3648-29-1

Upstream product

• 4722-94-5 4-chloro-2,6-pyridinedicarboxylic acid 
• 124-40-3 dimethyl amine 
• 71022-75-8 4-chloropyridine-2,6-dicarbonyl dichloride 
• 499-51-4 Chelidamic acid 
• 138-60-3 chelidamic acid 
• 5371-70-0 dimethyl 4-chloro-2,6-pyridinedicarboxylate 

Downstream Products

• 1365064-31-8 2,6-(2,6-(i)Pr₂-C₆H₃N=CMe)2-4-Me₂N-C₅H₂N 

Relevant academic research and scientific papers

Dipicolinic Acid Derivatives as Inhibitors of New Delhi Metallo-β-lactamase-1

The efficacy of β-lactam antibiotics is threatened by the emergence and global spread of metallo-β-lactamase (MBL) mediated resistance, specifically New Delhi metallo-β-lactamase-1 (NDM-1). By utilization of fragment-based drug discovery (FBDD), a new class of inhibitors for NDM-1 and two related β-lactamases, IMP-1 and VIM-2, was identified. On the basis of 2,6-dipicolinic acid (DPA), several libraries were synthesized for structure-activity relationship (SAR) analysis. Inhibitor 36 (IC50 = 80 nM) was identified to be highly selective for MBLs when compared to other Zn(II) metalloenzymes. While DPA displayed a propensity to chelate metal ions from NDM-1, 36 formed a stable NDM-1:Zn(II):inhibitor ternary complex, as demonstrated by 1H NMR, electron paramagnetic resonance (EPR) spectroscopy, equilibrium dialysis, intrinsic tryptophan fluorescence emission, and UV-vis spectroscopy. When coadministered with 36 (at concentrations nontoxic to mammalian cells), the minimum inhibitory concentrations (MICs) of imipenem against clinical isolates of Eschericia coli and Klebsiella pneumoniae harboring NDM-1 were reduced to susceptible levels.

Unprecedented strong lewis bases - Synthesis and methyl cation affinities of dimethylamino-substituted terpyridines

A versatile method for the synthesis of functionalized 2,2′:6′, 2″-terpyridines by assembly of the terminal pyridine rings is presented. The cyclization precursors - bis-β-ketoenamides - are prepared from 4-substituted 2,6-pyridinedicarboxylic acids and a

Electronic effects in 4-substituted bis(imino)pyridines and the corresponding reduced iron compounds

A family of 4-substituted bis(imino)pyridines, 4-X-iPrPDI (4-X-iPrPDI = 2,6-(2,6-iPr2-C6H 3N=CMe)2-4-X-C5H2N; X = CF 3, tBu, Bn, NMe2), has been synthesized and the iron coordination chemistry studied. Sodium amalgam reduction of the iron dihalides (4-X-iPrPDI)FeX2 (X = Cl, Br) in the presence of excess carbon monoxide furnished the corresponding iron dicarbonyl compounds (4-X-iPrPDI)Fe(CO)2. Equilibrium mixtures of the four- and five-coordinate iron dinitrogen compounds (4-X-iPrPDI)FeN 2 and (4-X-iPrPDI)Fe(N2)2 were prepared by performing the sodium amalgam reduction of the iron dihalides under a dinitrogen atmosphere. Electrochemical and spectroscopic measurements were conducted on the free ligands and the iron derivatives to systematically evaluate the influence of each para pyridine substituent on the electronic structure of the compound.

Synthesis of new Cu(II)-chelating ligand amphiphiles and their esterolytic properties in cationic micelles

Four new tetradentate 2,6-disubstituted pyridine and tridentate 2-substituted pyridine ligands were synthesized. Two of these compounds possessed a metal ion binding subunit in the form of a 2,6-disubstituted-4-N,N′-dimethylamine pyridine moiety. Cu2+-complexes of these ligands incorporated in cetyltrimethylammonium bromide (CTABr) micelles speeded the cleavage of p-nitrophenyldiphenyl phosphate and p-nitrophenyl hexanoate at pH 7.6. On the basis of a kinetic version of Job plot analysis, a 1:1 ligand/Cu2+ stoichiometry was found to be the most active species. In CTABr micelles, the pKa values for the Cu2+-coordinated hydroxyl or pendant-CH2OH in these ligands were between 7.8 and 7.9. The metallomicellar systems displayed catalytic (turnover) behavior in the presence of excess substrates.

Synthesis of Some Copper(II)-Chelating (Dialkylamino)pyridine Amphiphiles and Evaluation of Their Esterolytic Capacities in Cationic Micellar Media

Three new (dialkylamino)pyridine (DAAP)-based ligand amphiphiles 3-5 have been synthesized. All of the compounds possess a metal ion binding subunit in the form of a 2,6-disubstituted DAAP moiety. In addition, at least one ortho-CH2OH substitue

OXIDATION OF ALKENES BY A CHIRAL NON-PORPHYRINIC OXIDIZING CATALYST BASED ON THE BLEOMYCIN-Fe(II) COMPLEX

A synthetic model for the metal binding site of bleomycin with 4-dimethylaminopyridine nucleus, namely PYML-8, shows dioxygen activation up to 125percent of that of bleomycin. β-Methylstyrene is oxidized with the Fe(III)-H2O2, Fe(III)-PhIO, or Fe(II)-O2 complex systems of PYML-8 to give a set of products including optically active epoxide.The product composition is dependent on iron, oxygen source, and reducing agent employed, suggesting varied active species generated from each complex system.

Acidic Complexones Bearing Donor-enhancing Pyridine Anchour Groups

The synthesis, complex stability and -selectivity for alkaline earth metal ions 2,6-pyridinebis(methylamine)-N,N,N',N'-tetraacetic acids (3a) and their donor-enforced analogues 3b,c are described.The acid dissociation constants and the stability constants of the metal complexes have been measured potentiometrically at 25 deg C in water of constant ionic strength (μ = 0.1).The stability order is Ca > Mg > Sr > Ba which is analogous to the selectivity of EDTA and comparable aliphatic complexones.The magnitudes of the stability constants of 3a are comparable to those of EDTA, while the donor-enforced analogues 3b,c form less stable complexes with alkaline earth metal ions.