52062-26-7

Usage

InChI:InChI=1/C8H7NO5/c1-14-4-2-5(7(10)11)9-6(3-4)8(12)13/h2-3H,1H3,(H,10,11)(H,12,13)

Upstream product

• 19872-93-6 dimethyl 4-methoxypyridine-2,6-dicarboxylate 
• 71022-75-8 4-chloropyridine-2,6-dicarbonyl dichloride 
• 138-60-3 chelidamic acid 
• 5371-70-0 dimethyl 4-chloro-2,6-pyridinedicarboxylate 
• 4722-94-5 4-chloro-2,6-pyridinedicarboxylic acid 
• 108-48-5 2,6-dimethylpyridine 
• 1073-23-0 2,6-lutidine N-oxide 
• 6890-59-1 2,6-dimethyl-4-methoxypyridine N-oxide 
• 4808-64-4 4-nitro-2,6-lutidine-1-oxide 
• 20815-02-5 4-methoxy-2,6-dimethylpyridine 
• 499-51-4 Chelidamic acid 
• 68631-52-7 4-hydroxypyridine-2,6-dicarboxylic acid diethylester 
• 453566-12-6 diethyl-4-methoxypyrimidine-2,6-dicarboxylic acid 
• 99-32-1 chelidonic acid 

Downstream Products

• 102079-61-8 4-methoxy-pyridine-2,6-dicarboxylic acid-dianilide 
• 73366-89-9 C₂₀H₂₉NO₁₀*C₇H₉N*ClHO₄ 
• 73353-50-1 C₁₆H₂₁NO₈*C₈H₁₁N*ClHO₄ 
• 71124-61-3 C₁₆H₂₁NO₈*C₇H₉N*CHNS 
• 1027564-70-0 4-methoxy-pyridine-2,6-dicarboxylic acid dipentafluorophenyl ester 
• 944242-63-1 C₆₄H₅₇N₁₅O₁₇ 
• 944242-61-9 C₃₆H₃₃N₇O₉ 

Relevant academic research and scientific papers

Comparative Structural Study of Metal-Mediated Base Pairs Formed outside and inside DNA Molecules

The formation of copper(II)-mediated base pairs involving pyridine-2,6-dicarboxylate derivatives and canonical nucleosides has proven to be a smart approach to introduce copper(II) ions at specific locations of DNA duplexes. However, the structural characteristics of these metalized base pairs have not yet been revealed, and their effect on DNA structures is difficult to assess. Herein, for the first time, we report on the different structural details of copper-mediated base pairs formed by themselves and in DNA duplexes. The individual base pairs [Cu(mcheld)(N3-Cyt)(H2O)]·3H2O (1Cu_Cyt), [Cu(mcheld)(N7-Ade)(H2O)2]·2H2O (1Cu_Ade), [Cu(mcheld)(N7-Gua)(H2O)] (1Cu_Gua), and [Cu(mcheld)(N1-7CAde)(H2O)]·H2O (1Cu_7CAde) were obtained from the reaction of the metal complex [Cu(mcheld)(H2O)2] (1Cu) (mcheld = 4-methoxypyridine-2,6-dicarboxylic acid) with model nucleosides (Cyt = N1-methylcytosine, Ade = N9-ethyladenine, Gua = N9-propylguanine, 7CAde = N9-propyl-7-deazaadenine). The crystal structure of the five complexes was determined by means of single-crystal X-ray diffraction. Furthermore, the formation of the 1Cu_Cyt and 1Cu_Gua base pairs in the middle of DNA duplexes, duplex DNA15 (917 atoms) and DNA10 (649 atoms), respectively, was studied using highly demanding ab initio computational calculations. These theoretical studies aimed to validate, from a structural point of view, whether base pairs of the kind 1Cu_nucleosides can be included in a DNA double helix and how this situation affects the double-helical structure. The results indicate that the 1Cu_Cyt and 1Cu_Gua base pairs can be formed in a DNA molecule without significant structural constraints. In addition, the double-helix DNA structure remains virtually unchanged when it contains these Cu(II)-mediated base pairs.

Sulfur transfer reactions of a zinc tetrasulfanido complex

A zinc tetrasulfanido complex supported by a bis(carboxamide)pyridine ligand framework has been synthesized by the insertion of elemental sulfur into the zinc-S(thiolate) bond of a zinc dithiolate complex ([LZn]2-). This paper reports on sulfur transfer reactions of this polysulfanido complex ([1]2-) and compares this behavior to known reactions of metal polysulfido complexes. Complex [1]2- was demonstrated to be in exchange with [LZn]2- and free elemental sulfur in solution. Although triphenylphosphine abstracts sulfur from [1]2- to form [LZn]2-, complex [LZn]2- can abstract sulfur from the zinc polysulfido complex (TMEDA)ZnS6 (TMEDA = N,N,N′,N′-tetramethylethylenediamine). The tetrasulfanido complex [1]2- can also transfer sulfur to dimethyl acetylenedicarboxylate to form a zinc dithiolene complex. These studies demonstrate that the zinc complex with a tetrasulfanido moiety can undergo similar reactions as metal complexes with purely inorganic polysulfido groups, although the final metal-containing products are different.

Pyridostatin analogues promote telomere dysfunction and long-term growth inhibition in human cancer cells

The synthesis, biophysical and biological evaluation of a series of G-quadruplex interacting small molecules based on a N,N′-bis(quinolinyl) pyridine-2,6-dicarboxamide scaffold is described. The synthetic analogues were evaluated for their ability to stabilize telomeric G-quadruplex DNA, some of which showed very high stabilization potential associated with high selectivity over double-stranded DNA. The compounds exhibited growth arrest of cancer cells with detectable selectivity over normal cells. Long-time growth arrest was accompanied by senescence, where telomeric dysfunction is a predominant mechanism together with the accumulation of restricted DNA damage sites in the genome. Our data emphasize the potential of a senescence-mediated anticancer therapy through the use of G-quadruplex targeting small molecules based on the molecular framework of pyridostatin.

Novel late transition metal catalysts based on iron: Synthesis, structures and ethylene polymerization

In this article we reported synthesis, characterization and ethylene polymerization behavior of two new late transition metal 2,6-bis(imino)pyridine catalysts based on iron(II) possessing different substituents of NO2 (catalyst b) and OMe (catalyst c) at the para position of the pyridine ring. Theoretical study exhibited more positive charge on the central metal of the catalyst b, leading to higher activity offset by lower thermal stability and life time.

Double versus single helical structures of oligopyridine-dicarboxamide strands. Part 2: The role of side chains

A series of heptameric oligoamides comprising 4-alkoxy-substituted 2,6-diaminopyridine and 2,6-pyridine-dicarbonyl units have been synthesized using convergent methods. The hybridization of these compounds into double helical dimers was studied in solutio

Ruthenium-catalyzed asymmetric epoxidation of olefins using H 2O2, part I: Synthesis of new chiral N,N,N,-tridentate pybox and pyboxazine ligands and their ruthenium complexes

The synthesis of chiral tridentate N,N,N-pyridine-2.6-bisoxazolines 3 (pyhox ligands) and N,N,N-pyridine-2.6-bisoxazines 4 (pyboxazine ligands) is described in detail. These novel ligands constitute a useful tool-box for the application in asymmetric catalysis. Compounds 3 and 4 are conveniently prepared by cyclization of enantiomerically pure α- or β-amino al cohols with dimethyl pyridine-2,6-dicarboximidate. The corresponding ruthenium complexes are efficient asymmetric epoxidation catalysts and have been prepared in good yield and fully char acterized by spectroscopic means. Four of these ruthenium complexes have been characterized by X-ray crystallography. For the first time the molecular structure of a pyboxazine complex (2,6-bis-[(4S)-4-phenyl-5,6- dihydro-4H-[1,3]oxazinyl]pyridine)(pyridine-2,6-dicarboxylate)ruthenium (S)-2aa, is presented.

Synthesis of pyrazolecarbonylaminopyridinecarboxamides as herbicides

Target compounds from a herbicide lead area, pyrazolecarboxamides, were selected and synthesized. These targets were chosen based on 1) 'structural' similarities of 2a-c with other known bleaching herbicides, and 2) the structure activity relationship pre

Cation Complexing Properties of Synthetic Macrocyclic Polyether-Diester Ligands Containing the Pyridine Subcyclic Unit

Ten new macrocyclic polyether-diester compounds containing a pyridine subcyclic unit substituted in the 4 position with chloro or methoxy groups have been prepared.These compounds along with their unsubstituted pyridine analogues form strong complexes wit