Basic information Safety Supplier Related

CP-31398 Dihydrochloride Hydrate

Basic information Safety Supplier Related

CP-31398 Dihydrochloride Hydrate Basic information

Product Name:
CP-31398 Dihydrochloride Hydrate
Synonyms:
  • CP-31398 Dihydrochloride Hydrate
  • N′-[2-[2-(4-Methoxyphenyl)ethenyl]-4-quinazolinyl]-N,N-dimethyl-1,3-propanediamine dihydrochloride hydrate
  • CP 31,398 hydrochloride
  • N1-(2-(4-Methoxystyryl)quinazolin-4-yl)-N3,N3-dimethylpropane-1,3-diamine dihydrochloride
  • CP 31398,inhibit,CP-31398,CP31398 dihydrochloride,MDM-2/p53,CP31398,Inhibitor
CAS:
1217195-61-3
MF:
C22H26N4O
MW:
362.46804
Product Categories:
  • Amine, Aromatics, Heterocycles, Pfizer Compounds, Pharmaceuticals, Intermediates & Fine Chemicals
Mol File:
1217195-61-3.mol
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CP-31398 Dihydrochloride Hydrate Chemical Properties

storage temp. 
2-8°C
solubility 
<43.54mg/ml in DMSO; <43.54mg/ml in H2O
form 
solid
color 
yellow
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26
WGK Germany 
3
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CP-31398 Dihydrochloride Hydrate Usage And Synthesis

Uses

CP-31398 dihyrochloride hydrate is a p53 stabilizer; apoptosis inducer.

Uses

CP-31398 dihydrochloride hydrate has been used as a p53 stabilizer:

  • to evaluate its effects on the upregulation of miRNA in human neuroblastoma cells
  • to study its effects on arsenic trioxide (ATO) stabilization of p53 folding
  • to study its effects on regulation of miR-34 in PC12 cells

Biological Activity

cp 31398 dihydrochloride is a potent activator of p53 with maximum tolerated dose of 400 ppm [2].tumor protein p53 (p53) is a crucial protein in multicellular organisms and plays an important role in preventing cancer formation. many studies have shown that activated p53 regulates the expression of p21 which binds to the g1-s/cdk complexes (molecules important for the g1/s transition in the cell cycle) and inhibits their activity [1].cp 31398 dihydrochloride is a potent p53 stabilization and is regarded as a promising agent which combines with chemotherapy drugs for cancer treatment. when tested with a panel of 9 human cancer cell lines, cp 31398 dihydrochloride treatment resulted in cell apoptosis in mutant or wild-type p53 expressed cell lines (sw480, skbr3, pa1, u20s, hct116, and saos-2) and enhanced chemotherapeutic drugs effect on cell killing while had no effect on cell lines not expressed p53 [1]. in four human hnscc cell lines (jhu-o29, umscc-22a and fadu), administration of cp 31398 dihydrochloride for 96 h inhibited the cell growth by accumulating p53 expression [2].in colon adenocarcinomas f344 rast model, combination low dose of cp 31398 dihydrochloride with celecoxib markedly suppressed colon adenocarcinoma incidence (78%) and multiplicity (90%) by enhancing the expression of p53 which indicated that a combination of low dose cp-31398 dihydrochloride and celecoxib could be a promising therapy for colon cancer in clinic [3].

Biochem/physiol Actions

CP-31398 is a styryl quinazoline that functions in preserving the activity of p53 as a tumor suppressor and transcription factor. The DNA-binding activity and apoptosis functionality of the p53 are restored by CP-31398. CP-31398 exhibits therapeutic effects against liver, skin, pancreatic, and colon cancers.

References

[1]. takimoto, r., et al., the mutant p53-conformation modifying drug, cp-31398, can induce apoptosis of human cancer cells and can stabilize wild-type p53 protein. cancer biol ther, 2002. 1(1): p. 47-55.
[2]. roh, j.l., et al., p53-reactivating small molecules induce apoptosis and enhance chemotherapeutic cytotoxicity in head and neck squamous cell carcinoma. oral oncol, 2011. 47(1): p. 8-15.
[3]. rao, c.v., et al., inhibition of azoxymethane-induced colorectal cancer by cp-31398, a tp53 modulator, alone or in combination with low doses of celecoxib in male f344 rats. cancer res, 2009. 69(20): p. 8175-82.

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