL File
389850-21-9.mol
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Pifithrin-α, p-Nitro Property

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Alfa Aesar
Product number
J64277
Product name
Pifithrin-alpha, p-Nitro hydrobromide
Packaging
5mg
Price
$94.65
Updated
2024/03/01
Cayman Chemical
Product number
16209
Product name
p-nitro-Pifithrin-α
Purity
≥95%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
16209
Product name
p-nitro-Pifithrin-α
Purity
≥95%
Packaging
5mg
Price
$118
Updated
2024/03/01
Cayman Chemical
Product number
16209
Product name
p-nitro-Pifithrin-α
Purity
≥95%
Packaging
10mg
Price
$214
Updated
2024/03/01
Cayman Chemical
Product number
16209
Product name
p-nitro-Pifithrin-α
Purity
≥95%
Packaging
25mg
Price
$479
Updated
2024/03/01
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Pifithrin-α, p-Nitro Chemical Properties,Usage,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

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Pifithrin-α, p-Nitro Suppliers

Alfa Chemistry
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389850-21-9, Pifithrin-α, p-NitroRelated Search:


  • 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