Category: 1453-82-3

Baptista, Joao A. published the artcileDihydrofolate Reductase Inhibitors: The Pharmacophore as a Guide for Co-Crystal Screening, HPLC of Formula: 1453-82-3, the publication is Molecules (2021), 26(21), 6721, database is CAplus and MEDLINE.

In this work, co-crystal screening was carried out for two important dihydrofolate reductase (DHFR) inhibitors, trimethoprim (TMP) and pyrimethamine (PMA), and for 2,4-diaminopyrimidine (DAP), which is the pharmacophore of these active pharmaceutical ingredients (API). The isomeric pyridinecarboxamides and two xanthines, theophylline (THEO) and caffeine (CAF), were used as co-formers in the same exptl. conditions, in order to evaluate the potential for the pharmacophore to be used as a guide in the screening process. In silico co-crystal screening was carried out using BIOVIA COSMOquick and exptl. screening was performed by mechanochem. and supported by (solid + liquid) binary phase diagrams, IR spectroscopy (FTIR) and X-ray powder diffraction (XRPD). The in silico prediction of low propensities for DAP, TMP and PMA to co-crystallize with pyridinecarboxamides was confirmed: a successful outcome was only observed for DAP + nicotinamide. Successful synthesis of multicomponent solid forms was achieved for all three target mols. with theophylline, with DAP co-crystals revealing a greater variety of stoichiometries. The crystalline structures of a (1:2) TMP:THEO co-crystal and of a (1:2:1) DAP:THEO:ethyl acetate solvate were solved. This work demonstrated the possible use of the pharmacophore of DHFR inhibitors as a guide for co-crystal screening, recognizing some similar trends in the outcome of association in the solid state and in the mol. aggregation in the co-crystals, characterized by the same supramol. synthons.

Molecules published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, HPLC of Formula: 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Yadav, Suman published the artcileAerobic oxidation of primary amines to amides catalyzed by an annulated mesoionic carbene (MIC) stabilized Ru complex, Synthetic Route of 1453-82-3, the publication is Catalysis Science & Technology (2021), 11(21), 7018-7028, database is CAplus.

Catalytic aerobic oxidation of primary amines to the amides, using the precatalyst [Ru(COD)(L¹)Br₂] bearing an annulated π-conjugated imidazo[1,2-a][1,8]naphthyridine-based mesoionic carbene ligand L¹, was disclosed. This catalytic protocol was distinguished by its high activity and selectivity, wide substrate scope and modest reaction conditions. A variety of primary amines, RCH₂NH₂ (R = aliphatic, aromatic and heteroaromatic), were converted to the corresponding amides using ambient air as an oxidant in the presence of a sub-stoichiometric amount of KO^tBu in ^tBuOH. A set of control experiments, Hammett relationships, kinetic studies and DFT calculations were undertaken to divulge mechanistic details of the amine oxidation using [Ru(COD)(L¹)Br₂]. The catalytic reaction involveed abstraction of two amine protons and two benzylic hydrogen atoms of the metal-bound primary amine by the oxo and hydroxo ligands, resp. A β-hydride transfer step for the benzylic C-H bond cleavage was not supported by Hammett studies. The nitrile generated by the catalytic oxidation undergoes hydration to afford the amide as the final product.

Catalysis Science & Technology published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C11H15NOS, Synthetic Route of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Gamidi, Rama Krishna published the artcileAnalysis and Artificial Neural Network Prediction of Melting Properties and Ideal Mole fraction Solubility of Cocrystals, Computed Properties of 1453-82-3, the publication is Crystal Growth & Design (2020), 20(9), 5745-5759, database is CAplus.

Different artificial neural network (ANN) models have been developed and examined for prediction of cocrystal properties based on pure component phys. properties only. From the mol. weight, melting temperature, melting enthalpy, and melting entropy of the pure compounds, the corresponding melting properties of the cocrystals and the cocrystal ideal solubility have been successfully predicted. Notably, no information whatsoever about the cocrystals is needed, besides the identification of the two compounds from which the cocrystal is formed. In total, 30 cocrystal systems of 8 different model components, namely, theophylline, piracetam, gabapentin-lactam, tegafur, nicotinamide, salicylic acid, syringic acid, and 4,4′-bipyridine, with distinct coformers have been chosen as the model systems for the construction of ANN models. In all the cases, 70% of the data points have been used to train the model, and the rest were used to test the capability of the model (as a validation set) as selected through a random selection process. The training process was stopped with overall r² values above 0.986. In particular, the models capture how the coformer structure influences the targeted phys. properties of cocrystals. Different artificial neural network models have been developed and examined for prediction of cocrystal properties based on pure component phys. properties only. From the mol. weight, melting temperature, melting enthalpy, and melting entropy of the pure compounds, the corresponding melting properties of the cocrystals and the cocrystal ideal solubility have been successfully predicted. The training process was stopped for all the five models with overall r² values above 0.986. In particular, the models capture how the coformer structure influences the targeted phys. properties of cocrystals.

Crystal Growth & Design published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Computed Properties of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Jiang, Qihui published the artcileActivation of hydrogen peroxide by graphite supported H₂SO₄-CeO₂ for isoniazid degradation under neutral pH, SDS of cas: 1453-82-3, the publication is Water Science & Technology (2022), 85(7), 2051, database is CAplus.

Graphite felt (GF) supported cerium oxide (CeO₂) composite with sulfation pretreatment (H₂SO₄-CeO₂/GF) was prepared by the impregnation method and employed as the catalyst to activate H₂O₂ for degradation of isoniazid (INH). The obtained samples were characterized by X-ray diffraction (XRD), Fourier transform IR spectroscopy (FTIR), SEM (SEM) and X-ray photoelectron spectrum (XPS). The results showed that H₂SO₄-CeO₂/GF had good properties in activating H₂O₂ for the degradation of INH. The INH removal was about 89.4% in 120 min under the following conditions: H₂O₂ 2.94 mM, H₂SO₄-CeO₂/GF 2.6 g/L, INH 10 mg/L, initial pH at 6.8 and temperature at 25°C. The effects of some reaction parameters, including initial H₂O₂ concentration, initial INH concentration, initial pH value, the catalyst dosage and reaction temperature, on INH degradation were investigated. On the basis of mechanism study and intermediate anal., the possible degradation pathway of INH was proposed. Besides, effective degradation of methyl orange (MO) and norfloxacin (NOF) also confirmed the high activity of H₂SO₄-CeO₂/GF in activation of H₂O₂. The H₂SO₄-CeO₂/GF was relatively stable, showing good application prospects.

Water Science & Technology published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, SDS of cas: 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Khalaji, Mehrnaz published the artcileVirtual Cocrystal Screening Methods as Tools to Understand the Formation of Pharmaceutical Cocrystals-A Case Study of Linezolid, a Wide-Range Antibacterial Drug, Safety of Isonicotinamide, the publication is Crystal Growth & Design (2021), 21(4), 2301-2314, database is CAplus.

Exptl. mechanochem. screening of cocrystals with linezolid (LIN) resulted in the formation of six new crystal phases, including three neat cocrystals and three cocrystal hydrates, in addition to seven previously described cocrystals. In an attempt to understand the factors governing the formation of these phases, different exptl. conditions of the mechanochem. reactions (polymorphic forms of LIN and presence of different solvents to create liquid-assisted grinding conditions) were tested and the results were compared with the predictions from three commonly used virtual cocrystal screening tools: mol. complementarity, hydrogen bond propensity, and mol. electrostatic potential maps. It is shown that these three methods can be used to help understand a mol.’s preferences to form cocrystals with particular coformers. The influence of mol. conformation on the outcome of the predictions is also evaluated. A comparison between the prediction methods indicates that while considering a set of similar coformers, the approach based on mol. electrostatic potential maps seems to be more consistent with the exptl. results than mol. complementarity and hydrogen bond propensity tools. Instead, these two latter approaches are recommended at the early stages of coformer selection. In addition, intermol. energy contribution (lattice energy) to the total energy of crystal forms of coformers was found to be indicative of the feasibility of cocrystal formation in the case of coformers capable of forming similar supramol. synthons.

Crystal Growth & Design published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Safety of Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Delledonne, Andrea published the artcileBis-isonicotinoyl linkers containing polyaromatic scaffolds: synthesis, structure and spectroscopic properties, Safety of Isonicotinamide, the publication is Physical Chemistry Chemical Physics (2022), 24(2), 1191-1201, database is CAplus and MEDLINE.

New synthesis of extended linkers containing different polyaromatic chromophores functionalized with isonicotinoyl moieties I (R = 3,7-naphthalene-diyl, biphenyl-4,4′-diyl, fluorene-2,7-diyl, etc.) have been synthesized by Pd-catalyzed cross-coupling reactions involving isonicotinamide and the appropriate aromatic dibromides such as 2,6-dibromonaphthalene, 2,7-dibromofluorene, 9,10-dibromoanthracene, etc. The optimized protocol led to the isolation of the target mols. in good yield and with high purity. Electronic absorption and emission spectra were collected both in solution (DMF) and in the solid state. TDDFT calculations were carried out to investigate the effect of the isonicotinoyl moieties on the spectral features of the central chromophores.

Physical Chemistry Chemical Physics published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Safety of Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Kim, Paul published the artcileA study to discover novel pharmaceutical cocrystals of pelubiprofen with a machine learning approach compared, Name: Isonicotinamide, the publication is CrystEngComm (2022), 24(21), 3938-3952, database is CAplus.

Pelubiprofen (PF), a biopharmaceutical classification system (BCS) class II non-steroidal anti-inflammatory drug, has been on the market only in its crystalline form. To discover the first cocrystal form(s) of the drug, artificial neural network (ANN) modeling and the pKa rule were adopted to predict the most probable coformers that could form cocrystals with PF. Among candidate mols. examined theor. and exptl., isonicotinamide (INA) and nicotinamide (NCA) formed PF-based cocrystals through evaporative crystallization The structures of the PF-INA and PF-NCA cocrystals were verified through multiple characterization techniques, including single-crystal X-ray diffraction. These two cocrystals demonstrated remarkably better water solubility and dissolution behaviors than did pure PF in both acidic and neutral solutions Even with deficiency in the prediction capability, the combination of machine learning-based and knowledge-based coformer screening and the subsequent synthetic experiments would be a potential approach for discovering novel pharmaceutical cocrystals in the future.

CrystEngComm published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Name: Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Fier, Patrick S. published the artcileA Multifunctional Reagent Designed for the Site-Selective Amination of Pyridines, Computed Properties of 1453-82-3, the publication is Journal of the American Chemical Society (2020), 142(19), 8614-8618, database is CAplus and MEDLINE.

The development of a multifunctional reagent for the direct conversion of pyridines to Boc-protected 2-aminopyridines such as I [R = H, 3-Br, 4-Ph, etc.] with exquisite site selectivity and chemoselectivity was reported. The novel reagent was prepared on 200g scale in a single step, reacted in title reaction under mild conditions without precautions toward air or moisture, and is tolerant of nearly all common functionality. Exptl. and in situ spectroscopic monitoring techniques provided detailed insights and unexpected findings for the unique reaction mechanism.

Journal of the American Chemical Society published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Computed Properties of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Jagia, Moksh published the artcileNovel Co-crystals and Eutectics of Febuxostat: Characterization, Mechanism of Formation, and Improved Dissolution, Application In Synthesis of 1453-82-3, the publication is AAPS PharmSciTech (2022), 23(1), 43, database is CAplus and MEDLINE.

Co-crystallization studies were undertaken to improve the solubility of a highly water-insoluble drug febuxostat (FXT), used in the treatment of gout and hyperuricemia. The selection of co-crystal former (CCF) mols. such as 1-hydroxy 2-naphthoic acid (1H-2NPH), 4-hydroxy benzoic acid (4-HBA), salicylic acid (SAC), 5-nitro isophthalic acid (5-NPH), isonicotinamide (ISNCT), and picolinamide (PICO) was based on the presence of complementary functional groups capable of forming hydrogen bond and the ΔpKa difference between FXT and CCF. A liquid-assisted grinding (LAG) method was successfully employed for the rapid screening of various pharmaceutical adducts. These adducts were characterized based on their unique thermal (differential scanning calorimetry) and spectroscopic (Fourier transform IR and Raman spectroscopy) profiles. Binary phase diagrams (BPD) were plotted to establish a relationship between the thermal events and adduct formed. Powder X-ray diffraction (PXRD) studies were carried out to confirm the formation of eutectic/co-crystal. Thermogravimetric anal. (TGA) was also performed for the novel co-crystals obtained. The propensity for strong homo-synthons over weak hetero-synthons and strong hetero-synthons over weak homo-synthons during supramol. growth resulted in the formation of eutectics and co-crystals resp. FXT:1H-2NPH (1), FXT:4-HBA (1), FXT:SAC (1, 2), and FXT:5-NPH (2-1) gave rise to pure eutectic systems, while FXT:ISNCT (2-1) and FXT:PICO (1) gave rise to novel co-crystals with characteristic DSC heating curves and PXRD pattern. Addnl., the impact of microenvironmental pH and microspeciation profile on the improved dissolution profile of the co-crystals was discussed.

AAPS PharmSciTech published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Application In Synthesis of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Kashani, Saeed K. published the artcileExploring Homogeneous Conditions for Mild Buchwald-Hartwig Amination in Batch and Flow, Quality Control of 1453-82-3, the publication is Organic Process Research & Development (2020), 24(10), 1948-1954, database is CAplus.

The use of high throughput experimentation to identify a number of conditions that enable Buchwald-Hartwig reactions to be carried out using readily available ligands (e.g. XantPhos) with DBU as a soluble, functional group tolerant, homogeneous base was described. Application of this system to diverse aminations in batch and flow were demonstrated, as was the translation of this technique to performing continuous Mizoroki-Heck and Sonogashira coupling reactions.

Organic Process Research & Development published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Quality Control of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics