4'-(4-Pyridyl)-2,2':6',2''-terpyridine

Base Information

• Chemical Name: 4'-(4-Pyridyl)-2,2':6',2''-terpyridine
• CAS No.: 112881-51-3
• Molecular Formula: C20H14N4
• Molecular Weight: 310.358
• European Community (EC) Number: 811-122-6
• DSSTox Substance ID: DTXSID10465944
• Nikkaji Number: J950.655A
• Wikidata: Q72504763
• Mol file: 112881-51-3.mol

Synonyms:4'-(4-pyridyl)-2,2':6',2''-terpyridine;112881-51-3;2,2':6',2''-Terpyridine, 4'-(4-pyridinyl)-;2,6-dipyridin-2-yl-4-pyridin-4-ylpyridine;YSWG227;SCHEMBL9227622;DTXSID10465944;BCP20481;MFCD00932037;AKOS026671300;DS-10057;CS-0085807;P2202;C71424;4'-(pyridin-4-yl)-2,2':6',2''-terpyridine;A921326;4'-(4'''-Pyridyl)-2,2':6',2''-terpyridine;J-400399

Chemical Property of 4'-(4-Pyridyl)-2,2':6',2''-terpyridine

Chemical Property:

• Melting Point: 227.2-228.1℃
• Boiling Point: 482.5±40.0 °C(Predicted)
• PKA: 4.20±0.29(Predicted)
• PSA: 51.56000
• Density: 1.202±0.06 g/cm3(Predicted)
• LogP: 4.26760
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 310.121846464
• Heavy Atom Count: 24
• Complexity: 356

Purity/Quality:

97% ^*data from raw suppliers

4''-(4-Pyridyl)-2,2'':6'',2''''-terpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC(=CC(=N2)C3=CC=CC=N3)C4=CC=NC=C4
• Recent ClinicalTrials: A Clinical Trial to Study the Efficacy, Safety, Tolerability and Pharmacokinetics of P2202 in Patients of Type 2 Diabetes
• Uses: 4''-(4-Pyridyl)-2,2'':6'',2''''-terpyridine is a potential inhibitor of topoisomerase I and II.

Technology Process of 4'-(4-Pyridyl)-2,2':6',2''-terpyridine

There total 13 articles about 4'-(4-Pyridyl)-2,2':6',2''-terpyridine 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: 70.1%

1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide (26482-00-8) + 1-pyridin-2-yl-3-pyridin-4-yl-propenone (13309-09-6) → 4'-(4''-pyridyl)-2,2':6',2''-terpyridine (112881-51-3)

Guidance literature:

With ammonium acetate; acetic acid; at 100 ℃; for 16h;

DOI:10.5012/bkcs.2011.32.10.3566

Reference yield: 70.0%

pyridine-4-carbaldehyde (872-85-5) + 2-acetylpyridine (1122-62-9) → 4'-(4''-pyridyl)-2,2':6',2''-terpyridine (112881-51-3)

Guidance literature:

With ammonium hydroxide; potassium hydroxide; In ethanol; at 20 ℃; for 48h;

DOI:10.1055/s-0041-1737792

Reference yield: 46.0%

pyridine-2-carbaldehyde (1121-60-4) + methyl (4-pyridyl) ketone (1122-54-9) → 4'-(4''-pyridyl)-2,2':6',2''-terpyridine (112881-51-3)

Guidance literature:

methyl (4-pyridyl) ketone; With 1-butyl-3-methylimidazolium Tetrafluoroborate; sodium hydroxide; for 0.166667h; Cooling with ice; Ionic liquid;

pyridine-2-carbaldehyde; at 0 ℃; for 2h; Ionic liquid;

With ammonium acetate; at 110 ℃; for 2h; Ionic liquid;

DOI:10.1080/00397910903046838

upstream raw materials:

pyridine-4-carbaldehyde

2-acetylpyridine

2-acetylpyridine morpholino-enamine

1,5-bis(2-pyridyl)-3-(4'-pyridyl)pentane-1,5-dione

Downstream raw materials:

4-{[4'-(2,2':6',2-terpyridinyl)-1-pyridiniumyl]methyl}toluene bromide