Tag: 200-300

In 2022,Voelkel, Martin H. H.; Engelage, Elric; Kondratiuk, Mykhailo; Huber, Stefan M. published an article in European Journal of Organic Chemistry. The title of the article was 《Evaluation of 6-Halogenated 2-Pyridone Moieties as Halogen Bond Donors》.Safety of 2,6-Dibromopyridine The author mentioned the following in the article:

6-Halo-2-pyridones and their pyridol tautomers show different grades of polarization on their halogen substituents in DFT calculations This and the fact that the tautomeric equilibrium was affected by the surrounding medium make them interesting candidates for a new platform of halogen bond donors. Therefore four simple halopyridones was probed for their halogen bonding properties both in the solid state and in solution Concurring with hydrogen bonding, halogen bonding indeed was found to be an interaction governing the packing motif in pyridone crystals, which was more pronounced in N-methylated congeners. Solution studies using a halide abstraction reaction and NMR titrations against bromide salts, however, showed no clear evidence for halogen bonding in solution After reading the article, we found that the author used 2,6-Dibromopyridine(cas: 626-05-1Safety of 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Safety of 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Antoni, Patrick W.; Golz, Christopher; Hansmann, Max M. published an article in Angewandte Chemie, International Edition. The title of the article was 《Organic Four-Electron Redox Systems Based on Bipyridine and Phenanthroline Carbene Architectures》.Safety of 2,6-Dibromopyridine The author mentioned the following in the article:

Novel organic redox systems that display multistage redox behavior are highly sought-after for a series of applications such as organic batteries or electrochromic materials. Here we describe a simple strategy to transfer well-known two-electron redox active bipyridine and phenanthroline architectures into novel strongly reducing four-electron redox systems featuring fully reversible redox events with up to five stable oxidation states. We give spectroscopic and structural insight into the changes involved in the redox-events and present characterization data on all isolated oxidation states. The redox-systems feature strong UV/Vis/NIR polyelectrochromic properties such as distinct strong NIR absorptions in the mixed valence states. Two-electron charge-discharge cycling studies indicate high electrochem. stability at strongly neg. potentials, rendering the new redox architectures promising lead structures for multi-electron anolyte materials. The experimental part of the paper was very detailed, including the reaction process of 2,6-Dibromopyridine(cas: 626-05-1Safety of 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Safety of 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Development and validation of a mass spectrometry binding assay for mGlu5 receptor》 was written by Ricart-Ortega, Maria; Berizzi, Alice E.; Catena, Juanlo; Malhaire, Fanny; Munoz, Lourdes; Serra, Carmen; Lebon, Guillaume; Goudet, Cyril; Llebaria, Amadeu. Name: 2,6-Dibromopyridine And the article was included in Analytical and Bioanalytical Chemistry in 2020. The article conveys some information:

Abstract: Mass spectrometry (MS) binding assays are a label-free alternative to radioligand or fluorescence binding assays, so the readout is based on direct mass spectrometric detection of the test ligand. The study presented here describes the development and validation of a highly sensitive, rapid, and robust MS binding assay for the quantification of the binding of the metabotropic glutamate 5 (mGlu5) neg. allosteric modulator (NAM), MPEP (2-methyl-6-phenylethynylpyridine) at the mGlu5 allosteric binding site. The LC-ESI-MS/MS (liquid chromatog.-electrospray ionization-tandem mass spectrometric) anal. method was established and validated with a deuterated analog of MPEP as an internal standard The developed MS binding assay described here allowed for the determination of MS binding affinity estimates that were in agreement with affinity estimates obtained from a tritiated MPEP radioligand saturation binding assay, indicating the suitability of this methodol. for determining affinity estimates for compounds that target mGlu5 allosteric binding sites. In the experimental materials used by the author, we found 2,6-Dibromopyridine(cas: 626-05-1Name: 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Name: 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Enantioselective C-H Lactonization of Unactivated Methylenes Directed by Carboxylic Acids》 was written by Cianfanelli, Marco; Olivo, Giorgio; Milan, Michela; Klein Gebbink, Robertus J. M.; Ribas, Xavi; Bietti, Massimo; Costas, Miquel. HPLC of Formula: 624-28-2 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

The formidable challenges of controlling site-selectivity, enantioselectivity, and product chemoselectivity make asym. C-H oxidation a generally unsolved problem for nonenzymic systems. Discrimination between the two enantiotopic C-H bonds of an unactivated methylenic group is particularly demanding and so far unprecedented, given the similarity between their environments and the facile overoxidn. of the initially formed hydroxylation product. Here we show that a Mn-catalyzed C-H oxidation directed by carboxylic acids can overcome these challenges to yield γ-lactones in high enantiomeric excess (up to 99%) using hydrogen peroxide as oxidant and a Bronsted acid additive under mild conditions and short reaction times. Coordination of the carboxylic acid group to the bulky Mn complex ensures the rigidity needed for high enantioselectivity and dictates the outstanding γ site-selectivity. When the substrate contains nonequivalent γ-methylenes, the site-selectivity for lactonization can be rationally predicted on the basis of simple C-H activation/deactivation effects exerted by proximal substituents. In addition, discrimination of diastereotopic C-H bonds can be modulated by catalyst design, with no erosion of enantiomeric excess. The potential of this reaction is illustrated in the concise synthesis of a tetrahydroxylated bicyclo[3.3.1]nonane enabled by two key, sequential γ-C-H lactonizations, with the latter that fixes the chirality of five stereogenic centers in one step with 96% ee. In the part of experimental materials, we found many familiar compounds, such as 2,5-Dibromopyridine(cas: 624-28-2HPLC of Formula: 624-28-2)

2,5-Dibromopyridine(cas: 624-28-2) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.HPLC of Formula: 624-28-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Safety of 2,5-DibromopyridineIn 2022 ,《Controlling the Complexity and Interconversion Mechanisms in Self-Assembled [Fe2L3]4+ Helicates and [Fe4L6]8+ Cages》 was published in Angewandte Chemie, International Edition. The article was written by Siddique, Rashid G.; Arachchige, Kasun S. A.; Al-Fayaad, Hydar A.; Thoburn, John D.; McMurtrie, John C.; Clegg, Jack K.. The article contains the following contents:

Self-assembled coordination cages and metal-organic frameworks have relied extensively on sym. ligands in their formation. Here the authors prepared a relatively simple system employing an unsym. ligand that results in two distinct self-assembled structures, a [Fe2L3]4+ helicate and a [Fe4L6]8+ cage composed of 10 interconverting diastereomers and their enantiomers. The steric profile of the ligand controls the complexity, thermodn. and kinetics of interconversion of the system. In the experiment, the researchers used 2,5-Dibromopyridine(cas: 624-28-2Safety of 2,5-Dibromopyridine)

2,5-Dibromopyridine(cas: 624-28-2) 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 2,5-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Metal-Ligand Cooperativity via Exchange Coupling Promotes Iron- Catalyzed Electrochemical CO2 Reduction at Low Overpotentials》 was written by Derrick, Jeffrey S.; Loipersberger, Matthias; Chatterjee, Ruchira; Iovan, Diana A.; Smith, Peter T.; Chakarawet, Khetpakorn; Yano, Junko; Long, Jeffrey R.; Head-Gordon, Martin; Chang, Christopher J.. Quality Control of 2,6-Dibromopyridine And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Biol. and heterogeneous catalysts for the electrochem. CO2 reduction reaction (CO2RR) often exhibit a high degree of electronic delocalization that serves to minimize overpotential and maximize selectivity over the hydrogen evolution reaction (HER). Here, we report a mol. iron(II) system that captures this design concept in a homogeneous setting through the use of a redox non-innocent terpyridine-based pentapyridine ligand (tpyPY2Me). As a result of strong metal-ligand exchange coupling between the Fe(II) center and ligand, [Fe(tpyPY2Me)]2+ exhibits redox behavior at potentials 640 mV more pos. than the isostructural [Zn(tpyPY2Me)]2+ analog containing the redox-inactive Zn(II) ion. This shift in redox potential is attributed to the requirement for both an open-shell metal ion and a redox non-innocent ligand. The metal-ligand cooperativity in [Fe(tpyPY2Me)]2+ drives the electrochem. reduction of CO2 to CO at low overpotentials with high selectivity for CO2RR (>90%) and turnover frequencies of 100 000 s-1 with no degradation over 20 h. The decrease in the thermodn. barrier engendered by this coupling also enables homogeneous CO2 reduction catalysis in water without compromising selectivity or rates. Synthesis of the two-electron reduction product, [Fe(tpyPY2Me)]0, and characterization by X-ray crystallog., Mossbauer spectroscopy, X-ray absorption spectroscopy (XAS), variable temperature NMR, and d. functional theory (DFT) calculations, support assignment of an open-shell singlet electronic structure that maintains a formal Fe(II) oxidation state with a doubly reduced ligand system. This work provides a starting point for the design of systems that exploit metal-ligand cooperativity for electrocatalysis where the electrochem. potential of redox non-innocent ligands can be tuned through secondary metal-dependent interactions. In the experiment, the researchers used many compounds, for example, 2,6-Dibromopyridine(cas: 626-05-1Quality Control of 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Quality Control of 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Substituted 4-phenylthiazoles: Development of potent and selective A1, A3 and dual A1/A3 adenosine receptor antagonists》 was published in European Journal of Medicinal Chemistry in 2020. These research results belong to Abdelrahman, Aliaa; Yerande, Swapnil G.; Namasivayam, Vigneshwaran; Klapschinski, Tim A.; Alnouri, Mohamad Wessam; El-Tayeb, Ali; Mueller, Christa E.. Category: pyridine-derivatives The article mentions the following:

Adenosine acts as a powerful signaling mol. via four distinct G protein-coupled receptors, designated A1, A2A, A2B and A3 adenosine receptors (ARs). A2A and A2B ARs are Gs-coupled, while A1 and A3 ARs inhibit cAMP production via Gi proteins. Antagonists for A1 and A3 ARs may be useful for the treatment of (neuro)inflammatory diseases including acute kidney injury and kidney failure, pulmonary diseases, and Alzheimer’s disease. In the present study, we optimized the versatile 2-amino-4-phenylthiazole scaffold by introducing substituents at N2 and C5 to obtain A1 and A3 AR antagonists including dual-target compounds Selective A1 antagonists with (sub)nanomolar potency were produced, e.g. 11 and 13. These compounds showed species differences being significantly more potent at the rat as compared to the human A1 AR, and were characterized as inverse agonists. Several potent and selective A3 AR antagonists, e.g. 7, 8, 17 and 22 (Ki values of 5-9 nM at the human A3 AR) were prepared, which were much less potent at the rat orthologue. Moreover, dual A1/A3 antagonists (10, 18) were developed showing Ki values between 8 and 42 nM. Docking and mol. dynamic simulation studies using the crystal structure of the A1 AR and a homol. model of the A3 AR were performed to rationalize the observed structure-activity relationships. The experimental part of the paper was very detailed, including the reaction process of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Category: pyridine-derivatives)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Tung, Truong Thanh; Jakobsen, Tim Holm; Dao, Trong Tuan; Fuglsang, Anja Thoe; Givskov, Michael; Christensen, Soeren Broegger; Nielsen, John published 《Fusaric acid and analogues as Gram-negative bacterial quorum sensing inhibitors》.European Journal of Medicinal Chemistry published the findings.Product Details of 29682-15-3 The information in the text is summarized as follows:

Taking advantage of microwave-assisted synthesis, efficient and expedite procedures for preparation of a library of fusaric acid and 39 analogs are reported. The fusaric acid analogs were tested in cell-based screening assays for inhibition of the las and rhl quorum sensing system in Pseudomonas aeruginosa and the lux quorum sensing system in Vibrio fischeri. Eight of the 40 compounds in the library including fusaric acid inhibited lux quorum sensing and one compound inhibited activity of the las quorum sensing system. To the authors’ delight, none of the compounds showed growth inhibitory effects in the tested concentration ranges. In the part of experimental materials, we found many familiar compounds, such as Methyl 5-bromopicolinate(cas: 29682-15-3Product Details of 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Product Details of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Reddivari, Chenna Krishna Reddy; Devineni, Subba Rao; Nemallapudi, Bakthavatchala Reddy; Sravya, Gundala; Avula, Balakrishna; Shaik, Nayabrasool; Badavath, Vishnu Nayak; Zyryanov, Grigory V.; YellalaVenkata, Rami Reddy; Chamarthi, Naga Raju published an article in Polycyclic Aromatic Compounds. The title of the article was 《Design, Synthesis, Biological Evaluation and Molecular Docking Studies of 1,4-Disubstituted 1,2,3-Triazoles: PEG-400:H2O Mediated Click Reaction of Fluorescent Organic Probes under Ultrasonic Irradiation》.Application of 624-28-2 The author mentioned the following in the article:

A PEG-400:H2O mediated highly versatile, efficacious and selective “”Click reaction”” of fluorescent organic Probes under ultrasonic irradiation were reported. A rapid and efficient approach for the synthesis of 1,4-Disubstituted 1,2,3-triazoles I [R = (4-fluorophenyl)methyl, 2,4-dioxo-pyrimidin-5-yl, etc.] under Copper (I)-Catalyzed Azide-Alkyne [3 + 2] Cycloaddition (CuAAC) conditions in good to excellent yields in less time were described. This synthetic protocol were proved to endorse easy work-up under benign reaction conditions. The green solvent system employed was efficaciously reused several times without any loss of its activity in an aqueous medium. All the title compounds were characterized by using elemental anal., 1HNMR, 13CNMR, FTIR, and mass spectral data. The newly synthesized compounds were biol. evaluated for their antioxidant activity. The antioxidant activity resulted demonstrate that all compounds showed good to excellent antioxidant activity, particularly the compounds I [R = (4-bromophenyl)methyl, 5-bromo-2-pyridyl, pyrimidin-2-yl, 2,4-dioxo-pyrimidin-5-yl] exhibited promising radical scavenging activity. Further, photophys. properties of the compounds were accomplished using spectrofluorimeter. Compounds I [R = (3-chlorophenyl)methyl, (4-nitrophenyl)methyl, (4-cyanophenyl)methyl, thiazol-2-yl, 5-bromo-2-pyridyl, pyrimidin-2-yl, 2,4-dioxo-pyrimidin-5-yl] exhibited fluorescence in the visible region. Mol. docking studies suggested the antioxidant activity of synthesized compounds were due to the inhibition of neuronal nitric oxide synthase (HnNOS). In the experiment, the researchers used 2,5-Dibromopyridine(cas: 624-28-2Application of 624-28-2)

2,5-Dibromopyridine(cas: 624-28-2) 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.Application of 624-28-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,International Journal of Molecular Sciences included an article by Marx, Sebastien; Bodart, Laurie; Tumanov, Nikolay; Wouters, Johan. Electric Literature of C6H7Br2N. The article was titled 《Design and synthesis of a new soluble natural β-carboline derivative for preclinical study by intravenous injection》. The information in the text is summarized as follows:

Harmine is a natural β-carboline compound showing several biol. activities, including antiproliferative properties, but this soluble natural mol. lacks selectivity. Harmine derivatives were reported to overcome this problem, but they are usually poorly soluble Here, we designed and synthesized a new 2, 7, 9-trisubstituted mol. (1-methyl-7-(3-methylbutoxy)-9- propyl-2-[(pyridin-2-yl)methyl]-9H-pyrido[3,4-b]indol-2-ium bromide) with a solubility of 1.87 ± 0.07 mg/mL in a simulated injection vehicle. This compound is stable for at least 72 h in acidic and physiol. conditions (pH 1.1 and 7.4) as well as in a simulated injection vehicle (physiol. liquid + 0.1% Tween 80). Solubility in those media is 1.06 ± 0.08 mg/mL and 1.62 ± 0.13 mg/mL at pH 7.4 and 1. The synthesized mol. displays a significant activity on five different cancer cell lines (IC50 range from 0.2 to 2 μM on A549, MDA-MB-231, PANC-1, T98G and Hs683 cell lines). This compound is also more active on cancer cells (MDA-MB-231) than on normal cells (MCF-10a) at IC50 concentrations Due to its high activity at low concentration, such solubility values should be sufficient for further in vivo antitumoral activity evaluation via i.v. injection. The experimental process involved the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Electric Literature of C6H7Br2N)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Electric Literature of C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem