Extracurricular laboratory: Synthetic route of 138-60-3

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Reference of 138-60-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.138-60-3, name is 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, molecular formula is C7H5NO5, molecular weight is 183.1183, as common compound, the synthetic route is as follows.

4-hydroxypyridine-2,6-dicarboxylic acid monohydrate(5.0 g, 27.3 mmol) and o-phenylenediamine (6.49 g,58.7 mmol) were suspended in phosphoric acid (85%,55 mL). The mixture was kept at around 200 C for 6 hwith vigorous stirring. After cooling to room temperature,the mixture was poured into ice-water (300 mL), and thewhite color precipitate was filtered off and added to hot 10%aqueous Na2CO3solution (350 mL). The resulting light bluesolid was filtered off and added to hot methanol saturatedwith Na2CO3.The suspending solution was filtered off anddiluted with water (100 mL) and acidified with 15% hydrochloricacid to pH 1. The white precipitate was filtered offand extracted several times with boiling methanol. The collectedextracts were evaporated until precipitation began.The color-less product was filtered and dried under vacuum;yield: 4.0 g (48%); light-yellow color solid.

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Reference:
Article; Tsutsumi, Mayu; Kobayashi, Fumiya; Ohtani, Ryo; Nakamura, Msaaki; Hayami, Shinya; Journal of Inclusion Phenomena and Macrocyclic Chemistry; vol. 94; 3-4; (2019); p. 183 – 188;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid

Synthetic Route of 138-60-3, The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction.I hope my blog about 138-60-3 is helpful to your research.

Synthetic Route of 138-60-3, As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 138-60-3, Name is 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, SMILES is O=C(C1=CC(C=C(C(O)=O)N1)=O)O, belongs to pyridine-derivatives compound. In a article, author is Wu, Zhibing, introduce new discover of the category.

Synthesis, Biological Evaluation, and 3D-QSAR Studies of N-(Substituted pyridine-4-yl)-1-(substituted phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxamide Derivatives as Potential Succinate Dehydrogenase Inhibitors

A series of new fungicides that can inhibit the succinate dehydrogenase (SDH) was classified and named as SDH inhibitors by the Fungicide Resistance Action Committee in 2009. To develop more potential SDH inhibitors, we designed and synthesized a novel series of N-(substituted pyridine-4-yl)-1-(substituted phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxamide derivatives, 4a-4i, namely, 5a-5h, 6a-6h, and 7a-7j. The bioassay results demonstrated that some title compounds exhibited excellent antifungal activity against four tested phytopathogenic fungi (Gibberella zea, Fusarium oxysporum, Cytospora mandshurica, and Phytophthora infestans). The EC50 values were 1.8 mu g/mL for 7a against G. zeae, 1.5 and 3.6 mu g/mL for 7c against F. oxysporum and C mandshurica, respectively, and 6.8 mu g/mL for 7f against P. infestans. The SDH enzymatic activity testing revealed that the IC so values of 4c, 5f, 7f, and penthiopyrad were 12.5, 135.3, 6.9, and 223.9 mu g/mL, respectively. The molecular docking results of this series of title compounds with SDH model demonstrated that the compounds could completely locate inside of the pocket, the body fragment formed H bonds, and the phenyl ring showed a pi-pi interaction with Arg59, suggesting that these novel 5-trifluoromethyl-pyrazole-4-carboxamide derivatives might target SDH. These results could provide a benchmark for understanding the antifungal activity against the phytopathogenic fungus P. infestans and prompt us to discover more potent SDH inhibitors.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

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In an article, author is Khalaf, Bayan, once mentioned the application of 138-60-3, Name is 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, molecular formula is C7H5NO5, molecular weight is 183.1183, MDL number is MFCD00066478, category is pyridine-derivatives. Now introduce a scientific discovery about this category, Recommanded Product: 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid.

Novel, Environment-Friendly Cellulose-Based Derivatives for Tetraconazole Removal from Aqueous Solution

In this study, cellulose-based derivatives with heterocyclic moieties were synthesized by reacting cellulose with furan-2-carbonyl chloride (Cell-F) and pyridine-2,6-dicarbonyl dichloride (Cell-P). The derivatives were evaluated as adsorbents for the pesticide tetraconazole from aqueous solution. The prepared adsorbents were characterized by SEM, TGA, IR, and H-1 NMR instruments. To maximize the adsorption efficiency of tetraconazole, the optimum conditions of contact time, pH, temperature, adsorbent dose, and initial concentration of adsorbate were determined. The highest removal percentage of tetraconazole from water was 98.51% and 95% using Cell-F and Cell-P, respectively. Underivatized nanocellulose was also evaluated as an adsorbent for tetraconazole for comparison purpose, and it showed a removal efficiency of about 91.73%. The best equilibrium adsorption isotherm model of each process was investigated based on the experimental and calculated R-2 values of Freundlich and Langmuir models. The adsorption kinetics were also investigated using pseudo-first-order, pseudo-second-order, and intra-particle-diffusion adsorption kinetic models. The Van’t Hoff plot was also studied for each adsorption to determine the changes in adsorption enthalpy ( increment H), Gibbs free energy ( increment G), and entropy ( increment S). The obtained results showed that adsorption by Cell-F and Cell-P follow the Langmuir adsorption isotherm and the mechanism follows the pseudo-second-order kinetic adsorption model. The obtained negative values of the thermodynamic parameter increment G (-4.693, -4.792, -5.549 kJ) for nanocellulose, Cell-F, and Cell-P, respectively, indicate a spontaneous adsorption process. Cell-F and Cell-P could be promising absorbents on a commercial scale for tetraconazole and other pesticides.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

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Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 138-60-3, Name is 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, molecular formula is C7H5NO5. In an article, author is Demingos, Pedro G.,once mentioned of 138-60-3, Application In Synthesis of 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid.

First-principles study of carbon nanothreads derived from five-membered heterocyclic rings: thiophene, furan and pyrrole

Carbon nanothreads are one-dimensional materials obtained by controlled compression of aromatic molecules. Benzene and other six-membered ring molecules are normally used as precursors, but recent experiments have shown that carbon nanothreads can also be synthesized from five-membered ring heterocyclic compounds such as thiophene and furan, with an improved control of the structure of the final material and potentially easier scalability. In this work we use Density Functional Theory calculations to unveil the structural, electronic and mechanical properties of carbon nanothreads derived not only from thiophene and furan, but also from pyrrole, aiming to encourage experimental efforts towards the synthesis of equivalent 1D materials. Our results show that these new structures are remarkably stable when compared to similar nanothreads derived from benzene and pyridine. The presence of heteroatoms may lead to significant variations on the electronic band gap of these materials compared to conventional nanothreads, without compromising their mechanical properties. These findings suggest that nanothreads derived from five-membered rings are suitable for the same applications proposed for conventional NTs and potential candidates for new ones.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

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The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 138-60-3 is helpful to your research. Computed Properties of C7H5NO5.

Chemistry, like all the natural sciences, begins with the direct observation of nature— in this case, of matter.138-60-3, Name is 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, SMILES is O=C(C1=CC(C=C(C(O)=O)N1)=O)O, belongs to pyridine-derivatives compound. In a document, author is Zhang, Qing-Yan, introduce the new discover, Computed Properties of C7H5NO5.

Synthesis, Antibacterial Activity, and Structure-Activity Relationship of Fusaric Acid Analogs

Forty-one fusaric acid analogs possessing a pyridine carboxylic acid scaffold have been synthesized. The antibacterial activity results demonstrated that compounds 5b, 7b, 8c, and 8d displayed strong antibacterial activities against Staphylococcus aureus ATCC25923 with minimum inhibitory concentrations (MICs) of 4-16 mu g/mL. Molecular docking study indicated that these compounds have strong hydrogen-bonding interactions with TyrRS. Meanwhile, 8c and 8d showed promising antibacterial activities against Pseudomonas aeruginosa ATCC9027. Compound 4 exhibited pronounced antibacterial activities against a clinically isolated multidrug-resistant strain of Escherichia coli (MIC: 64 mu g/mL as compared 64 mu g/mL of levofloxacin and 1024 mu g/mL of ceftriaxone sodium). Moreover, compound 17e displayed strong synergistic antibacterial effect with levofloxacin against the multidrug-resistant strain, decreasing the MIC value of levofloxacin to 1/16 of its original MIC. No obvious cytotoxic activities against LO2 was observed for compounds 4, 5b, 8c, 8d, 17d, and 17e at 50 mu M. The preliminary structure-activity relationship of fusaric acid analogs was also discussed.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

Brief introduction of 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid

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Fluorinated Cycloplatinated(II) Complexes Bearing Bisphosphine Ligands as Potent Anticancer Agents

A family of cationic cycloplatinated(II) complexes [Pt(dfppy)(P<^>P)]Cl incorporating bisphosphine ligands was prepared: (dfppy = 2-(2,4-difluorophenyl)pyridine; P<^>P = bis(diphenylphosphino)methane (1, dppm), 1,2-bis(diphenylphosphino)ethane (2, dppe), 1,2-bis(diphenylphosphino)benzene (3, dppbz)). The complexes were characterized by means of several analytical and spectroscopic methods. These complexes displayed acceptable stability in biological environments, which was confirmed by NMR, HR ESI-MS, and UV-vis techniques. The antiproliferative properties of these complexes were evaluated by the National Cancer Institute (NCI) against 60 different human tumor cell lines such as leukemia, melanoma, lung, colon, brain, ovary, breast, prostate, and kidney. These complexes showed higher cytotoxicity in comparison to cisplatin against a wide variety of cancer cell lines such as K-562 (leukemia), HOP-92 (lung), HCT-116 (colon), OVCAR-8 (ovarian), PC-3 (prostate), MDA-MB-468 (breast), and melanoma cancer cell lines. Complex 3, as the most potent compound in this study, furnished an excellent antiproliferative activity in comparison to cisplatin against Hela, SKOV3, and MCF-7 cancer cell lines. The main mode of the interactions of 1-3 with DNA was also determined using molecular docking studies.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

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In an article, author is Yang, Minjian, once mentioned the application of 138-60-3, Recommanded Product: 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, Name is 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, molecular formula is C7H5NO5, molecular weight is 183.1183, MDL number is MFCD00066478, category is pyridine-derivatives. Now introduce a scientific discovery about this category.

Structure-based analysis and biological characterization of imatinib derivatives reveal insights towards the inhibition of wild-type BCR-ABL and its mutants

To reveal insights into the inhibition of BCR-ABL and its mutants, structure-based computing methods, such as docking, molecular dynamics (MD) simulation, the molecular mechanics generalized born surface area (MMGBSA), and biological characterizations, were employed to analyze two main pharmacophore zones and two related regions of imatinib derivatives. The hydrophobic and halogen interactions formed by the trifluoromethyl, as well as T-shaped p-p interactions formed by the pyrimidine, were confirmed. For the imatinib derivatives, the impacts of the amide moiety (region A) and the pyridine (region B) on the formed interactions were explored. To reveal insights into the inhibition of BCR-ABL mutants, the bioactivities of imatinib, nilotinib and flumatinib against BCR-ABL mutants were evaluated, and a point mutant (Y253F) of BCR-ABL was simulated. The results of our structure-based analysis and biological characterization of imatinib derivatives towards the inhibition of wild-type BCR-ABL and its mutants may provide new ideas for the design of imatinib analogs with potent activity.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

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In an article, author is Lentz, Cedric, once mentioned the application of 138-60-3, SDS of cas: 138-60-3, Name is 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, molecular formula is C7H5NO5, molecular weight is 183.1183, MDL number is MFCD00066478, category is pyridine-derivatives. Now introduce a scientific discovery about this category.

Excited-state behavior and photoinduced electron transfer of pH-sensitive Ir (III) complexes with cyclometallation (C/N-) ratios between 0/6 and 3/3

The first coordination sphere of Ir(III) 2,2′-bipyridine / 2-phenylpyridine complexes can be tuned to achieve either C- or N-chelation in ratios that range between 0/6 and 3/3. Of particular interest is the synthesis of Ir(III) complexes bearing a 2,2′-bipyridine ligand coordinated in a N,C-3 pattern, leaving an exposed pyridine moiety, accessible for acid-base chemistry or coordination to a second transition metal center. The protonated forms of these rolled-over Ir(III) complexes were isolated in a straight-forward procedure using trifluoroacetic acid. The photophysical, photochemical and electrochemical properties of both the protonated and unprotonated Ir(III) complexes were investigated by steady-state and time-resolved spectroscopies, as well as by density functional theory calculations. The nature of the excited states was shown to depend on both the ligand coordination pattern and protonation state of the complex. In addition, the unprotonated and protonated analogues were efficiently quenched by hydroquinone and benzoquinone in acetonitrile with quenching rate constants close to the solvent diffusion limit. The results presented herein have direct implications for proton sensitive photoredox chemistry and the development of photo-acids and photo-bases.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

More research is needed about 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid

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Reference of 138-60-3, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. 138-60-3, Name is 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid, SMILES is O=C(C1=CC(C=C(C(O)=O)N1)=O)O, belongs to pyridine-derivatives compound. In a article, author is Motloch, Petr, introduce new discover of the category.

Stimuli-Responsive Self-Sorting Hybrid Hydrogen-Bonded/Metal-Coordinated Cage

The self-assembly of a unique molecular container is reported: a hybrid hydrogen-bonded/metal-coordinated cage where both hydrogen-bonding and metal-coordination form the crucial part of the topology. The hybrid cage was prepared combining hydrogen-bonded rosette motif and palladium(II)/platinum(II) coordination to a pyridine ligand. It was also shown that the hybrid cage could be prepared by integrative self-sorting from simple components. For the first time the genuine dual character of the hybrid cage was manifested as both self-assembling parts responded selectively to different stimuli (such as phosphine and cyanurate), which resulted in the disassembly of the cage.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

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Cyclometalated Iridium(III) Complexes with a Norbornene-Substituted Picolinate Ligand and Electroluminescent Polymers Based on Them

New cyclometalated iridium(III) complexes, NBEpicIr(Ppy)(2) (I) and NBEpicIr(Dfppy)(2) (II), were synthesized (NBEpicH = 3-(((1S,4S)-bicyclo[2.2.1]hept-5-ene-2-carbonyl)oxy)picolinic acid, PpyH = 2-phenylpyridine, DfppyH = 2-(2,4-difluorophenyl)pyridine). Complex I was characterized by X-ray diffraction analysis (CIF file CCDC no. 1878882). Ring opening metathesis polymerization involving compounds I and II and carbazole norbornene monomers gave new iridium-containing copolymers. The photophysical properties of complexes I and II and copolymers based on them were studied.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem