Month: October 2022

Connon, Stephen J.; Hegarty, Anthony F. published the artcile< Substituted 3,4-pyridynes: clean cycloadditions>, Category: pyridine-derivatives, the main research area is alkoxypyridine regioselective lithiation elimination; pyridyne regioselective preparation Diels Alder furan; epoxydihydroisoquinoline preparation; isoquinoline epoxydihydro preparation.

The stabilization of 3,4-pyridyne by an alkoxy group adjacent to the ring nitrogen is reported. The regioselective lithiation of 2-ethoxy-, 2-methoxy-, 2-isopropoxy- and 6-isopropoxy-, -3-chloropyridines with tert-butyllithium at low temperatures, followed by elimination of lithium chloride affords 2- and 6-alkoxy-3,4-pyridynes. These species are trapped in situ with furan in a Diels-Alder reaction to give epoxydihydroisoquinolines, e.g. I, in 66-89% yield, and do not give products typical of polymerization or nucleophilic addition to the 3,4-pyridyne intermediates. As a comparison treatment of 3-chloropyridine with furan and LDA gives only 19% of adduct I. The novel use of the isopropoxy group in these systems enhanced regioselectivity by sterically inhibiting α-lithiation by tert-butyllithium.

Perkin 1 published new progress about Diels-Alder reaction. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Oftadeh, Mohsen; Barfarakh, Zahra; Ravari, Fatemeh published the artcile< Luminescent excited-state intramolecular proton-transfer dyes based on 4-functionalized 6,6′-dimethyl-3,3′-dihydroxy-2,2′-bipyridine (BP(OH)2-Rs); DFT simulation study>, Application of C10H8N2, the main research area is ESIPT process; Excited state; Functionalized bipyridine dyes; Luminescence; Simulation.

The 4-functionalized 6,6′-dimethyl-3,3′-dihydroxy-2,2′-bipyridine dyes (BP(OH)2-Rs) have exhibited dienol and diketo emissions. The optimum geometrical structures for ground, singlet and triplet excited states are computed by DFT/B3LYP/6-31++G that showed the planarity of BP(OH)2-Rs structure. The emission spectra of the mols. are determined in the gas-phase at singlet and triplet excited states using CIS/6-31++G. The theor. calculations are carried out for BP(OH)2-Rs to understand the impact of different substituents (R = -H (I), -Br (II), -TMS (III), -C2H (IV), -terpyridine (V) and -bodipy (diazaboraindacene) (VI)) on excited-state intramol. proton transfer (ESIPT) in singlet and triplet excited states. Based on the calculations, the concerted diproton transfer proceeds in the triplet excited state, in which nπ* state has a significant participation in ESIPT. The spectral variation at ESIPT emission of BP(OH)2-Rs is influenced by the electron-acceptor ability of the substituents. The compound V revealed a higher spectral intensity compared to the others. From the comparison with the exptl. data, the mol. V is almost planar agreed with the X-ray structure and trend variation of wavelengths. The mol. VI contains bodipy chromophore that excitation energy transfers completely from BP(OH)2 core to a bodipy substituent, leading to emission from the lowest-lying bodipy substituent, and consequently, ESIPT does not occur for this dye.

Journal of Molecular Graphics & Modelling published new progress about 366-18-7. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Application of C10H8N2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fu, Zhengqiang; Wang, Xinghua; Tao, Sheng; Bu, Qingqing; Wei, Donghui; Liu, Ning published the artcile< Manganese Catalyzed Direct Amidation of Esters with Amines>, HPLC of Formula: 93-60-7, the main research area is amide preparation; ester amine amidation manganese catalyst.

The transition metal catalyzed amide bond forming reaction of esters with amines has been developed as an advanced approach for overcoming the shortcomings of traditional methods. The broad scope of substrates in transition metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines, and secondary alkyl amines to form amides. It is noteworthy that this approach provides the first example of the transition metal catalyzed amide bond forming reaction from fatty acid esters and amines. The acid-base mechanism for the manganese(I)-catalyzed direct amidation of esters with amines was elucidated by DFT calculations

Journal of Organic Chemistry published new progress about Amidation. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, HPLC of Formula: 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hara, Naofumi; Uemura, Nao; Nakao, Yoshiaki published the artcile< C2-Selective silylation of pyridines by a rhodium-aluminum complex>, Related Products of 581-47-5, the main research area is dehydrogenative silylation CH activation pyridine rhodium aluminum heterobimetallic catalyst; Lewis acid rhodium aluminum heterobimetallic complex dehydrogenative silylation catalyst; crystal mol structure rhodium aluminum heterobimetallic complex.

We have developed a C2-selective dehydrogenative mono-silylation of a variety of pyridines using a Rh-Al complex [(R2PCH2N-1,2-C6H4NMe-1,2-C6H4NCH2PR2)AlClRhCl(L)]n (R = Ph, iPr; n = 1, L = nbd; n = 2, L void). Both the site- and mono-selectivity are controlled via the pyridine coordination to the Lewis-acidic Al center prior to the activation of the pyridine C(2)-H bond at the proximal Rh center. A reaction mechanism is proposed based on several mechanistic studies, including the isolation of a (2-pyridyl)silylrhodium intermediate.

Chemical Communications (Cambridge, United Kingdom) published new progress about C-H bond activation. 581-47-5 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Related Products of 581-47-5.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Raut, Prakash; Weller, Sasha R.; Obeng, Bright; Soos, Brandy L.; West, Bailey E.; Potts, Christian M.; Sangroula, Suraj; Kinney, Marissa S.; Burnell, John E.; King, Benjamin L.; Gosse, Julie A.; Hess, Samuel T. published the artcile< Cetylpyridinium chloride (CPC) reduces zebrafish mortality from influenza infection: Super-resolution microscopy reveals CPC interference with multiple protein interactions with phosphatidylinositol 4,5-bisphosphate in immune function>, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride, the main research area is cetylpyridinium chloride antiviral agent PIP2 influenza virus infection zebrafish; Cetylpyridinium chloride; Influenza; Phosphatidylinositol 4,5-bisphosphate; Quaternary ammonium compound; Super-resolution microscopy; Zebrafish.

The COVID-19 pandemic raises significance for a potential influenza therapeutic compound, cetylpyridinium chloride (CPC), which has been extensively used in personal care products as a pos.-charged quaternary ammonium antibacterial agent. CPC is currently in clin. trials to assess its effects on severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) morbidity. Two published studies have provided mouse and human data indicating that CPC may alleviate influenza infection, and here we show that CPC (0.1 μM, 1 h) reduces zebrafish mortality and viral load following influenza infection. However, CPC mechanisms of action upon viral-host cell interaction are currently unknown. We have utilized super-resolution fluorescence photoactivation localization microscopy to probe the mode of CPC action. Reduction in d. of influenza viral protein hemagglutinin (HA) clusters is known to reduce influenza infectivity: here, we show that CPC (at non-cytotoxic doses, 5-10 μM) reduces HA d. and number of HA mols. per cluster within the plasma membrane of NIH-3T3 mouse fibroblasts. HA is known to colocalize with the neg.-charged mammalian lipid phosphatidylinositol 4,5-bisphosphate (PIP2); here, we show that nanoscale co-localization of HA with the PIP2-binding Pleckstrin homol. (PH) reporter in the plasma membrane is diminished by CPC. CPC also dramatically displaces the PIP2-binding protein myristoylated alanine-rich C-kinase substrate (MARCKS) from the plasma membrane of rat RBL-2H3 mast cells; this disruption of PIP2 is correlated with inhibition of mast cell degranulation. Together, these findings offer a PIP2-focused mechanism underlying CPC disruption of influenza and suggest potential pharmacol. use of this drug as an influenza therapeutic to reduce global deaths from viral disease.

Toxicology and Applied Pharmacology published new progress about Antiviral agents. 123-03-5 belongs to class pyridine-derivatives, and the molecular formula is C21H38ClN, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Biehl, Zulfe Urbano published the artcile< Review of the scientific and technological literature of fungicides in tannery industry: reducing the use and increasing the efficiency of fungicides in the leather industry>, Product Details of C5H4NNaOS, the main research area is fungicide biocide phylogenetics biodeterioration ergosterol azoles microbial fungi.

One of the main challenges of the tannery industry chain is to reduce the use of biocides and restricted substances and at the same time increase efficiency with the available products. Such conduct must permeate suppliers and the tanneries in order to obtain better results, diminish the biocide resistance dissemination, optimize costs and be ecol. friendly. In this sense, we present herein an updated review and discussion of the scientific and technol. literature on the aspects involving the action of fungicides in tannery industry and how the application of this knowledge can reduce application of biocides and restricted substances in the tanning process. We have organized a review by consulting the databases PUBMED, Web of Science, Science direct, and all literature with excellence scientific support available. The review focused on: (i) Fungal diversity involved in wet-blue biodeterioration; (ii) Mechanisms of action of fungicides; (iii) Fungicide combinations to enhance activity; (iv) Fungal mechanisms of resistance and the known causes of resistance emergence. As a result of this study we are able to track the fungal phylogenetics (and relationship) responsible for leather biodeterioration enabling a guiding strategy for fungal biocide application. Moreover, understanding of the mechanisms of action and interaction between mols. can determines the extent of the biocides inhibitory effect in different fungal species. Fungicide effect could vary, and such information corroborates with the idea that even in the same species the interaction of the different mols. may vary, possibly due to variation in cytochrome protein. For example, the most accepted mechanism of action of azoles is the inhibition of synthesis of or direct interaction with ergosterol (present in all fungi). Considering that the target is always the same, a question arise, how do the distinct azoles present different activities upon fungal strains. As result of this study we show that structural differences will influence the higher or lower interaction of the azole functional group and consequently the activity. The appropriated knowledge of the mechanisms by which microbial cells might develop resistance, highlights the need for an improved understanding of the reasons for their emergence and greater attention to methods that can be used to prevent and control them. In this sense, a successful combination of biocide mols. enhances a synergetic effect, avoiding fungal mechanisms of resistance and reduces dosage of each compound, being effective against a variety of fungi.

Journal of AQEIC published new progress about Alternaria. 3811-73-2 belongs to class pyridine-derivatives, and the molecular formula is C5H4NNaOS, Product Details of C5H4NNaOS.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wandas, M.; Talik, Z. published the artcile< Theoretical and experimental NMR data of 3,5-dinitro-2-(2-phenylhydrazinyl)pyridine and of its 4- and 6-methyl derivatives>, Synthetic Route of 21901-29-1, the main research area is methyldinitrophenylhydrazinylpyridine dinitrophenylhydrazinylpyridine NMR mol structure.

3,5-Dinitro-2-(2-phenylhydrazinyl)pyridine and its Me derivatives: 4-methyl-3,5-dinitro-2-(2-phenylhydrazinyl)pyridine and 6-methyl-3,5-dinitro-2-(2-phenylhydrazinyl)pyridine were synthesized and characterized by 1H NMR and 13C NMR. Calculations were also performed where the above mols. were optimized using the methods of d. functional theory (DFT) with 6-31G(d,p) and 6-311G(d,p) basis sets. For all mols. studied, the lowest energy was obtained using the 6-311G(d,p) basis set. The GIAO/DFT (Gauge Invariant AOs/D. Functional Theory) calculations on the 6-311G and 6-311++G and 6-311G** basis sets were carried out to determine proton and carbon chem. shifts and to find they were close to the exptl. values. It has been also found that intramol. hydrogen bonding exists between hydrogen atom (in 2-NH group) and oxygen atom (pyridine-3-NO2). Moreover, resonances between pyridine ring and electron withdrawing 3-nitro group as well between that ring and the lone electron pair of NH group favor a co-planarity of the structure; this means a chelate ring created by above-mentioned intramol. hydrogen bond is almost co-planar with pyridine ring.

Journal of Molecular Structure published new progress about Atomic charge. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Synthetic Route of 21901-29-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lengacher, Raphael; Wang, Youchao; Braband, Henrik; Blacque, Olivier; Gasser, Gilles; Alberto, Roger published the artcile< Organometallic small molecule kinase inhibitors - direct incorporation of Re and 99mTc into Opaganib>, Quality Control of 3731-53-1, the main research area is prostate cancer opaganib bioorganometallic complex anticancer mol theranostics.

[(η5-Cp)ReI(CO)3] was incorporated into the kinase inhibitor Opaganib. The resulting bioorganometallic complex showed a similar anti-cancer activity to Opaganib against PC-3 cancer cells. The IC50 value for the kinase SK2 is 30x higher than that of Opaganib. The 99mTc homolog was synthesized, completing a matched-pair for mol. theranostics.

Chemical Communications (Cambridge, United Kingdom) published new progress about Antitumor agents. 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Quality Control of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Vasbinder, Melissa M.; Alimzhanov, Marat; Augustin, Martin; Bebernitz, Geraldine; Bell, Kirsten; Chuaqui, Claudio; Deegan, Tracy; Ferguson, Andrew D.; Goodwin, Kelly; Huszar, Dennis; Kawatkar, Aarti; Kawatkar, Sameer; Read, Jon; Shi, Jie; Steinbacher, Stefan; Steuber, Holger; Su, Qibin; Toader, Dorin; Wang, Haixia; Woessner, Richard; Wu, Allan; Ye, Minwei; Zinda, Michael published the artcile< Identification of azabenzimidazoles as potent JAK1 selective inhibitors>, Recommanded Product: 4,5-Dichloropyridin-2-amine, the main research area is azabenzimidazoles screening JAK1 selective inhibitor STAT3; Azabenzimidazoles; JAK selectivity; JAK1; JAK1 inhibitors.

We have identified a class of azabenzimidazoles as potent and selective JAK1 inhibitors. Investigations into the SAR are presented along with the structural features required to achieve selectivity for JAK1 vs. other JAK family members. An example from the series demonstrated highly selective inhibition of JAK1 vs. JAK2 and JAK3, along with inhibition of pSTAT3 in vivo, enabling it to serve as a JAK1 selective tool compound to further probe the biol. of JAK1 selective inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about Drug screening. 188577-68-6 belongs to class pyridine-derivatives, and the molecular formula is C5H4Cl2N2, Recommanded Product: 4,5-Dichloropyridin-2-amine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Haratipour, Pouya; Minard, Corinne; Nakhjiri, Maryam; Negahbani, Amirsoheil; Kashemirov, Boris A.; McKenna, Charles E. published the artcile< New chirally modified bisphosphonates for synthesis of individual beta,gamma-CHX-deoxynucleotide diastereomers>, Quality Control of 2127-03-9, the main research area is Mitsunobu condensation phosphonate methylmandelate ester cytosine ethylbenzylamide preparation; nucleotide ethylbenzylamine phenylglycine hydrogenolysis phosphonate protecting group nitrobenzyl; synthon deoxynucleotide polymerase kinase enzyme active site; chiral bisphosphonates; dNTP probes; polymerase mechanism.

Individual diastereomers of CXY bisphosphonate analogs of dNTPs or NTPs are useful chem. stereoprobes to investigate interactions within the chiral active site environment of enzymes such as polymerases and kinases. We previously reported synthetic access to β,γ-CHX-dGTPs (X = F or Cl) via a bisphosphonate synthon with an (R)-Me mandelate auxiliary and have extended this approach to dTTP and dATP analogs. As removal of the chiral auxiliary by (Pd/C) hydrogenolysis is incompatible with the cytosine heterocycle and also with X = Br, we have now designed bisphosphonate synthons using (R)-(+)-α-ethylbenzylamine or Me (R)-(-)-phenylglycine auxiliaries and equipped with an o-nitrobenzyl ester protecting group allowing photochem. deprotection. These new synthons have made possible the first syntheses of individual dCTP and mono-bromo-substituted dNTP β,γ-CHX diastereomers.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Condensation reaction. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Quality Control of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem