29745-44-6

Usage

Uses

Used in Pharmaceutical Industry:
2-PYRIDINECARBOXYLICACID CHLORIDE is used as a key intermediate in the synthesis of pharmaceutical drugs. Its role in drug development is significant, as it can be incorporated into the molecular structure of various medications, contributing to their therapeutic effects.
Used in Pigment Manufacturing:
In the chemical industry, 2-PYRIDINECARBOXYLICACID CHLORIDE is utilized as an intermediate for the production of pigments. Its chemical properties make it suitable for creating colorants that can be used in a wide range of applications, from paints and coatings to plastics and textiles.
Used in Organic Synthesis:
2-PYRIDINECARBOXYLICACID CHLORIDE is employed as a versatile building block in organic synthesis. Its reactivity allows chemists to create a variety of complex molecules, which can be used in research, development, and commercial applications across different industries.

InChI:InChI=1/C6H4ClNO/c7-6(9)5-3-1-2-4-8-5/h1-4H

Upstream product

• 98-98-6 2-Picolinic acid 
• 25108-36-5 potassium picolinate 
• 79-37-8 oxalyl dichloride 
• 19172-47-5 Lawessons reagent 
• 873-74-5 4-Aminobenzonitrile 
• 636-80-6 2-picolinic acid hydrochloride 
• 101-83-7 N-cyclohexyl-cyclohexanamine 

Downstream Products

• 85344-72-5 N-(2-methoxyphenyl)pyridine-2-carboxamide 
• 14990-93-3 N-(4-methoxyphenyl)-2-pyridinecarboxamide 
• 6318-51-0 2-(4-chlorobenzoyl)pyridine 
• 69873-67-2 methyl 2-[(pyridinecarbonyl)amino]benzoate 
• 39640-15-8 N-benzyl-N'-(2-pyridylcarbonyl)piperazine 
• 18904-38-6 N-benzyl-2-pyridinecarboxamide 
• 124522-52-7 pyridine-2-carboxylic acid(2-benzoyl-phenyl)-amide 
• 403842-53-5 1,7-bis(2-N-(2-pyridyl)-benzamide)-1,4,7-trioxaheptane 
• 91-02-1 phenyl(pyridin-2-yl)methanone 
• 4013-71-2 pyridine-2-carbonyl azide 
• 88530-99-8 pyridine-2-carboxylic acid (2-hydroxy-phenyl)-amide 
• 473798-02-6 1,7-bis[N-(2-pyridinoyl aniline)]-4-p-toluene sulfonyl-1,7-dioxa-4-azaheptane 
• 91396-93-9 N′-phenylpicolinohydrazide 

Relevant academic research and scientific papers

Highly Cytotoxic Palladium(II) Pincer Complexes Based on Picolinylamides Functionalized with Amino Acids Bearing Ancillary S-Donor Groups

The reactions of picolinyl and 4-chloropicolinyl chlorides with methyl esters of S-methyl-l-cysteine, l- and d-methionine, and l-histidine afforded a series of functionalized carboxamides, which readily formed pincer-type complexes upon interaction with PdCl2(NCPh)2 in solution under mild conditions. The direct cyclopalladation of the ligands derived was also accomplished in the solid phase, in particular, mechanochemically, although it was complicated by the partial deactivation of the starting amides. The resulting complexes with 5,5- and 5,6-membered fused metallocycles were fully characterized by IR and NMR spectroscopy, including variable-temperature and 2D-NMR studies. In the case of some cysteine- and methionine-based derivatives, the realization of κ3-N,N,S-coordination was supported by X-ray diffraction. The cytotoxic effects of these complexes were examined on HCT116, MCF7, and PC3 human cancer cell lines as well as HEK293 as a representative of normal cells. The comparative studies allowed us to determine that the presence of the sulfide ancillary donor group is crucial for cytotoxic activity of this type of Pd(II) complexes. The main structure-activity relationships and the most promising palladocycles were outlined. The additional studies by gel electrophoresis revealed that 4-chloropicolinyl derivatives, despite the nature of an amino acid, can bind with DNA and inhibit topoisomerase I activity.

N-(4-[18F]-fluoropyridin-2-yl)-N-{2-[4-(2-methoxyphenyl) piperazin-1-yl]ethyl}carboxamides as analogs of WAY100635. New PET tracers of serotonin 5-HT1A receptors

N-(4-[18F]-Fluoropyridin-2-yl)-N-{2-[4-(2-methoxyphenyl) piperazin-1-yl]ethyl}-carboxamides were prepared by labeling their 4-nitropyridin-2-yl precursors through nitro substitution by the 18F anion. In vitro and in vivo tests showed

A new colorimetric and fluorescent bifunctional probe for Cu2+ and F- ions based on perylene bisimide derivatives

A perylene bisimide derivative (PBI) based colorimetric and fluorescent bifunctional probe PAM-PBI was designed and synthesized. It was highly selective and sensitive for distinguishing both Cu2+ and F- from other ions through a conspicuous change of UV-vis and fluorescence spectra. The recognition of Cu2+ by PAM-PBI showed an obvious color change from rose red to purple in aqueous solution, while the sensing of F- gave a marked color change from rose red to light green in THF.

