Month: October 2022

Hosseini, Raziyeh; Ranjbar-Karimi, Reza; Mohammadiannejad, Kazem published an article in 2022. The article was titled 《3,3′-((Arylmethylene)bis(4-methoxy-3,1-phenylene)) dipyridine derivatives as convenient ligands for Suzuki-Miyaura chemo- and homoselective cross-coupling reactions》, and you may find the article in Journal of the Iranian Chemical Society.Product Details of 1692-25-7 The information in the text is summarized as follows:

Four novel N,N-bidentate triarylmethane-based ligands I [Ar = Ph, 4-methylphenyl, 3-nitrophenyl] bearing β-pyridyl residues have been prepared and the catalytic activity of their in-situ generated palladium complexes were studied in the Suzuki-Miyaura cross-coupling reactions. Air and moisture stable 3,3′-((arylmethylene)bis(4-methoxy3,1-phenylene))dipyridines I showed excellent activity in the Suzuki coupling reactions of aryl halides with aryl boronic acids under thermal and sonochem. reaction conditions. The described methodol. provided good to high yields in short reaction times at ambient conditions. Moreover, it offered a straightforward way for Suzuki-Miyaura chemo- and homoselective cross-coupling of aryl halides with Ph boronic acid. The structures of synthesized compounds were fully characterized by FT-IR, 1H-NMR, 13C-NMR, and elemental analyses. The coordination of palladium acetate to nitrogen sites of I [Ar = Ph] was also studied using FTIR spectroscopy, EDX anal. and SEM observations. The in-situ generated Pd-complexes of N,N-bidentate ligands I were described as robust and highly effective catalytic systems for the Suzuki cross-coupling of aryl halides with aryl boronic acids under thermal and sonochem. reaction conditions. In addition to this study using Pyridin-3-ylboronic acid, there are many other studies that have used Pyridin-3-ylboronic acid(cas: 1692-25-7Product Details of 1692-25-7) was used in this study.

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Product Details of 1692-25-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Franco, Leandro Rezende; Toledo, Kalil Cristhian Figueiredo; Matias, Tiago Araujo; Benavides, Paola Andrea; Cezar, Henrique Musseli; Araujo, C. Moyses; Coutinho, Kaline; Araki, Koiti published an article in Physical Chemistry Chemical Physics. The title of the article was 《Unraveling the acid-base characterization and solvent effects on the structural and electronic properties of a bis-bidentate bridging ligand》.Formula: C6H5NO2 The author mentioned the following in the article:

Understanding the interactions and the solvent effects on the distribution of several species in equilibrium and how it can influence the 1H-NMR properties, spectroscopy (UV-vis absorption), and the acid-base equilibrium can be especially challenging. This is the case of a bis-bidentate bridging ligand bis(2-pyridyl)-benzo-bis(imidazole), where the two pyridyl and four imidazolyl nitrogen atoms can be protonated in different ways, depending on the solvent, generating many isomeric/tautomeric species. Herein, we report a combined theor.-exptl. approach based on a sequential quantum mechanics/mol. mechanics procedure that was successfully applied to describe in detail the acid-base characterization and its effects on the electronic properties of such a mol. in solution The calculated free-energies allowed the identification of the main species present in solution as a function of the solvent polarity, and its effects on the magnetic shielding of protons (1H-NMR chem. shifts), the UV-vis absorption spectra, and the acid-base equilibrium constants (pKas) in aqueous solution Three acid-base equilibrium constants were exptl./theor. determined (pKa1 = 1.3/1.2, pKaa2 = 2.1/2.2 and pKaa5 = 10.1/11.3) involving mono-deprotonated and mono-protonated cis and trans species. Interestingly, other processes with pKaa3 = 3.7 and pKaa4 = 6.0 were also exptl. determined and assigned to the protonation and deprotonation of dimeric species. The dimerization of the most stable neutral species was investigated by Monte Carlo simulations and its electronic effects were considered for the elucidation of the UV-vis absorption bands, revealing transitions mainly with the charge-transfer characteristic and involving both the monomeric species and the dimeric species. The good matching of the theor. and exptl. results provides an atomistic insight into the solvent effects on the electronic properties of this bis-bidentate bridging ligand. In the experimental materials used by the author, we found Picolinic acid(cas: 98-98-6Formula: C6H5NO2)

Picolinic acid(cas: 98-98-6) is used in the preparation of 2-Aminodihydro[1,3]thiazines as BACE 2 inhibitors and their preparation and use in the treatment of diabetes.Formula: C6H5NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Magri, Giuseppina; Folli, Andrea; Murphy, Damien M. published an article in European Journal of Inorganic Chemistry. The title of the article was 《Monitoring the Substrate-Induced Spin-State Distribution in a Cobalt(II)-Salen Complex by EPR and DFT》.Application of 1122-54-9 The author mentioned the following in the article:

Ground state changes of (R,R’)-N,N’-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino Co(II),following coordination of various pyridyl substrate has been examined by CW EPR, pulsed relaxation measurements and DFT. The solution-based Co(II) complex possesses a low spin (LS) state yz,2A2〉 (with g-values of 1.96, 1.895, 3.14). Upon coordination of the pyridyl substrate, the resulting bound adduct reveals a distribution of LS ‘base-on’ species, possessing a z2, 2A1〉 electronic ground state (with g-values of 2.008, 2.2145, 2.46) and a high spin (HS) species (with geff = 4.6). DFT indicated that the energy gap between the LS and HS state is dramatically lowered (ΔE < 25 kJmol-1) following substrate coordination. DFT suggests the main geometrical difference between the LS and HS systems is the severe puckering of the N2O2 ligand backbone. The results revealed a tentative dependency on the pKa-H of the substrates for the spin distribution where, in most cases, the higher pKa-H substrate values favored the HS species.4-Acetylpyridine(cas: 1122-54-9Application of 1122-54-9) was used in this study.

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Application of 1122-54-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Category: pyridine-derivativesIn 2022 ,《A quick and low E-factor waste valorization procedure for CuCl-catalyzed oxidative self-coupling of (hetero)arylboronic acid in pomegranate peel ash extract》 appeared in Green Chemistry Letters and Reviews. The author of the article were Lakshmidevi, Jangam; Ramesh Naidu, Bandameeda; Venkateswarlu, Katta; Hanafiah, Marlia M.; Lakkaboyana, Sivarama Krishna. The article conveys some information:

The application of waste biomass-derived materials to synthetic chem. is a remarkable achievement, and the use of aqueous media is further advancement. The switch towards earth’s abundant metals like cobalt/copper/iron/nickel from precious palladium in C-C coupling reactions is also a high throughput in the global sustainability perspective. Herein, we describe a CuCl-catalyzed homocoupling of (hetero)arylboronic acids (HABAs) in water extract of pomegranate ash (WEPA) with low E-factor of 1.25 without including the column chromatog. separation of products, which helped in understanding the effectiveness of this method on comparison to reported protocols lacking amounts of silica gel and eluents, however, it was 171.64 by including column purification The reactions are conducted at room temperature to deliver self-coupling products with 90-99% yields in 10-45 min under precious metal, ligand, non-renewable base, toxic/problematic organic solvent and added oxidant-free conditions. A wide range of substrates were screened with aryl and heteroaryl moieties containing diversified functional groups. The substitution of earth’s rare metals-based catalysts by abundant copper, exploration of waste to state-of-the-art C-C coupling, use of biorenewable base, aqueous media, ambient conditions, operational simplicity, excellent yields of biaryls and quick reactions are the noteworthy advantages of this protocol. In the experiment, the researchers used many compounds, for example, 2-Pyridinylboronic acid(cas: 197958-29-5Category: pyridine-derivatives)

2-Pyridinylboronic acid(cas: 197958-29-5) belongs to pyridine. Pyridine derivatives lend themselves to many roles in the spirited field of supramolecular chemistry – whether as the ligand backbone of metal-organic polymers or presiding over the key electronic stations of nanodevices. In biochemistry, pyridine-containing cofactors are necessary nutrients on which our lives depend. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quality Control of Bis(pyridin-2-ylmethyl)amineIn 2019 ,《Degradation of organic dyes by water soluble iron(III) mononuclear complexes from bis-(2-pyridylmethyl)amine NNN-derivative ligands》 appeared in Inorganic Chemistry Communications. The author of the article were Carvalho, Samira S. F.; Carvalho, Nakedia M. F.. The article conveys some information:

This work describes the degradation of the dyes methyl orange (MO), methylene blue (MB), crystal violet (CV), Congo red (CR) and Rhodamine B (RhB), catalyzed by four water soluble mononuclear iron(III) complexes, in presence of hydrogen peroxide. The NNN ligands are bis-(2-pyridylmethyl)amine (BMPA) and three -derivatives: N-methylpropanoate-N,N-bis-(2-pyridylmethyl)amine (MPBMPA), N-propanoate-N,N-bis-(2-pyridylmethyl)amine (PBMPA), N-propanamide-N,N-bis-(2-pyridylmethyl)amine (PABMPA). More than 85% of degradation was achieved after 180 min for all dyes. The complex [Fe(MPBMPA)Cl3] was the most active. Kinetic experiments indicated a two-step reaction, where the intermediate Fe(III)-OOH is the catalytic species in the first step (k1), followed by the hydroxyl radical degradation in the second step (k2). The degradation percentage was well correlated with k2, being the degradation of the dye by the hydroxyl radical the most important step. In addition to this study using Bis(pyridin-2-ylmethyl)amine, there are many other studies that have used Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Quality Control of Bis(pyridin-2-ylmethyl)amine) was used in this study.

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. The compound is a tridentate ligand in coordination chemistry and commonly used to produce Zn-based chemosensors/probes, such as Zinpry.Quality Control of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Computed Properties of C6H4N2In 2019 ,《An unusual werner type clathrate of Mn(II) benzoate involving energetically significant weak C-H···C contacts: A combined experimental and theoretical study》 appeared in Journal of Molecular Structure. The author of the article were Nashre-ul-Islam, Swah Mohd.; Dutta, Debajit; Guha, Ankur K.; Bhattacharyya, Manjit K.. The article conveys some information:

A new Werner type manganese(II) clatharate [Mn(Bz)2(H2O)4]•(4-CNpy)•2H2O (1), where Bz = benzoate and 4-CNpy = 4-cyanopyridine, was synthesized at room temperature and characterized by x-ray crystal structure anal., FTIR, electronic spectrum and TGA. The crystal structure of cocrystal hydrate of 1 involves a discrete host monomer with enclathrated water and 4-CNpy mols. Crystallog. studies on the compound 1 reveal that enclathration of guest water mols. in the Mn(II) host units results in a supramol. tetramer in the crystal structure of 1 involving weak C-H···C contacts. The geometry of the supramol. host tetramer with the guest 4-CNpy mols. was fully optimized using the crystallog. coordinates and the computational results suggest that the observed C-H···C interactions are energetically quite significant. Both electrostatics as well as dispersion interactions are the most dominant contributors towards the stabilization of the C-H···C interaction.4-Cyanopyridine(cas: 100-48-1Computed Properties of C6H4N2) was used in this study.

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Computed Properties of C6H4N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

SDS of cas: 128071-75-0In 2020 ,《Synthetic Strategy Studies for a Concise Access to Functionalized Pyrano[4,3-b]pyridin-7-ones: An Entry to Semi-Rigid Analogs of Antihistamines》 appeared in European Journal of Organic Chemistry. The author of the article were Beghennou, Anissa; Passador, Kevin; Passador, Anthony; Corce, Vincent; Thorimbert, Serge; Botuha, Candice. The article conveys some information:

We report short and efficient syntheses of polyfunctionalized 5,8-dihydro-7H-pyrano[4,3-b]pyridin-7-ones and 1,4-dihydro-3H-pyrano[4,3-c]pyridin-3-ones which can be considered as new aza analogs of 3-isochromanones and as promising scaffolds for medicinal chem. Depending on the nature of the substituent, three different and complementary synthetic methodologies were used allowing the introduction of significant diversity in the substituent on the lactone ring of the pyranopyridinones. The selective α-arylation of nitrile (SNAr) and tert-Bu ester enolate (Pd catalyzed) followed by an acidic mediated lactonization gives access to original C8-functionalized pyrano[4,3-b]pyridin-7-ones and a seleno-mediated cyclization to C1-functionalized pyrano[4,3-c]pyridin-3-ones. We have also applied the outlined synthetic methodologies to the preparation of potential semi-rigid analogs of antihistamines. In the experiment, the researchers used many compounds, for example, 2-Bromonicotinaldehyde(cas: 128071-75-0SDS of cas: 128071-75-0)

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.SDS of cas: 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Category: pyridine-derivativesIn 2022 ,《Effects of 3-Pyridinylboronic acid in zebrafish enmbryos exposed to neurotoxin,1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine》 appeared in Drug and Chemical Toxicology (1977). The author of the article were Ustundag, Fumet Duygu; Unal, Ismail; Cansiz, Derya; Ustundag, Unsal Veli; Subasat, Hulya Kara; Alturfan, A. Ata; Tiber, Pinar Mega; Emekli-Alturfan, Ebru. The article conveys some information:

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is a neurotoxin that damages dopaminergic neurons. Zebrafish has been shown to be a suitable model organism to investigate the mol. pathways in the pathogenesis of Parkinson disease and also for potential therapeutic agent research. Boron has been shown to play an important role in the neural activity of the brain. Boronic acids are used in combinatorial approaches in drug design and discovery. The effect of 3-pyridinylboronic acid which is an important sub-class of heterocyclic boronic acids has not been evaluated in case of MPTP exposure in zebrafish embryos. Accordingly, this study was designed to investigate the effects of 3-pyridinylboronic acid on MPTP exposed zebrafish embryos focusing on the mol. pathways related to neurodegeneration and apoptosis by RT-PCR. Zebrafish embryos were exposed to MPTP (800μM); MPTP + Low Dose 3-Pyridinylboronic acid (50μM) (MPTP + LB) and MPTP + High Dose 3-Pyridinylboronic acid (100μM) (MPTP + HB) in well plates for 72 h post fertilization. Results of our study showed that MPTP induced a P53 dependent and Bax mediated apoptosis in zebrafish embryos and 3-pyridinylboronic acid restored the locomotor activity and gene expressions related to mitochondrial dysfunction and oxidative stress due to the deleterious effects of MPTP, in a dose-dependent manner. The experimental process involved the reaction of Pyridin-3-ylboronic acid(cas: 1692-25-7Category: pyridine-derivatives)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Safety of 4-CyanopyridineIn 2020 ,《Niacin as a Potent Organocatalyst towards the Synthesis of Quinazolines Using Nitriles as C-N Source》 appeared in European Journal of Organic Chemistry. The author of the article were Gujjarappa, Raghuram; Vodnala, Nagaraju; Reddy, Velma Ganga; Malakar, Chandi C.. The article conveys some information:

An efficient and cost-effective Vitamin-B3-catalyzed protocol towards the synthesis of diversely substituted quinazolines is illustrated using 2-aminobenzylamines and nitriles as substrates. An organocatalytic transformation has been investigated where nitrile plays a role of C-N bond donor. The developed approach is applicable on a wide range of 2-aminobenzylamines and nitriles for the synthesis of substituted quinazolines in high yields with a broad functional group tolerance.4-Cyanopyridine(cas: 100-48-1Safety of 4-Cyanopyridine) was used in this study.

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Safety of 4-Cyanopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 29682-15-3In 2008 ,《Design, synthesis, and biological evaluation of 8-biarylquinolines: A novel class of PDE4 inhibitors》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Gallant, Michel; Chauret, Nathalie; Claveau, David; Day, Stephen; Deschenes, Denis; Dube, Daniel; Huang, Zheng; Lacombe, Patrick; Laliberte, France; Levesque, Jean-Francois; Liu, Susana; Macdonald, Dwight; Mancini, Joseph; Masson, Paul; Mastracchio, Anthony; Nicholson, Donald; Nicoll-Griffith, Deborah A.; Perrier, Helene; Salem, Myriam; Styhler, Angela; Young, Robert N.; Girard, Yves. The article conveys some information:

The structure-activity relationship of a novel series of 8-biarylquinolines, e.g., I, acting as type 4 phosphodiesterase (PDE4) inhibitors is described herein. Prototypical compounds from this series are potent and non-selective inhibitors of the four distinct PDE4 (IC50 < 10 nM) isoenzymes (A-D). In a human whole blood in vitro assay, they inhibit (IC50 < 0.5 μM) the LPS-induced release of the cytokine TNF-α. Optimized inhibitors were evaluated in vivo for efficacy in an ovalbumin-induced bronchoconstriction model in conscious guinea pigs. Their propensity to produce an emetic response was evaluated by performing pharmacokinetic studies in squirrel monkeys. This work has led to the identification of several compounds with excellent in vitro and in vivo profiles, including a good therapeutic window of efficacy over emesis. In the part of experimental materials, we found many familiar compounds, such as Methyl 5-bromopicolinate(cas: 29682-15-3Application of 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Application of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem