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PZ0115

Sigma-Aldrich

CP-31398 dihydrochloride hydrate

≥98% (HPLC)

Synonym(s):

N′-[2-[2-(4-Methoxyphenyl)ethenyl]-4-quinazolinyl]-N,N-dimethyl-1,3-propanediamine dihydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C22H26N4O·2HCl · xH2O
Molecular Weight:
435.39 (anhydrous basis)
MDL number:
MFCD17215956
UNSPSC Code:
12352200
PubChem Substance ID:
329823707
NACRES:
NA.77

Assay

≥98% (HPLC)

storage condition

desiccated

color

yellow

solubility

H2O: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

O.Cl.Cl.COc1ccc(cc1)\C=C\c2nc(NCCCN(C)C)c3ccccc3n2

InChI

1S/C22H26N4O.2ClH.H2O/c1-26(2)16-6-15-23-22-19-7-4-5-8-20(19)24-21(25-22)14-11-17-9-12-18(27-3)13-10-17;;;/h4-5,7-14H,6,15-16H2,1-3H3,(H,23,24,25);2*1H;1H2/b14-11+;;;

InChI key

JXIVIAMOMIONKY-UWCBQFGESA-N

Gene Information

human ... TP53(7157)
mouse ... TP53(22059)
rat ... TP53(24842)

Application

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

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

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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William D Johnson et al.
Toxicology, 289(2-3), 141-150 (2011-08-26)
CP-31398 (N'-[2-[2-(4-methoxyphenyl)ethenyl]-4-quinazolinyl]-N,N-dimethyl-1,3-propanediamine dihydrochloride) is a styrylquinazoline that stabilizes the DNA binding conformation of p53, thereby maintaining the activity of p53 as a transcription factor and tumor suppressor. In consideration of the potential use of p53 stabilizers for cancer prevention and
Shuo Chen et al.
Cancer cell, 39(2), 225-239 (2020-12-29)
TP53 is the most frequently mutated gene in cancer, yet these mutations remain therapeutically non-actionable. Major challenges in drugging p53 mutations include heterogeneous mechanisms of inactivation and the absence of broadly applicable allosteric sites. Here we report the identification of

Articles

Oncogenes and Tumor Suppressors Reprogram Metabolism

We present an article about how proliferating cells require the biosynthesis of structural components for biomass production and for genomic replication.

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Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

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n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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