Surface modification of silica nanoparticles: A new strategy for the realization of self-organized fluorescence chemosensorst

The self-organization of the proper subunits of a fluorescence chemosensor on the surface of silica nanoparticles allows the easy design and realization of new effective sensing systems. Commercially available silica particles (20 nm diameter) were functionalized with triethoxysilane derivatives of selective Cu(II) ligands and fluorescent dyes. Grafting of the sensor components to the particle surface ensures the spatial proximity between the sensor components and, as a consequence, binding of Cu(II) ions by the ligand subunits leads to quenching of the fluorescent units emission. In 9:1 DMSO-water solution, the coated silica nanoparticles (CSNs) selectively detect copper ions down to nanomolar concentrations. The operative range of the sensors can be tuned either by switching the ligand units or by modification of the components ratio. Sensors with the desired photophysical properties can be easily prepared by using different fluorescent dyes. Moreover, the organization of the network of sensor components gives rise to cooperative and collective effects: on one hand, the ligand subunits bound to the particle surfaces cooperate to form multivalent binding sites with an increased affinity for the Cu(II) ions; on the other hand, binding of a single metal ion leads to the quenching of several fluorescent groups producing a remarkable signal amplification. The Royal Society of Chemistry 2005.

Acid-induced molecular-structural transformation of N-methyl aromatic oligoamides bearing pyridine-2-carboxamide

Amide oligomers composed of pyridine-2-carboxamide as the repeating unit were synthesized in a stepwise manner and their structures were examined by means of 1H NMR, NOE measurements, and DFT calculations. All the synthesized oligomers adopted a folded conformation, but became partially unfolded at the C-terminal upon addition of acid. A characteristic long-range hydrogen bond, which stabilizes local folding, was present in oligomers with a long main chain.

Chiral Helicity Induced by Hydrogen Bonding and Chirality of Podand Histidyl Moieties

figure presented The single-crystal X-ray structure determination of N,N′-bis{(S)-(+)-1-methoxycarbonyl-2-(4-imidazolyl)ethyl}-2,6- pyridinedicarboxamide (L-BHisPA) and the D-isomer (D-BHisPA) derived from the corresponding chiral histidine revealed a left- and right-handed helical conformation, respectively, through intramolecular hydrogen bonding and chirality of the podand histidyl moieties. Furthermore, each helical molecule is connected by continuous intermolecular hydrogen bonds to afford a left- or right-handed helical assembly, respectively, in the crystal packing.

Planar-chiral metal complexes comprised of square-planar metal and achiral tetradentate ligands: Design, optical resolution, and thermodynamics

Planar-chiral palladium complexes {[[N,N′-[1,4-butanediylbis(oxy-7,1- naphthalenediyl)]bis(2-pyridinecarboxamidato)](2-)-κN1, κN1′,κN2,κN2′] palladium (PdL4) and [[2,2′-[1,4-butanediylbis[[(oxy-7,1- naphthalenediyl)imino]methyl]]dipyrrolato](2-)-κN1, κN1′,κN2,κN2′] palladium (PdL5)} were synthesized from achiral tetradentate ligands N,N′-[1,4-butanediylbis(oxy-7,1-naphthalenediyl)]bis(2- pyridinecarboxamide) (H2L4) and N,N′-bis[(1H-pyrrol- 2-yl)methylidene]-7,7′-(1,4-butanediyldioxy)bis(1-naphthalenamine) (H 2L5) bearing two dissymmetric bidentate units at both ends and a PdII ion, respectively. The palladium complexes were crystallized in the monoclinic space group P21/n with the unit cell parameters a = 16.5464(6) A, b = 11.3534(4) A, c = 17.6697(7) A, α = 115.5300(10)°, and Z = 4 for PdL4 and a = 17.2271(8) A, b = 10.1016(5) A, c = 17.9361(9) A, α = 105.6310(10)°, and Z = 4 for PdL5. The planar-chiral structures of PdL4 and PdL5 were confirmed by single-crystal X-ray analyses, resulting in the fact that the crystals were racemic mixtures. The racemic mixtures were successfully resolved by using chiral high-performance liquid-chromatography techniques. Racemizations of the complexes were found to be drastically dependent on the arrangement of the charged or uncharged metal-binding N atoms of the ligands.

A pyrene-based highly selective turn-on fluorescent sensor for copper(II) ion and its application in live cell imaging

A new pyrene derivative (chemosensor 1) containing a picolinohydrazide moiety exhibits high selectivity for Cu2+ ion detection in mixed aqueous media (CH3OH:H2O= 7:3). Significant fluorescence enhancement was observed with chemosensor 1 in the presence of Cu2+. However, the metal ions Ag+, Ca2+, Cd2+, Co2+, Cu 2+, Fe2+, Fe3+, Hg2+, K+, Mg 2+, Mn2+, Ni2+, Pb2+, and Zn 2+ produced only minor changes in fluorescence for the system. The apparent association constant (Ka) of Cu2+ binding in chemosensor 1 was found to be 2.75103 M-1. The maximum fluorescence enhancement caused by Cu2+ binding in chemosensor 1 was observed over the pH range 5-8. Moreover, by means of fluorescence microscopy experiments, it is demonstrated that 1 can be used as a fluorescent probe for detecting Cu2+ in living cells.

A fluorescence nanosensor for Cu2+ on silica particles

A fluorescence nanosensor for Cu2+ ions has been obtained by surface functionalization of silica particles with trialk-oxysilane derivatized ligand and fluorescent dye.

ECTONUCLEOTIDE PYROPHOSPHATASE/PHOSPHODIESTERASE 1 (ENPP1) MODULATORS AND USES THEREOF

Provided herein are small molecule modulators of ectonucleotide pyrophosphatase/phosphodiesterase 1 (ENPP1), compositions comprising the compounds, and methods of using the compounds and compositions comprising the compounds.