Category: pyridine-derivatives

In 2019,Journal of Coordination Chemistry included an article by Momeni, Badri Zaman; Fathi, Nastaran; Janczak, Jan; Shahsavari, Zahra. Application In Synthesis of 4,4′-Dimethyl-2,2′-bipyridine. The article was titled 《Dihaloplatinum(II) complexes having diimine ligands: crystal structure, thermal properties, cytotoxicity effects against breast cancer cells and application as a precursor towards nanoparticles》. The information in the text is summarized as follows:

The reaction of potassium tetrachloroplatinate(II) with di-Me sulfide and a mixture of HBr/KBr affords trans-[PtBr2(SMe2)2]; [PtBr2(Me2bpy)] (Me2bpy = 4,4′-dimethyl-2,2′-bipyridine) was prepared from the reaction of trans-[PtBr2(SMe2)2] with Me2bpy. The crystal structure of the yellow form of [PtBr2(bu2bpy)] (bu2bpy = 4,4′-di-tert-butyl-2,2′-bipyridine) was determined by x-ray crystallog. The x-ray single-crystal structure determination of complex [PtBr2(bu2bpy)] reveals that the platinum adopts a square planar geometry with a twofold axis through the platinum atoms. Thermal properties of the related series of diimine platinum(II) complexes [PtX2(bu2bpy)] (X = Cl, Br, I) reveal that the thermal stabilities increase [PtI2(bu2bpy)] < [PtCl2(bu2bpy)] < [PtBr2(bu2bpy)]. [PtBr2(bpy)] (bpy = 2,2'-bipyridine), [PtBr2(Me2bpy)] and [PtX2(bu2bpy)] (X = Cl, Br, I) were studied by MTT assay against two human breast cancer cell lines of MCF-7 and MDA-MB-468 with [PtCl2(bu2bpy)] having a higher cytotoxic effect towards both cancer cell lines, which shows the significant role of the halide and diimine ligand. Semi-spherical Pt(0) nanoparticles (NPCs) were prepared by the simple calcination of [PtX2(bu2bpy)] (X = Cl, Br, I) at 800° in air. In the experiment, the researchers used many compounds, for example, 4,4'-Dimethyl-2,2'-bipyridine(cas: 1134-35-6Application In Synthesis of 4,4′-Dimethyl-2,2′-bipyridine)

4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6) is used as a chemical Intermediate. It can be used for the determination of ferrous and cyanide compounds.Application In Synthesis of 4,4′-Dimethyl-2,2′-bipyridine Furthermore, 4,4′-Dimethyl-2,2′-bipyridine is used in the synthesis of a series of o-phenanthroline-substituted ruthenium(II) complexes.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of the American Chemical Society included an article by Chi, Xiaodong; Cen, Wanglai; Queenan, Jack A.; Long, Lingliang; Lynch, Vincent M.; Khashab, Niveen M.; Sessler, Jonathan L.. Category: pyridine-derivatives. The article was titled 《Azobenzene-Bridged Expanded “”Texas-sized”” Box: A Dual-Responsive Receptor for Aryl Dianion Encapsulation》. The information in the text is summarized as follows:

We report an expanded “”Texas-sized”” mol. box (AzoTxSB) that incorporates photoresponsive azobenzene bridging subunits and anion recognition motifs. The shape of this box can be switched through light induced E ↔ Z photoisomerization of the constituent azobenzenes. This allows various anionic substrates to be bound and released by using different forms of the box. Control can also be achieved using other environmental stimuli, such as pH and anion competition. In the part of experimental materials, we found many familiar compounds, such as 2,6-Dibromopyridine(cas: 626-05-1Category: pyridine-derivatives)

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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Guin, Srimanta; Dolui, Pravas; Zhang, Xinglong; Paul, Satyadip; Singh, Vikas Kumar; Pradhan, Sukumar; Chandrashekar, Hediyala B.; Anjana, S. S.; Paton, Robert S.; Maiti, Debabrata. Application In Synthesis of Picolinic acid. The article was titled 《Iterative Arylation of Amino Acids and Aliphatic Amines via δ-C(sp3)-H Activation: Experimental and Computational Exploration》. The information in the text is summarized as follows:

Directed C-H functionalization has been realized as a complementary tool to the traditional approaches for a straightforward access of non-proteinogenic amino acids; albeit such a process is restricted mostly up to the γ-position. In the present work, we demonstrate the diverse (hetero)arylation of amino acids and analogous aliphatic amines selectively at the remote δ-position by tuning the reactivity controlled by ligands. An organopalladium δ-C(sp3)-H activated intermediate has been isolated and crystallog. characterized. Mechanistic investigations carried out exptl. in conjunction with computational studies shed light on the difference in the mechanistic picture depending on the substrate structure. The experimental process involved the reaction of Picolinic acid(cas: 98-98-6Application In Synthesis of Picolinic acid)

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.Application In Synthesis of Picolinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Angewandte Chemie, International Edition included an article by Kim, Taehoon; McCarver, Stefan J.; Lee, Chulbom; MacMillan, David W. C.. Product Details of 53939-30-3. The article was titled 《Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis》. The information in the text is summarized as follows:

Herein we report a highly efficient method for nickel-catalyzed C-N bond formation between sulfonamides and aryl electrophiles. This technol. provides generic access to a broad range of N-aryl and N-heteroaryl sulfonamide motifs, which are widely represented in drug discovery. Initial mechanistic studies suggest an energy-transfer mechanism wherein C-N bond reductive elimination occurs from a triplet excited NiII complex. Late-stage sulfonamidation in the synthesis of a pharmacol. relevant structure is also demonstrated. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-chloropyridine(cas: 53939-30-3Product Details of 53939-30-3)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Product Details of 53939-30-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Naya, Leticia; Vazquez-Garcia, Digna; Fernandez, Alberto; Lopez-Torres, Margarita; Ojea, Vicente; Marcos, Ismael; Vila, Jose M.; Fernandez, Jesus J. published 《Preparation of Imidazol-2-ylidene Carbene Palladacycles with Bi- and Tridentate Schiff Bases – Analyses of the Spectroscopic, Molecular Structure, and DFT Calculation Data》.European Journal of Inorganic Chemistry published the findings.Related Products of 31106-82-8 The information in the text is summarized as follows:

The treatment of appropriate benzylideneimine palladacycles with potentially polydentate imidazol-2-ylidene silver carbene complexes produced new palladium organometallics with the N-heterocyclic carbene (NHC) coordinated to the palladium center. The NHCs bearing two carbene moieties show a bridging coordination mode across the two metal atoms and may also display a simultaneous bridging/chelating behavior. DFT calculations were performed for the compounds for which the typical fluxional behavior of hemilabile carbenes was observed upon close inspection of the 1H NMR spectra. The crystal and mol. structure of 13 was determined by x-ray crystallog. and contrasted against the computational data for 14 to determine the most favorable disposition of the fluxional equilibrium of the latter. In the experiment, the researchers used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Related Products of 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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. Related Products of 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2015,Zhao, Huiping; Garg, Gaurav; Zhao, Jinbo; Moroni, Elisabetta; Girgis, Antwan; Franco, Lucas S.; Singh, Swapnil; Colombo, Giorgio; Blagg, Brian S. J. published 《Design, synthesis and biological evaluation of biphenylamide derivatives as Hsp90 C-terminal inhibitors》.European Journal of Medicinal Chemistry published the findings.Computed Properties of C5H5BrN2 The information in the text is summarized as follows:

Modulation of Hsp90 C-terminal function represents a promising therapeutic approach for the treatment of cancer and neurodegenerative diseases. Current drug discovery efforts toward Hsp90 C-terminal inhibition focus on novobiocin, an antibiotic that was transformed into an Hsp90 inhibitor. Based on structural information obtained during the development of novobiocin derivatives and mol. docking studies, scaffolds containing a biphenyl moiety in lieu of the coumarin ring present in novobiocin were identified as new Hsp90 C-terminal inhibitors. Structure-activity relationship studies produced new derivatives that inhibit the proliferation of breast cancer cell lines at nanomolar concentrations, which corresponded directly with Hsp90 inhibition. In the part of experimental materials, we found many familiar compounds, such as 6-Bromopyridin-3-amine(cas: 13534-97-9Computed Properties of C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Computed Properties of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Andernach, Lars; Opatz, Till published 《Assignment of the absolute configuration and total synthesis of (+)-caripyrin》.European Journal of Organic Chemistry published the findings.Recommanded Product: 29682-15-3 The information in the text is summarized as follows:

The antifungal secondary metabolite (+)-caripyrin was studied by vibrational CD spectroscopy. Anal. of the recorded data, with the Boltzmann weighted-average of the spectra calculated at the B3LYP/6-311G(d,p) level of theory for all relevant conformers, unequivocally proved the (R,R)-configuration for the dextrorotatory natural product. Based on this finding, a short enantioselective synthesis of (+)-caripyrin was developed. The results came from multiple reactions, including the reaction of Methyl 5-bromopicolinate(cas: 29682-15-3Recommanded Product: 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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. Recommanded Product: 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Karthikeyan, Chedarampet S.; Thelakkat, Mukundan published an article on February 15 ,2008. The article was titled 《Key aspects of individual layers in solid-state dye-sensitized solar cells and novel concepts to improve their performance》, and you may find the article in Inorganica Chimica Acta.Recommanded Product: 138219-98-4 The information in the text is summarized as follows:

The key aspects of solid-state dye-sensitized solar cells (SDSC) are presented with different concepts, based on extensive studies, to improve performance. The influence of the compact TiO2 layer, novel donor-antenna sensitizing dyes, nature of nanocrystalline-TiO2 layers and solid-state organic hole conductors on the performance of SDSC is discussed. Preparation and thickness of the compact TiO2 layer were optimized using spray pyrolysis. The studies revealed that an optimum film thickness of 120-150 nm of compact TiO2 yielded the best rectifying behavior and SDSC performance. The influence of 3 different mesoporous TiO2 films, obtained from 3 different TiO2 nanocrystals, prepared by sol-gel, thermal, and colloidal-microwave processes, was also studied. The TiO2 layer with the optimum pore volume and pore diameter (∼44 nm) displayed the highest efficiency and IPCE in a SDSC. The importance of pore size rather than high surface area for filling the mesoporous layer with solid-state hole conductor became evident. Heteroleptic Ru(II) complexes carrying donor antenna moieties, triphenylamine (TPA) or N,N’-bis(phenyl)-N,N’-bis(3-methylphenyl)-1,1′-biphenyl-4,4′-diamine (TPD), were synthesized and used in a SDSC. These novel donor-antenna dyes had power conversion efficiencies of 1.5-3.4%, measured under AM 1.5 spectral conditions. This is attributed to efficient light harvesting of these novel dyes and the improved charge-transfer dynamics at TiO2-dye and dye-hole conductor interfaces. Different low mol. weight and polymeric triphenyldiamines were synthesized and used as hole-transporting layers (HTL) in SDSC. Different studies showed that low mol. TPDs displayed better efficiency than their polymeric counterparts due to their improved filling into the pores of the nc-TiO2 layers. Another study revealed that an optimum driving force in terms of HOMO-level difference between the dye and HTL decides charge carrier generation efficiency. Novel hole conductors with spiro-bifluorene-triphenylamine core for transporting holes and tetra-ethylene glycol side chains for binding Li ions were synthesized and used in SDSCs. A Li+-salt is required at the TiO2/dye interface as well as in the bulk of HTL. Also the addition of ∼5-20% of these Li+-binding hole conductors and higher Li-salt (N-lithiotrifluoromethane sulfonamide) concentrations improved the SDSC performance. An improvement of ∼120% in solar cell efficiency as compared to the reference cells was achieved with an optimum composition of Li+-binding hole conductor and Li-salt. In the experimental materials used by the author, we found 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Recommanded Product: 138219-98-4)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Recommanded Product: 138219-98-4The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridineOn October 1, 2020 ,《Unveiling Anomalous Surface-Enhanced Resonance Raman Scattering on an Oxo-Triruthenium Acetate Cluster Complex by a Theoretical-Experimental Approach》 was published in Journal of Physical Chemistry C. The article was written by Santos, Jonnatan J.; Toma, Sergio H.; Ando, Romulo A.; Corio, Paola; Araki, Koiti. The article contains the following contents:

Surface-enhanced Raman spectroscopy (SERS) has been explored by the most diverse areas of research over the past 40 years, with more special attention from anal. chem. Although there is a great consensus that there are two mechanisms that contribute most to the observation of the phenomenon (electromagnetic (EM) and charge transfer (CT)), several anomalies are observed, especially when studying complexes of transition metals. In this article, we present a theor. and exptl. study of Raman and SERS of an oxo-triruthenium acetate cluster ([Ru3O (CH3COO)6(py)2(pytpy)]), where it was possible to observe one of these “”anomalies”” of the SERS effect, in this case, an unexpected enhancement of the vibrational stretching mode of the oxo group. This cluster had its electrochem. and spectroelectrochem. properties studied by cyclic voltammetry and electronic spectroscopy in the visible and near-IR, where it was possible to observe the fully reversible waves of the ruthenium sites (separated by 1.00 V) and the terpyridinic ligand and how the absorption of this complex varies drastically when reduced electrochem. The MOs and electronic transitions of this cluster were calculated by time-dependent d.-functional theory (TDDFT), where it can be noted that the HOMO orbitals are almost exclusively composed of the AOs of ruthenium and the LUMO orbitals can be composed of a mixture of ruthenium orbitals and acetate ligands, as well as terpyridine. From the TDDFT calculations and the transitions energies obtained, the complex resonant Raman and Raman spectra were simulated using different excitation wavelengths (696, 785, and 1064 nm), where an unexpected intensification of oxygen stretching at the Ru3O center at 700 cm-1 was observed considering the excitation at 785 nm, even though there was no expected transition. The exptl. SERS spectra of the complex in two redox states (Ru3III, III, III and Ru3III, III, II) were obtained exptl. using gold and silver nanoparticles with an excitation wavelength laser at 785 nm, where a very intense signal at 700 cm-1, for the Ru3III, III, II redox state, was observed The simulation of electronic states by TDDFT and SERS spectra by DFT, considering an Au20 cluster adduct, showed an intensification of the entire complex, with great emphasis on the Ru3O center and the 700 cm-1 mode that, however, was not as intense as the results obtained exptl., indicating an anomalous intensification. In the experiment, the researchers used 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3Reference of 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine)

4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Reference of 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《New antiparasitic flexible triaryl diamidines, their prodrugs and aza analogues: Synthesis, in vitro and in vivo biological evaluation, and molecular modelling studies》 was written by Arafa, Reem K.; Ismail, Mohamed A.; Wenzler, Tanja; Brun, Reto; Paul, Ananya; Wilson, W. David; Alakhdar, Amira A.; Boykin, David W.. Recommanded Product: 2,6-DibromopyridineThis research focused ontriaryl diamidine prodrug preparation SAR antimalarial antitrypanosomal; Antimalarial; Antitrypanosomal; Flexible diamidines; Minor groove binders; Molecular dynamics; Triaryl dications. The article conveys some information:

Dicationic diamidines have been well established as potent antiparasitic agents with proven activity against tropical diseases like trypanosomiasis and malaria. This work presents the synthesis of new mono and diflexible triaryl amidines their aza analogs and resp. methoxyamidine prodrugs. All diamidines were assessed in vitro against Trypanosoma brucei rhodesiense (T. b. r.) and Plasmodium falciparum (P. f.) where they displayed potent to moderate activities at the nanomolar level with IC50s = 11 – 378 nM for T. b. r. and 4 – 323 nM against P. f.. In vivo efficacy testing against T. b. r. STIB900 has shown the monoflexible diamidine 2-(4′-Amidinophenyl)-5-(4”-amidinobenzyl)pyridine acetate salt as the most potent derivative in this study eliciting 4/4 cures of infected mice for a treatment period of >60 days upon a 4 x 5 mg/kg dose i. p. treatment. Moreover, thermal melting anal. measurement ΔTm for this series of diamidines/poly (dA-dT) complexes fell between 0.5 and 19° with the above compound showing the highest binding to the DNA minor groove. Finally, a 50 ns mol. dynamics study of an AT-rich DNA dodecamer with the above compound revealed a strong binding complex supported by vdW and electrostatic interactions. The results came from multiple reactions, including the reaction of 2,6-Dibromopyridine(cas: 626-05-1Recommanded Product: 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Recommanded Product: 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem