852936-60-8

Usage

Uses

Used in Chemical Synthesis:
4-(HydroxyMethyl)-2,6-pyridinedicarboxylic Acid 2,6-DiMethyl Ester is used as an intermediate in the synthesis of polyaminopolycarboxylate ligands, which are known for their luminescence properties. This makes it a valuable component in the development of materials with specific light-emitting characteristics.
Used in Biochemistry:
In the field of biochemistry, 4-(HydroxyMethyl)-2,6-pyridinedicarboxylic Acid 2,6-DiMethyl Ester is used as an intermediate in the preparation of lanthanide tags. These tags are designed for site-specific labeling of proteins, allowing for precise tracking and analysis of protein interactions and functions within biological systems.
Used in Research and Development:
Due to its role in the synthesis of luminescent ligands and protein labeling tags, 4-(HydroxyMethyl)-2,6-pyridinedicarboxylic Acid 2,6-DiMethyl Ester is also utilized in research and development activities. It contributes to the advancement of knowledge in material science, biochemistry, and related disciplines.

Upstream product

• 67-56-1 methanol 
• 5453-67-8 2,6-bis(methoxycarbonyl)pyridine 
• 7722-84-1 dihydrogen peroxide 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 

Downstream Products

• 1379456-68-4 4-{[(tetrahydro-2H-pyran-2-yloxy)methyl]pyridine-2,6-diyl}bis(methylene) bis(4-methylbenzenesulfonate) 
• 1408252-45-8 C₁₇H₁₈N₂O₄ 
• 1408252-44-7 C₃₂H₂₈N₂O₆ 
• 1408252-43-6 C₃₂H₃₂N₂O₆ 
• 1408252-42-5 C₁₇H₂₂N₂O₄ 
• 1072925-95-1 dimethyl 4-(methylenetriphenylphosphoniumchloride)pyridine-2,6-dicarboxylate 
• 1357500-95-8 dimethyl 4-(4-(2-(2,6-bis(methoxycarbonyl)pyridine-4-yl)vinyl)styryl)pyridine-2,6-dicarboxylate 
• 909247-46-7 dimethyl 4-tosyloxymethylpyridine-2,6-dicarboxylate 

Relevant academic research and scientific papers

Water-soluble Tb3+ and Eu3+ complexes based on task-specific ionic liquid ligands and their application in luminescent poly(vinyl alcohol) films

Novel water-soluble lanthanide complexes (Ln(IMI-DPA)3) have been synthesized using the task-specific ionic liquid consisting of a dipicolinic acid motif as the sensitizer of lanthanide luminescence. In Ln(IMI-DPA)3, Ln3+ ions are in 9-fold coordination through six carboxylate oxygen atoms and three nitrogen atoms in pyridine units, and the water molecule is excluded from the coordination sphere of the lanthanides. It is found that Ln(IMI-DPA)3 possess bright luminescence, long luminescence lifetime in aqueous solution, high thermal stability and good water solubility. Furthermore, these complexes can be incorporated into water-soluble poly(vinyl alcohol) (PVA) matrixes to obtain highly luminescent, transparent and flexible PVA composite films. The emission colors of the films can be tuned from red, orange, yellow, light green, green to white light by regulating the concentration of the various luminescent components.

Novel tricyclic diamines 3. Synthesis of 1,4-diazaadamantane

Synthesis of the previously unreported 1,4-diazaadamantane is described. The overall strategy involves complete saturation of a flat, aromatic heterocycle, appropriate functionalization and intramolecular double alkylation. The alkylation takes place via an iminophosphorane under anhydrous conditions, which produced superior results vs. alkylation of the corresponding primary amine.

Free-radical approach to 4-substituted dipicolinates

Dimethyl pyridine-2r6-dicarboxylate was selectively substituted through free-radical reactions. The substitution involves the generation of free radicals through Fenton-type reactions, followed by hydrogen abstraction from aldehydes or alcohols. The resul

A new A3B zinc(II)-porphyrin ligand and its ruthenium(II) complex: Synthesis, photophysical properties and photocatalytic applications

Porphyrins and metalloporphyrins (or porphyrin coordination complexes) have been wildly investigated as photocatalysts in recent years. Herein we synthesized two new A3B porphyrins, a new asymmetric A3B zinc-porphyrin ligand with peripheral chelate group (pyridine dicarboxylate), and a ruthenium(II) complex of the porphyrin ligand. Their photo-physical properties were characterized and investigated by UV-Vis and fluorescent emission. The modeling of the molecular structures was optimized by DFT theoretical calculation. All porphyrin compounds exhibited strong absorbance at the Soret bands and Q bands. The free base of porphyrin possessed a higher quantum yield and a longer life time than the other two zinc-porphyrins and ruthenium-porphyrin in terms of fluorescence. Furthermore, the ruthenium-porphyrin complex can be used as a promising photocatalyst under visible light for two kinds of organic reactions: ketone-related oxidative aminothiocyanation (above 90% yield) and indole-related oxidative thiocyanation (around 80% yield) with a remarkable low amount (0.1 mmol %).

Synthetic Approaches to the Bifunctional Chelators for Radio nuclides Based on Pyridine-Containing Azacrown Compounds

Synthetic ways to introduce functional groups (CO 2 Me, CO 2 H, OCH 2 CO 2 H, OCH 2 C≡CH, CH 2 OH, CH 2 Cl, CH 2 N 3) into the pyridine ring of pyridine-containing azacrown compounds are described. These groups were introduced at position-4 of the pyridine ring, while keeping the macrocyclic carboxylate groups available for metal chelation. The derivatives were obtained by macrocyclization reaction of 4-substituted, trimethyl pyridine-2,4,6-tricarboxylate or by modification of methyl ester group in pyridine fragment of macrocycles. Obtained derivatives can be applied for preparing radiotherapeutic agents by conjugation to different vector biomolecules for targeted drug delivery to cancer cells without damaging healthy tissue.

TRACERS FOR PETROLEUM RESERVOIRS

The disclosure features methods of analyzing a fluid extracted from a reservoir, the methods including introducing a first composition featuring a first complexing agent into a reservoir at a first location, extracting a fluid from the reservoir at a second location different from the first location, combining the fluid with a second composition featuring a concentration of a lanthanide ion to form a third composition featuring a concentration of a complex formed by the first complexing agent and the lanthanide ion, exposing a quantity of the complex to electromagnetic radiation for a first time period ending at a time to, detecting fluorescence emission from the quantity of the complex for a second time period starting at a time t1>t0, where t1?t0 is greater than 2 microseconds, and determining information about a fluid flow path between the first location and the second location.

Synthesis of Mono- and Dinuclear Vanadium Complexes and Their Reactivity toward Dehydroperoxidation of Alkyl Hydroperoxides

Several vanadium(V) complexes with either dipic-based or Schiff base ligands were synthesized. The complexes were fully characterized by elemental analysis, IR, 1H, 13C, and 51V NMR spectroscopy, as well as mass spectrometry and X-ray diffraction. Furthermore, they were tested toward their catalytic deperoxidation behavior and a significant difference between 4-heptyl hydroperoxide and cyclohexyl hydroperoxide was observed. In the case of 4-heptyl hydroperoxide, the selectivity toward the corresponding ketone was higher than with cyclohexyl hydroperoxide. DFT calculations performed on the vanadium complex showed that selective decomposition of secondary hydroperoxides with vanadium(V) to yield the corresponding ketone and water is indeed energetically feasible. The computed catalytic path, involving cleavage of the O-O bond, hydrogen transfer, release of ketone/water, and finally addition of hydroperoxide, can proceed without the generation of radical species.

Development of metal-chelating inhibitors for the Class II fructose 1,6-bisphosphate (FBP) aldolase

It has long been suggested that the essential and ubiquitous enzyme fructose 1,6-bisphosphate (FBP) aldolase could be a good drug target against bacteria and fungi, since lower organisms possess a metal-dependant (Class II) FBP aldolase, as opposed to higher organisms which possess a Schiff-base forming (Class I) FBP aldolase. We have tested the capacity of derivatives of the metal-chelating compound dipicolinic acid (DPA), as well a thiol-containing compound, to inhibit purified recombinant Class II FBP aldolases from Mycobacterium tuberculosis, Pseudomonas aeruginosa, Bacillus cereus, Bacillus anthracis, and from the Rice Blast causative agent Magnaporthe grisea. The aldolase from M. tuberculosis was the most sensitive to the metal-chelating inhibitors, with an IC50 of 5.2 μM with 2,3- dimercaptopropanesulfonate (DMPS) and 28 μM with DPA. DMPS and the synthesized inhibitor 6-(phosphonomethyl)picolinic acid inhibited the enzyme in a time-dependent, competitive fashion, with second order rate constants of 273 and 270 M- 1 s- 1 respectively for the binding of these compounds to the M. tuberculosis aldolase's active site in the presence of the substrate FBP (KM 27.9 μM). The most potent first generation inhibitors were modeled into the active site of the M. tuberculosis aldolase structure, with results indicating that the metal chelators tested cannot bind the catalytic zinc in a bidentate fashion while it remains in its catalytic location, and that most enzyme-ligand interactions involve the phosphate binding pocket residues.

Synthesis of new enantiopure dimethyl-substituted pyridino-18-crown-6 ethers containing a hydroxymethyl, a formyl, ora carboxyl group at position 4 of the pyridine ring for enantiomeric recognition studies

An enantiomerically pure dimethyl-substituted pyridino-18-crown-6 ether containing a hydroxymethyl group at position 4 of the pyridine ring [(S,S )-1] has been prepared. This by Swern oxidation gave the formyl-substituted [( S,S)-2], then by further oxidation carboxy-substituted [(S,S)-3 ] pyridino-18-crown-6 ether derivatives. These enantiopure dimethyl-substituted pyridino-18-crown-6 ethers [( S,S )-1-(S,S )-3 ] are good candidates for enantiomeric recognition studies and also very useful precursors for enantioselective sensor and selector molecules with wide applications. ARKAT-USA, Inc.

Synthesis of novel donor -π- acceptor chromophores with dipicolinate as acceptor

Three novel donor - acceptor (D - A) chromophores, with dipicolinate as acceptor, have been synthesized. All the compounds were characterized by 1H NMR, infrared (IR) spectroscopy, mass spectrometry (MS), and elemental analysis.