1,3-Indandione, 2-(3-pyridylmethylene)-

Base Information

• Chemical Name: 1,3-Indandione, 2-(3-pyridylmethylene)-
• CAS No.: 31083-55-3
• Molecular Formula: C15H9 N O2
• Molecular Weight: 235.25
• NSC Number: 600157
• UNII: J625FJL5DX
• DSSTox Substance ID: DTXSID90185032
• Nikkaji Number: J3.361.340G
• Wikidata: Q27281242
• ChEMBL ID: CHEMBL4303151
• Mol file: 31083-55-3.mol

Synonyms:2-pyridine-3-yl-methylene-indan-1,3-dione;PRT4165

Chemical Property of 1,3-Indandione, 2-(3-pyridylmethylene)-

Chemical Property:

• Vapor Pressure: 2.26E-08mmHg at 25°C
• Refractive Index: 1.6231 (estimate)
• Boiling Point: 452.3°Cat760mmHg
• Flash Point: 227°C
• PSA: 47.03000
• Density: 1.363g/cm³
• LogP: 2.54420
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble20mg/mL, clear
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 235.063328530
• Heavy Atom Count: 18
• Complexity: 373

Purity/Quality:

98%,99%, ^*data from raw suppliers

PRT 4165 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=CC3=CN=CC=C3)C2=O
• Description: PRT-4165 (31083-55-3) is an inhibitor of Bmi1/Ring1A, subunits of the polycomb repressive complex 1 (PRC1). Inhibits self-ubiquitination (IC50?= 3.9 μM) but does not increase cellular levels of either subunit. Blocks Bmi1/Ring1A-mediated ubiquitination and drug-induced degradation of topoisomerase 2α.1?PRT-4165 inhibits H2A/H2AX ubiquitination via blocking the E3 ubiquitin ligase activity of RNF2 and a Bmi1/RNF2 complex. Blocks polycomb repressor complex (PRC) 1-mediated histone H2A ubiquitination?in vitro?and?in vivo?and as such represents a new tool for studying chromatin remodeling.2

Technology Process of 1,3-Indandione, 2-(3-pyridylmethylene)-

There total 3 articles about 1,3-Indandione, 2-(3-pyridylmethylene)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

3-pyridinecarboxaldehyde (500-22-1) + Ethyl-1-hydroxy-oxoinden-2-carboxylat → (E)-2-(pyridin-3-ylmethylene)-1H-indene-1,3(2H)-dione (31083-55-3)

Guidance literature:

With sulfuric acid; In acetic acid; for 1h; Heating;

DOI:10.1002/ardp.19803130602

Reference yield: 69.0%

3-pyridinecarboxaldehyde (500-22-1) + 1H-indene-1,3(2H)-dione (606-23-5) → (E)-2-(pyridin-3-ylmethylene)-1H-indene-1,3(2H)-dione (31083-55-3)

Guidance literature:

In ethanol; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2014.03.014

Reference yield:

→ (E)-2-(pyridin-3-ylmethylene)-1H-indene-1,3(2H)-dione (31083-55-3)

Guidance literature:

1,3-Indandion, entspr. Aldehyd;

upstream raw materials:

3-pyridinecarboxaldehyde

1H-indene-1,3(2H)-dione

Downstream raw materials:

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

Refernces

• 1、 Bano, Bilquees,Kanwal,Khan, Khalid Mohammed,Begum, Farida,Lodhi, Muhammad Arif,Salar, Uzma,Khalil, Ruqaiya,Ul-Haq, Zaheer,Perveen, Shahnaz. "Benzylidine indane-1,3-diones: As novel urease inhibitors; synthesis, in vitro, and in silico studies". . p. 658 - 671. Retrieved 2018/09/29.
• 2、 Lee, Chia-Jui,Sheu, Chia-Ning,Tsai, Cheng-Che,Wu, Zong-Ze,Lin, Wenwei. "Direct β-acylation of 2-arylidene-1,3-indandiones with acyl chlorides catalyzed by organophosphanes". supporting information. p. 5304 - 5306. Retrieved 2014/05/06.