134296-07-4

Basic information

• Product Name: 2,2'-BIPYRIDINE-6-CARBALDEHYDE
• Synonyms: 2,2'-BIPYRIDINE-6-CARBALDEHYDE;2,2'-bipyridine-6-carboxaldehyde
• CAS NO: 134296-07-4
• Molecular Formula: C₁₁H₈N₂O
• Molecular Weight: 184.19
• Mol File: 134296-07-4.mol

Chemical Properties

• Boiling Point: 340.5±32.0 °C(Predicted)
• Appearance: /
• Density: 1.205±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 3.74±0.22(Predicted)
• CAS DataBase Reference: 2,2'-BIPYRIDINE-6-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BIPYRIDINE-6-CARBALDEHYDE(134296-07-4)
• EPA Substance Registry System: 2,2'-BIPYRIDINE-6-CARBALDEHYDE(134296-07-4)

Safety Data

• Hazardous Substances Data: 134296-07-4(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
2,2'-Bipyridine-6-carbaldehyde is used as a ligand for the formation of metal complexes, leveraging its ability to bind with metal ions to create stable complexes that are valuable in various chemical and catalytic processes.
Used in Catalyst Development:
2,2'-BIPYRIDINE-6-CARBALDEHYDE serves as a key component in the development of catalysts, where metal complexes formed with 2,2'-bipyridine-6-carbaldehyde can accelerate chemical reactions, making industrial processes more efficient.
Used in Material Science:
2,2'-Bipyridine-6-carbaldehyde is utilized in the creation of new materials, thanks to the metal complexes it forms, which can exhibit unique properties beneficial for different applications in material science.
Used in Pharmaceutical Industry:
It is applied as a building block or intermediate in the synthesis of pharmaceuticals, potentially contributing to the development of new drugs due to its chemical reactivity and ability to form complexes with biologically active metal ions.
Used in Analytical Chemistry:
2,2'-Bipyridine-6-carbaldehyde is used as a fluorescent probe in analytical chemistry, taking advantage of its fluorescence properties to detect or quantify certain substances in complex mixtures.
Used in Biological Research:
2,2'-BIPYRIDINE-6-CARBALDEHYDE is employed in biological applications, such as in vitro assays and cell imaging, where its fluorescence can be used to track biological processes or to study interactions with biomolecules.
Used in Optoelectronics:
2,2'-Bipyridine-6-carbaldehyde is used in the development of organic light-emitting diodes (OLEDs) and other optoelectronic devices, where its photophysical properties can be harnessed to improve device performance and efficiency.

Upstream product

• 34160-40-2 6-bromo-2-pyridinecarbaldehyde 
• 17997-47-6 2-tri-n-butylstannylpyridine 

Downstream Products

• 1402045-95-7 N-((pyridin-2-yl)methyl)-N-(6-(pyridine-2-yl)pyridin-2-ylmethyl)benzamide 
• 1286707-48-9 N,N'-bis(2,2'-bipyridine-6-ylmethyl)-2,2'-(6,6'-dimethyl)biphenyl-enediamine 
• 1286707-44-5 N,N’-bis-(2,2’-bipyridine-6-ylmethyl)-2,2’-biphenylenediamine 
• 1286707-49-0 N,N'-bis(2,2'-bipyridine-6-ylmethyl)-2,2'-(6,6'-dibromo-4,4'-dimethyl)biphenyl-enediamine 

Relevant articles and documents

Endeavors towards transformation of M. tuberculosis thymidylate kinase (MtbTMPK) inhibitors into potential antimycobacterial agents

As the last enzyme in nucleotide synthesis as precursors for DNA replication, thymidylate kinase of M. tuberculosis (MtbTMPK) attracts significant interest as a target in the discovery of new anti-tuberculosis agents. Earlier, we discovered potent MtbTMPK inhibitors, but these generally suffered from poor antimycobacterial activity, which we hypothesize is due to poor bacterial uptake. To address this, we herein describe our efforts to equip previously reported MtbTMPK inhibitors with targeting moieties to increase the whole cell activity of the hybrid analogues. Introduction of a simplified Fe-chelating siderophore motif gave rise to analogue 17 that combined favorable enzyme inhibitory activity with significant activity against M. tuberculosis (MIC of 12.5 μM). Conjugation of MtbTMPK inhibitors with an imidazo[1,2-a]pyridine or 3,5-dinitrobenzamide scaffold afforded analogues 26, 27 and 28, with moderate MtbTMPK enzyme inhibitory potency, but sub-micromolar activity against mycobacteria without significant cytotoxicity. These results indicate that conjugation with structural motifs known to favor mycobacterial uptake may be a valid approach for discovering new antimycobacterial agents.

Convenient and rapid strategies towards 6-(hetero)aryl pyridylmethylamines: First catalytic issues

The convenient preparation of new pyridylmethylamines is described using a short two step sequence. The first step involved the straightforward microwave-assisted construction of 6-aryl and 6-heteroaryl pyridine scaffolds bearing carboxaldehyde and nitrile fragments. The pendant arm comprising a second nitrogen atom by mean of amine and oxazoline moieties is installed in the second step. Finally, a first entry towards catalytic activity is given. In this context, modification of the ligand pattern and steric crowding around the central pyridine ring is examined and led to modest to fair ee's in the construction of binaphthyl substrates.