Category: 1453-82-3

You, Tingjie published the artcileRuthenium(II)-catalyzed reductive N-O bond cleavage of N-OR (R = H, alkyl, or acyl) substituted amides and sulfonamides, Category: amides-buliding-blocks, the publication is Organic Chemistry Frontiers (2021), 8(1), 112-119, database is CAplus.

With a com. available ruthenium(II) catalyst and a mixture of HCOOH/NEt₃ as the hydride source under an air atm., a convenient method for the reductive cleavage of N-O bonds was described. This catalytic system was applicable for a variety of N-oxygen-substituted amides, as well as N-alkoxy sulfonamides, efficiently delivering the corresponding amide RCONHR¹R² [R = Ph, 1-naphthyl, 2-thienyl, etc.; R¹ = H, Me; R² = OH, OMe, OEt, etc.] or primary sulfonamide R³SO₂NH₂ [R³ = Ph, 2-MeC₆H₄, 4-MeC₆H₄, Bn] products with good functional group tolerance in moderate to good yields.

Organic Chemistry Frontiers 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 C12H6NNaO4, Category: amides-buliding-blocks.

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

Fellah, Noalle published the artcileHighly Polymorphous Nicotinamide and Isonicotinamide: Solution versus Melt Crystallization, Name: Isonicotinamide, the publication is Crystal Growth & Design (2021), 21(8), 4713-4724, database is CAplus.

The crystallization of nicotinamide (NA) and its constitutional isomer, isonicotinamide (INA), is compared. NA formed eight polymorphs from the melt and two from solution, whereas INA formed two polymorphs from the melt and six from solution This anal. was provoked by the observation that NA is highly polymorphic from the melt, while the closely related INA is highly polymorphous from solution A combination of hot stage polarized light microscopy, powder X-ray diffraction, and Raman spectroscopy revealed that the polymorph selectivities are not related to supramol. self-association in the growth media. The larger estimated free energy gap separating NA polymorphs, compared with that of the INA polymorphs, is consistent with the smaller number of NA polymorphs generated from solution Phenomenol. analyses of crystallization kinetics suggest that cross nucleation is the most likely reason more polymorphs of NA than INA crystallize from the melt.

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, Name: Isonicotinamide.

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

Dai, Xia-Lin published the artcileSolubility and Permeability Improvement of Allopurinol by Cocrystallization, Category: amides-buliding-blocks, the publication is Crystal Growth & Design (2020), 20(8), 5160-5168, database is CAplus.

Allopurinol is a xanthine oxidase inhibitor with poor solubility and permeability, which severely limit its drug absorption following the administration of some dosage forms, such as tablets and rectal suppositories. To improve the physicochem. properties, three cocrystals of allopurinol with isonicotinamide (ALP-INA), piperazine (ALP-PIP), and 2,4-dihydroxybenzoic acid (ALP-24DHBZA) were successfully prepared by a slurry or liquid-assisted grinding method. The obtained cocrystal materials were characterized by single-crystal X-ray diffraction, powder X-ray diffraction, IR spectroscopy, differential scanning calorimetry, and thermogravimetric analyses and were subjected to dynamic vapor sorption, dissolution, and membrane permeability studies. ALP-INA showed solubility and diffusion/membrane permeability similar to those of the parent drug. In contrast, ALP-PIP exhibited improved diffusion/membrane permeability, and ALP-24DHBZA exhibited improved dissolution behavior, resp. These results suggest that ALP-PIP and ALP-24DHBZA have the potential to be developed as new, more efficient formulations of allopurinol. Three cocrystals of allopurinol (ALP) with isonicotinamide (ALP-INA), piperazine (ALP-PIP), and 2,4-dihydroxybenzoic acid (ALP-24DHBZA) were synthesized, and ALP-PIP and ALP-24DHBZA resp. showed significant improvement in membrane permeability and dissolution behaviors in comparison to the original ALP.

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, Category: amides-buliding-blocks.

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

Zhong, Yuhua published the artcileNovel ¹⁸F-Labeled Isonicotinamide-Based Radioligands for Positron Emission Tomography Imaging of Glycogen Synthase Kinase-3β, Formula: C6H6N2O, the publication is Molecular Pharmaceutics (2021), 18(3), 1277-1284, database is CAplus and MEDLINE.

