31083-55-3

Usage

Uses

Used in Research Applications:
NSC 600157 is used as a research tool for studying the role of Bmi1/Ring1A in chromatin remodeling and the polycomb repressor complex (PRC) 1-mediated histone H2A ubiquitination. Its ability to inhibit the E3 ubiquitin ligase activity of RNF2 and the Bmi1/RNF2 complex makes it a valuable asset in understanding the underlying mechanisms of gene regulation and chromatin structure.
Used in Cancer Research:
NSC 600157 is used as a potential therapeutic agent in cancer research, particularly in the context of PRC1-mediated processes that may contribute to tumorigenesis. By inhibiting the Bmi1/Ring1A subunits, PRT-4165 may help to disrupt the abnormal chromatin remodeling that can lead to uncontrolled cell growth and the development of cancer.
Used in Drug Development:
NSC 600157 is used as a starting point for the development of new drugs targeting the polycomb repressive complex 1 (PRC1) and its role in various diseases, including cancer. Its ability to inhibit specific ubiquitination processes and disrupt the function of the Bmi1/RNF2 complex makes it a promising candidate for further investigation and optimization in drug discovery efforts.
Used in Epigenetic Studies:
NSC 600157 is used as a compound of interest in epigenetic research, focusing on the role of PRC1 in regulating gene expression and its potential implications in disease development. Understanding the molecular mechanisms by which PRT-4165 inhibits Bmi1/Ring1A and H2A/H2AX ubiquitination can provide insights into the broader field of epigenetics and the potential for targeted therapeutic interventions.

Biochem/physiol Actions

PRT4165 is a potent inhibitor of PRC1 (polycomb-repressive complex 1)-mediated histone H2A ubiquitylation in vivo and in vitro. PRT4165 inhibits the in vitro histone H2A E3 ubiquitin ligase activity of PRC1 components RING1, RNF2, and a BMI1/RNF2 complex. PRT4165 also inhibits DNA double-strand breaks induced ubiquitylation of histone H2AX.

References

1) Alchanati?et al. (2009),?The E3 ubiquitin-ligase Bmi1/Ring1A controls the proteasomal degradation of Top2alpha cleavage complex – a potentially new drug target; PLoS One,?4?e8104 2) Ismail?et al.?(2013),?A small molecule inhibitor of polycomb repressive complex 1 inhibits ubiquitin signaling at DNA double-strand breaks; J. Biol. Chem.,?288?26944

InChI:InChI=1/C15H9NO2/c17-14-11-5-1-2-6-12(11)15(18)13(14)8-10-4-3-7-16-9-10/h1-9H

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 606-23-5 1H-indene-1,3(2H)-dione 

Downstream Products

• 1607832-17-6 (E)-2-(2-oxo-2-phenyl-1-(pyridin-3-yl)ethylidene)-1H-indene-1,3(2H)-dione 

Relevant academic research and scientific papers

Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides

A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.

Benzylidine indane-1,3-diones: As novel urease inhibitors; synthesis, in vitro, and in silico studies

Current study deals with the evaluation of indane-1,3-dione based compounds as new class of urease inhibitors. For that purpose, benzylidine indane-1,3-diones (1–30) were synthesized and fully characterized by different spectroscopic techniques including

Synthesis and thermal transformations of spiro-fused N- phthalimidoaziridines Dedicated to Professor Armin de Meijere on the occasion of his 75th birthday

Oxidation of N-aminophthalimide in the presence of 2-arylideneinden-1,3- diones with electron-withdrawing substituents gives the corresponding 3-aryl-1-phthalimidospiro[aziridine-2,2′-indene]-1′,3′-diones in good yields. Heating these aziridines with stan

Direct β-acylation of 2-arylidene-1,3-indandiones with acyl chlorides catalyzed by organophosphanes

We have developed an organophosphane-catalyzed direct β-acylation of a series of conjugated systems bearing ketone, amide and ester functionalities using acyl chlorides as trapping reagents. A wide variety of highly functional ketone derivatives were gene

REACTION PRODUCTS OF 1,3-INDANONE WITH HETEROAROMATIC CARBALDEHYDES: SYNTHESIS, STRUCTURE AND NMR-INVESTIGATIONS

The synthesis of 1:1 condensation products from 1,3-indadione and various heteroatomic carbaldehydes is described.Employment of aldehydes derived from ?-deficient N-heteroaromatics was found to lead also to 2:1 adducts via Michael-addition of the 1,3-dike

ELECTROCHEMISTRY OF AUTOCOMPLEX COMPOUNDS. III. ELECTROCHEMICAL AND SPECTRAL PROPERTIES OF 2-METHYLENE-1,3-INDANDIONE DERIVATIVES

By reactions of indan-1,3-dione with a number of aromatic, heterocyclic, and ferrocenyl-containing aldehydes a series of autocomplexes, derivatives of 2-methyleneindan-1,3-dione, was synthesized.By electrochemical and spectral methods the mechanisms of in

2-Methylene-1,3-indanediones: Azaaromatic anticoagulants without enolizable carbonyl functions

The anticoagulant activities of five 2-methylene- and two 2-oxaspiro-indanediones show that the enolizability of the carbonyl functions is no structural essential in anticoagulants. The spiro compounds exhibit prolonged activities.