Tag: M.W=100-150

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

Zhao, Jinwu published the artcilePotassium iodide and ammonium nitrate catalyzed aerobic oxidative cyclization of ketones with thioureas in ionic liquid: an access to 2-aminothiazoles, SDS of cas: 14294-10-1, the publication is Tetrahedron (2015), 71(4), 539-543, database is CAplus.

An efficient procedure for the synthesis of 2-aminothiazoles via KI/NH₄NO₃-catalyzed oxidative cyclization of ketones and thioureas using mol. oxygen as a green oxidant is reported. Different ketones and thioureas went through the transformation and gave corresponding 2-aminothiazole heterocycles in satisfactory yields. E.g., in presence of KI/NH₄NO₃, H₂SO₄, and mol. oxygen in [Bmim]OTf/H₂O (4:1), oxidative cyclization of PhCOMe and H₂NCSNH₂ gave 95% 2-aminothiazole derivative (I).

Tetrahedron published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C10H14N2Na4O9, SDS of cas: 14294-10-1.

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

Zhao, Jin-Wu published the artcileGreen synthesis of 1,2,4-thiadizoles from thioamides in water using molecular oxygen as an oxidant, Related Products of amides-buliding-blocks, the publication is Chinese Chemical Letters (2014), 25(11), 1499-1502, database is CAplus.

The authors present here an efficient green process for the synthesis of 1,2,4-thiadiazoles via iodine-catalyzed, oxidative dimerization of thioamides in water using mol. oxygen as a terminal oxidant. Under the optimized reaction conditions, aryl thioamides produced 3,5-diaryl-1,2,4-thiadiazoles in good to excellent yields. Alkyl thioamides and substituted thioureas could also provide corresponding 1,2,4-thiadiazole products.

Chinese Chemical Letters published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C8H17Br, Related Products of amides-buliding-blocks.

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

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

Sigurdardottir, A. G. published the artcileExploring the chemical space of the lysine-binding pocket of the first kringle domain of hepatocyte growth factor/scatter factor (HGF/SF) yields a new class of inhibitors of HGF/SF-MET binding, Safety of Morpholine-4-carbothioamide, the publication is Chemical Science (2015), 6(11), 6147-6157, database is CAplus and MEDLINE.

The growth/motility factor hepatocyte growth factor/scatter factor (HGF/SF) and its receptor, the tyrosine kinase MET, constitute a signalling system essential for embryogenesis and for tissue/organ regeneration in post-natal life. HGF/SF-MET signalling, however, also plays a key role in the onset of metastasis of a large number of human tumors. Both HGF/SF and MET are high mol. weight proteins that bury an extensive interface upon complex formation and thus constitute a challenging target for the development of low mol. weight inhibitors. Here we have used surface plasmon resonance (SPR), NMR (NMR) and X-ray crystallog. to screen a diverse fragment library of 1338 members as well as a range of piperazine-like compounds Several small mols. were found to bind in the lysine-binding pocket of the kringle 1 domain of HGF/SF and its truncated splice variant NK1. We have defined the binding mode of these compounds, explored their biol. activity and we show that selected fragments inhibit MET downstream signalling. Thus we demonstrate that targeting the lysine-binding pocket of NK1 is an effective strategy to generate MET receptor antagonists and we offer proof of concept that the HGF/SF-MET interface may be successfully targeted with small mols. These studies have broad implications for the development of HGF/SF-MET therapeutics and cancer treatment.

Chemical Science published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Safety of Morpholine-4-carbothioamide.

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

Sun, Yadong published the artcileCopper(II)-mediated homocoupling of thioamides for the synthesis of 1,2,4-thiadiazoles, Application of Morpholine-4-carbothioamide, the publication is European Journal of Organic Chemistry (2014), 2014(20), 4239-4243, database is CAplus.

A copper(II)-mediated highly selective oxidative cyclization reaction of thioamides to provide 3,5-disubstituted 1,2,4-thiadiazoles was developed. The copper species played a key role in this transformation and different functional groups were tolerated under the optimal reaction conditions.

European Journal of Organic Chemistry published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C11H22N2O4, Application of Morpholine-4-carbothioamide.

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

Svoboda, Vaclav published the artcileCo-crystal Phase Diagram Determination by the Solution Addition Method, Product Details of C6H6N2O, the publication is Crystal Growth & Design (2022), 22(5), 3376-3384, database is CAplus.

Multicomponent crystals such as co-crystals, salts, and solid solutions can be used to modify phys. properties of active pharmaceutical ingredients. Phase diagrams of such multicomponent crystals are essential for crystallization process development, especially in the case where multiple solid phases may coexist. However, addnl. components and solid phases make phase diagrams more complex and their determination more time consuming. We propose to accelerate this process by identifying the eutectic points and constructing the rest of the phase diagram using thermodn. models, informed by further measurements, if necessary. In this work, a novel solution addition method is proposed for determining the eutectic points in a co-crystal system. This method implements gradual compositional changes to traverse various regions of the phase diagram. Phase boundaries are determined by monitoring changes in the liquid phase (UV-vis) and solid phase (Raman), and eutectic points are obtained from intersection of phase boundaries. The results from solution addition are compared to those of an equilibration method, which combines gravimetry, XRPD, and NMR to identify the eutectic solution composition starting from a composition in the three-phase region of a co-crystal phase diagram. Both methods were able to locate all eutectic points, allowing construction of the ternary phase diagrams of benzoic acid and isonicotinamide in ethanol.

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 C19H17N3O, Product Details of C6H6N2O.

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

Tauber, Carolin published the artcileChemical Evolution of Antivirals Against Enterovirus D68 through Protein-Templated Knoevenagel Reactions, Related Products of amides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2021), 60(24), 13294-13301, database is CAplus and MEDLINE.

The generation of bioactive mols. from inactive precursors is a crucial step in the chem. evolution of life, however, mechanistic insights into this aspect of abiogenesis are scarce. Here, we investigate the protein-catalyzed formation of antivirals by the 3C-protease of enterovirus D68. The enzyme induces aldol condensations yielding inhibitors with antiviral activity in cells. Kinetic and thermodn. analyses reveal that the bioactivity emerges from a dynamic reaction system including inhibitor formation, alkylation of the protein target by the inhibitors, and competitive addition of non-protein nucleophiles to the inhibitors. The most active antivirals are slowly reversible inhibitors with elongated target residence times. The study reveals first examples for the chem. evolution of bio-actives through protein-catalyzed, non-enzymic C-C couplings. The discovered mechanism works under physiol. conditions and might constitute a native process of drug development.

Angewandte Chemie, International Edition published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C6H9NO3, Related Products of amides-buliding-blocks.

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