Glycogen synthase kinase-3β (GSK-3β), a cytoplasmic serine/threonine protein kinase, is involved in several human pathologies including Alzheimer’s disease, bipolar disorder, diabetes, and cancer. Positron emission tomog. (PET) imaging of GSK-3β could aid in investigating GSK-3β levels under normal and pathol. conditions. In this study, we designed and synthesized fluorinated PET radioligands starting with recently identified isonicotinamide derivatives that showed potent affinity to GSK-3β. After extensive in vitro inhibitory activity assays and analyzing U87 cell uptake, we identified [¹⁸F]10a-d as potential tracers with good specificity and high affinity. They were then subjected to further in vivo evaluation in rodent brain comprising PET imaging and metabolism studies. The radioligands [¹⁸F]10b-d penetrated the blood-brain barrier and accumulated in GSK-3β-rich regions, including amygdala, cerebellum, and hippocampus. Also, it could be specifically blocked using the corresponding standard compounds With these results, this work sets the basis for further development of novel ¹⁸F-labeled GSK-3β PET probes.

Molecular Pharmaceutics 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 C7H11Br, Formula: C6H6N2O.

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

Ouyang, Jinbo published the artcileCocrystal design of vanillin with amide drugs: Crystal structure determination, solubility enhancement, DFT calculation, Recommanded Product: Isonicotinamide, the publication is Chemical Engineering Research and Design (2022), 170-180, database is CAplus.

Vanillin (VAN) is widely used in medicine, food and optoelectronics, but its low solubility leads to the decrease of bioavailability and increase of application costs. Three APIs-nicotinamide (NIC), isonicotinamide (INM) and isoniazid (INH) were chosen to form cocrystals with VAN, aiming at improving the solubility of VAN and APIs simultaneously. Two cocrystals (VAN-NIC, VAN-INM) were obtained through cocrystn. while VAN reacted with INH to form one novel compound (VAN-INH). The crystal structures were characterized by single-crystal X-ray diffraction (SCXRD), Powder X-ray diffraction (PXRD), Fourier-Transform IR Spectroscopy (FT-IR) and Differential Scanning Calorimetry (DSC). The melting temperatures of VAN-NIC and VAN-INM cocrystals are between this of VAN and APIs. Compared with pure VAN and APIs, the solubility and dissolution rate of VAN-NIC and VAN-INM are significantly increased. The melting temperature of VAN-INH is greater than that of VAN and INH, and the solubility and dissolution rate is not increased significantly. The intermol. energy between VAN and APIs as well as lattice energies of cocrystals/novel compound were computed to elucidate the formation mechanism and stability. The present investigation opens a new pathway for the development of natural product-drug cocrystals to improve solubility and dissolution rate of natural product.

Chemical Engineering Research and 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, Recommanded Product: Isonicotinamide.

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

Fang, Lan published the artcileIntermolecular interactions and solubility behavior of multicomponent crystal forms of 2,4-D: design, structure analysis, and solid-state characterization, Product Details of C6H6N2O, the publication is CrystEngComm (2021), 23(43), 7615-7627, database is CAplus.

2,4-Dichlorophenoxyacetic acid (2,4-D) is a kind of plant growth regulator which exhibits hormesis effects at low dosages, while high dosages adversely affect the exposed organisms and act as herbicide. 2,4-D has low solubility, therefore, it is a good candidate for crystal engineering research to improve its solubility This paper presents the preparation of five new multicomponent crystals of 2,4-D, including three salts with imidazole (IMZ), 2-aminopyridine (AAP), and 3-aminopyridine (BAP), and two cocrystals with isonicotinamide (ISO) and pyrazinamide (PYM) as coformers (CCFs). The five multicomponent crystals were first characterized by single-crystal X-ray diffraction, powder X-ray diffraction, differential scanning calorimetry, and thermogravimetric anal. Mol. interactions, crystal packing, and structure similarity analyses performed using Hirshfeld surface and CrystalCMP confirmed the charge-assisted H-bonding sites and structural similarity among the solved crystal structures. The stability tests show that all five multi-component crystals exhibit excellent stability within 12 wk under accelerated storage conditions (40°C and 75% RH). Moreover, all the five multicomponent crystals of 2,4-D exhibit increased solubility, especially (2,4-D)⁺(IMZ)^– that increased the solubility of the resulting salt by 70 times compared to the free acid 2,4-D. From the perspective of single-crystal structure and intermol. interaction, the reasons for these changes in phys. and chem. properties are further clarified.

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, Product Details of C6H6N2O.

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

Chen, Jiajia published the artcileTransamidation for the Synthesis of Primary Amides at Room Temperature, HPLC of Formula: 1453-82-3, the publication is Organic Letters (2020), 22(9), 3504-3508, database is CAplus and MEDLINE.

Various primary amides have been synthesized using the transamidation of various tertiary amides under metal-free and mild reaction conditions. When (NH₄)₂CO₃ reacts with a tertiary amide bearing an N-electron-withdrawing substituent, such as sulfonyl and diacyl, in DMSO at 25°C, the desired primary amide product is formed in good yield with good functional group tolerance. In addition, N-tosylated lactam derivatives afforded their corresponding N-tosylamido alkyl amide products via a ring opening reaction.

Organic Letters 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

Wall, Brendan J. published the artcileImportance of Hydrogen Bonding: Structure-Activity Relationships of Ruthenium(III) Complexes with Pyridine-Based Ligands for Alzheimer′s Disease Therapy, Formula: C6H6N2O, the publication is Journal of Medicinal Chemistry (2021), 64(14), 10124-10138, database is CAplus and MEDLINE.

Alzheimer′s disease (AD) is the most common form of dementia, where one of the pathol. hallmarks of AD is extracellular protein deposits, the primary component of which is the peptide amyloid-β (Aβ). Recently, the soluble form of Aβ has been recognized as the primary neurotoxic species, making it an important target for therapeutic development. Metal-based drugs are promising candidates to target Aβ, as the interactions with the peptide can be tuned by ligand design. In the current study, 11 ruthenium complexes containing pyridine-based ligands were prepared, where the functional groups at the para position on the coordinated pyridine ligand were varied to determine structure-activity relationships. Overall, the complexes with terminal primary amines had the greatest impact on modulating the aggregation of Aβ and diminishing its cytotoxicity. These results identify the importance of specific intermol. interactions and are critical in the advancement of metal-based drugs for AD therapy.

Journal of Medicinal Chemistry 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 C13H10F2, Formula: C6H6N2O.

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

Apgar, James M. published the artcileIbrexafungerp: An orally active β-1,3-glucan synthesis inhibitor, Name: Isonicotinamide, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 127661, database is CAplus and MEDLINE.

We previously reported medicinal chem. efforts that identified MK-5204 (I), an orally efficacious β-1,3-glucan synthesis inhibitor derived from the natural product enfumafungin. Further extensive optimization of the C2 triazole substituent identified 4-pyridyl as the preferred replacement for the carboxamide of MK-5204, leading to improvements in antifungal activity in the presence of serum, and increased oral exposure. Reoptimizing the aminoether at C3 in the presence of this newly discovered C2 substituent, confirmed that the (R) t-Bu, Me aminoether of MK-5204 provided the best balance of these two key parameters, culminating in the discovery of ibrexafungerp (II), which is currently in phase III clin. trials. Ibrexafungerp displayed significantly improved oral efficacy in murine infection models, making it a superior candidate for clin. development as an oral treatment for Candida and Aspergillus infections.

Bioorganic & Medicinal Chemistry Letters 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

Zhang, Yue published the artcileAnderson-type polyoxometalate-based complexes constructed from a new ′V′-like bis-pyridine-bis-amide ligand for selective adsorption of organic dyes and detection of Cr(VI) and Fe(III) ions, Related Products of amides-buliding-blocks, the publication is Inorganic Chemistry Frontiers (2021), 8(20), 4458-4466, database is CAplus.

By introducing a new ′V′-like bis-pyridine-bis-amide ligand 4,4′-bis(4-pyridinecarboxamide)phenylmethane (L) into the reaction system based on Anderson-type polyoxometalates [XMo₆(OH)₆O₁₈]^3- (X = Al or Cr), four metal-organic complexes (MOCs) 1-4, [Zn(HL)(H₂O)₂(XMo₆(OH)₆O₁₈)].5H₂O (1: X = Al; 2: X = Cr), [Co(HL)(H₂O)₂(XMo₆(OH)₆O₁₈)]·5H₂O (3: X = Al; 4: X = Cr), have been prepared under solvothermal conditions, which have been characterized by single crystal X-ray diffraction, IR spectra, and PXRD. All structures of 1-4 involved a 2D layer that originated from XMo₆ polyoxoanions and metal ions, on both sides of which the L ligands were hanged. Complexes 1-4 showed not only outstanding selective adsorption capacities for organic dyes crystal violet, methylene blue and neutral red, but also electrochem. sensing behaviors toward Cr(VI) ions and Fe(III) ions with well-pleasing limits of detection of 0.606 nM (6.24 × 10-5 ppm) and 0.0192 μM (1.08 × 10-3 ppm), suggesting their potential application as multifunctional materials.

Inorganic Chemistry Frontiers 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 C8H11BO2, Related Products of amides-buliding-blocks.

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