Tag: 100-200

In 2019,Journal of the American Chemical Society included an article by Lundrigan, Travis; Welsh, Erin N.; Hynes, Toren; Tien, Chieh-Hung; Adams, Matt R.; Roy, Kayelani R.; Robertson, Katherine N.; Speed, Alexander W. H.. SDS of cas: 53939-30-3. The article was titled 《Enantioselective Imine Reduction Catalyzed by Phosphenium Ions》. The information in the text is summarized as follows:

The first use of phosphenium cations in asym. catalysis is reported. A diazaphosphenium triflate, prepared in two or three steps on a multigram scale from com. available materials, catalyzes the hydroboration or hydrosilylation of cyclic imines with enantiomeric ratios of up to 97:3. Catalyst loadings are as low as 0.2 mol %. Twenty-two aryl/heteroaryl pyrrolidines and piperidines were prepared using this method. Imines containing functional groups such as thiophenes or pyridyl rings that can challenge transition-metal catalysts were reduced employing these systems. In the experimental materials used by the author, we found 5-Bromo-2-chloropyridine(cas: 53939-30-3SDS of cas: 53939-30-3)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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. SDS of cas: 53939-30-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Koniarczyk, J. Luke; Greenwood, Jacob W.; Alegre-Requena, Juan V.; Paton, Robert S.; McNally, Andrew. SDS of cas: 100-48-1. The article was titled 《A Pyridine-Pyridine Cross-Coupling Reaction via Dearomatized Radical Intermediates》. The information in the text is summarized as follows:

A pyridine-pyridine coupling reaction has been developed between pyridyl phosphonium salts and cyanopyridines using B2pin2 as an electron-transfer reagent. Complete regio- and cross-selectivity are observed when forming a range of valuable 2,4′-bipyridines. Phosphonium salts were found to be the only viable radical precursors in this process, and mechanistic studies indicate that the process does not proceed through a Minisci-type coupling involving a pyridyl radical. Instead, a radical-radical coupling process between a boryl phosphonium pyridyl radical and a boryl-stabilized cyanopyridine radical explains the C-C bond-forming step. In the experiment, the researchers used many compounds, for example, 4-Cyanopyridine(cas: 100-48-1SDS of cas: 100-48-1)

4-Cyanopyridine(cas: 100-48-1) 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.SDS of cas: 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Spaulding, Andrew; Takrouri, Khuloud; Mahalingam, Pornachandran; Cleary, Dillon C.; Cooper, Harold D.; Zucchi, Paola; Tear, Westley; Koleva, Bilyana; Beuning, Penny J.; Hirsch, Elizabeth B.; Aggen, James B. published 《Compound design guidelines for evading the efflux and permeation barriers of Escherichia coli with the oxazolidinone class of antibacterials: Test case for a general approach to improving whole cell Gram-negative activity》.Bioorganic & Medicinal Chemistry Letters published the findings.Application In Synthesis of 6-Bromopyridin-3-amine The information in the text is summarized as follows:

Previously the authors reported the results from an effort to improve Gram-neg. antibacterial activity in the oxazolidinone class of antibiotics via a systematic medicinal chem. campaign focused entirely on C-ring modifications. In that series the authors set about testing if the efflux and permeation barriers intrinsic to the outer membrane of Escherichia coli could be rationally overcome by designing analogs to reside in specific property limits associated with Gram-neg. activity: (i) low MW (<400), (ii) high polarity (clogD7.4 <1), and (iii) zwitterionic character at pH 7.4. Indeed, the authors observed that only analogs residing within these limits were able to overcome these barriers. Herein the authors report the results from a parallel effort where the authors explored structural changes throughout all three rings in the scaffold for the same purpose. Compounds were tested against a diagnostic MIC panel of Escherichia coli and Staphylococcus aureus strains to determine the impact of combining structural modifications in overcoming the OM barriers and in bridging the potency gap between the species. The results demonstrated that distributing the charge-carrying moieties across two rings was also beneficial for avoidance of the outer membrane barriers. Importantly, anal. of the structure-permeation relationship (SPR) obtained from this and the prior study indicated that in addition to MW, polarity, and zwitterionic character, having ≤4 rotatable bonds is also associated with evasion of the OM barriers. These combined results provide the medicinal chemist with a framework and strategy for overcoming the OM barriers in GNB in antibacterial drug discovery efforts. The experimental part of the paper was very detailed, including the reaction process of 6-Bromopyridin-3-amine(cas: 13534-97-9Application In Synthesis of 6-Bromopyridin-3-amine)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Application In Synthesis of 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Elsebaie, Mohamed M.; El-Din, Hanzada T. Nour; Abutaleb, Nader S.; Abuelkhir, Abdelrahman A.; Liang, Hsin-Wen; Attia, Ahmed S.; Seleem, Mohamed N.; Mayhoub, Abdelrahman S. published an article in European Journal of Medicinal Chemistry. The title of the article was 《Exploring the structure-activity relationships of diphenylurea as an antibacterial scaffold active against methicillin- and vancomycin-resistant Staphylococcus aureus》.Application In Synthesis of Pyridin-3-ylboronic acid The author mentioned the following in the article:

A set of structurally related diphenylurea derivatives I [R = Ph, furan-2-yl, cyclohexyl, iso-Bu, etc.] bearing aminoguanidine moiety was synthesized, and their antibacterial activity was assessed against a panel of multi-drug resistant Gram-pos. clin. isolates. Two compounds I [R = furan-2-yl, 4-methyl-pent-1-en-1-yl] were identified with better bacteriol. profile than the lead I [R = I]. The multi-step resistance development studies indicated that MRSA are less likely to develop resistance toward diphenylurea compounds I. Moreover, these compounds I demonstrated a prolonged post-antibiotic effect than that of vancomycin. Furthermore, compounds I [R = furan-2-yl, 4-methyl-pent-1-en-1-yl] were able to re-sensitize VRSA to vancomycin, resulting in 8- to more than 32-fold improvement in vancomycin MIC values against clin. VRSA isolates. Finally, when assessed in an in vivo skin infection mouse model, the efficacy of I [R = 4-methyl-pent-1-en-1-yl] was very comparable to that of the com. available fusidic acid ointment. Addnl., the diphenylurea I [R = 4-methyl-pent-1-en-1-yl] did not have a pronounced effect on the animal weights along the experiment indicating its safety and tolerability to mice. Taken together, these results indicate that the diphenylurea scaffold merits further investigation as a promising anti-staphylococcal treatment option. In the experimental materials used by the author, we found Pyridin-3-ylboronic acid(cas: 1692-25-7Application In Synthesis of Pyridin-3-ylboronic acid)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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. Application In Synthesis of Pyridin-3-ylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bhattacharyya, Arnab; Jameei, Aida; Karande, Anjali A.; Chakravarty, Akhil R. published their research in European Journal of Medicinal Chemistry in 2021. The article was titled 《BODIPY-attached zinc(II) complexes of curcumin drug for visible light assisted photo-sensitization, cellular imaging and targeted PDT》.Quality Control of Bis(pyridin-2-ylmethyl)amine The article contains the following contents:

Boron-dipyrromethene (BODIPY) based photosensitizers as porphyrinoids and curcumin as natural product possess exciting photophys. features suitable for theranostic applications, namely, imaging and photodynamic therapy (PDT). Limited aqueous solubility and insufficient physiol. stability, however, reduce their efficacy significantly. We have designed a novel strategy to deliver these two unusable cytotoxins simultaneously in cancer cells and herein, report the synthesis, characterization and imaging-assisted photocytotoxicity of three zinc(II) complexes containing N3-donor dipicolylamine (dpa) ligands (L1-3) and O,O-donor curcumin (Hcur) viz. [Zn(L1)(cur)]Cl (1), [Zn(L2)(cur)]Cl (2) and [Zn(L3)(cur)]Cl (3), where L2 and L3 have pendant fluorescent BODIPY and non-emissive di-iodo-BODIPY moieties. Metal chelation imparted remarkable biol. stability (pH ∼7.4) to the resp. ligands and induces significant aqueous solubility These ternary complexes could act as replacements of the existing metalloporphyrin-based PDT photosensitizers as their visible-light photosensitizing ability is reinforced by the dual presence of blue light absorbing curcumin and green light harvesting BODIPY units. Complex 2 having emissive BODIPY unit L2 and curcumin, showed mitochondria selective localization in HeLa, MCF-7 cancer cells and complex 3, the di-iodinated analog of complex 2, exhibited type-I/II PDT activity via inducing apoptosis through mitochondrial membrane disruption in cancer cells while being significantly nontoxic in dark and to the healthy cells. After reading the article, we found that the author used Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Quality Control of Bis(pyridin-2-ylmethyl)amine)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. Quality Control of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《In situ formation of nitrogen-doped carbon-wrapped Co3O4 enabling highly efficient and stable catalytic reduction of p-nitrophenol》 was written by Huang, Lu; Zhang, Hang; He, Zhiqiao; Chen, Jianmeng; Song, Shuang. Computed Properties of C5H7N3 And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

This study presents a novel nitrogen-doped carbon-wrapped Co3O4 prepared by a facile impregnation-carbonization process using low-cost raw materials. The optimized catalyst exhibits the highest activity reported to date for Co-based catalysts used in the reduction of p-nitrophenol to p-aminophenol with NaBH4 and remains highly stable over seven continuous runs. In the part of experimental materials, we found many familiar compounds, such as 2,6-Diaminopyridine(cas: 141-86-6Computed Properties of C5H7N3)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Computed Properties of C5H7N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Carbazole-Based Tetrapodal Anchor Groups for Gold Surfaces: Synthesis and Conductance Properties》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to O’Driscoll, Luke J.; Wang, Xintai; Jay, Michael; Batsanov, Andrei S.; Sadeghi, Hatef; Lambert, Colin J.; Robinson, Benjamin J.; Bryce, Martin R.. Application of 2510-22-7 The article mentions the following:

As the field of mol.-scale electronics matures and the prospect of devices incorporating mol. wires becomes more feasible, it is necessary to progress from the simple anchor groups used in fundamental conductance studies to more elaborate anchors designed with device stability in mind. This study presents oligo(phenylene-ethynylene) wires with one tetrapodal anchor and a Ph or pyridyl head group. The new anchors are designed to bind strongly to Au surfaces without disrupting the conductance pathway of the wires. Conductive probe at. force microscopy (cAFM) was used to determine the conductance of self-assembled monolayers (SAMs) of the wires in Au-SAM-Pt and Au-SAM-graphene junctions, from which the conductance per mol. was derived. For tolane-type wires, mean conductances per mol. of up to 10-4.37 G0 (Pt) and 10-3.78 G0 (graphene) were measured, despite limited electronic coupling to the Au electrode, demonstrating the potential of this approach. Computational studies of the surface binding geometry and transport properties rationalize and support the exptl. results. The experimental process involved the reaction of 4-Ethynylpyridine(cas: 2510-22-7Application of 2510-22-7)

4-Ethynylpyridine(cas: 2510-22-7) 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 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Polyamine-co-2, 6-diaminopyridine covalently bonded on chitosan for the adsorptive removal of Hg(II) ions from aqueous solution》 were Liang, Wen; Li, Manlin; Jiang, Shuncheng; Ali, Amjad; Zhang, Zengqiang; Li, Ronghua. And the article was published in International Journal of Biological Macromolecules in 2019. Formula: C5H7N3 The author mentioned the following in the article:

In the present study, 2, 6-diaminopyridine (PD) and polyamine compounds (ethylenediamine (EDA), triethylenetetramine (TETA), and tetraethylenepentamine (TEPA)) were used to modify chitosan (CS). The obtained derivatives (PD-CS, PD-EDA-CS, PD-TETA-CS, and PD-TEPA-CS) were identified and employed as adsorbents in batch experiments for the removal of Hg(II) from aqueous solutions The results confirmed that successful modification improves the Hg(II) adsorption significantly compared to pristine CS. The adsorbed amounts of Hg(II) increased gradually and reached maxima at pH values above 4.0 for all derivatives The Hg(II) adsorption equilibrium state was achieved within 12 h, with the process driven by a pseudo-second-order kinetic model. The Langmuir model effectively interpreted the Hg(II) adsorption isotherms; the maximum adsorption capacities for Hg(II) ions at 295 K were 172.7, 303.6, 276.0, and 230.6 mg/g for PD-CS, PD-EDA-CS, PD-TETA-CS, and PD-TEPA-CS, resp. High temperature and low ionic strength favored Hg(II) adsorption. The Hg(II)-loaded CS derivative was easily regenerated and showed acceptable reusability. The further FT-IR and XPS analyses indicate that the Hg(II) adsorption is governed by a process combining electrostatic attraction and a coordination reaction. The CS derivatives produced from polyamine-co-2, 6-diaminopyridine covalently bonded onto CS are promising adsorbents for the adsorptive removal of Hg(II) from an aqueous solution In the part of experimental materials, we found many familiar compounds, such as 2,6-Diaminopyridine(cas: 141-86-6Formula: C5H7N3)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Formula: C5H7N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《A combined computational/experimental study on HSA binding of two water-soluble Schiff base ligands derived from pyridine derivative and ethylendiamine》 were Molaee, Hajar; Sahihi, Mehdi; Moghadam, Majid; Mirkhani, Valiollah; Tangestaninejad, Shahram; Mohammadpoor-Baltork, Iraj; Amiri Rudbari, Hadi. And the article was published in Journal of Biomolecular Structure and Dynamics in 2019. Name: 4-Acetylpyridine The author mentioned the following in the article:

In this paper, two water-soluble Schiff bases were synthesized by the reaction of 4-pyridinecarbaldehyde or 4-pyridylmethyl ketone with ethylenediamine. Then, the bidentate Schiff base compounds were characterized by 1H NMR spectroscopy and elemental anal. In addition, the mol. structure of one of these compounds was determined by single crystal X-ray diffraction technique. Then, the binding ability of these two Schiff bases with HSA was investigated using UV-vis and fluorescence spectroscopy, mol. docking, and mol. dynamics simulation methods. The experimental part of the paper was very detailed, including the reaction process of 4-Acetylpyridine(cas: 1122-54-9Name: 4-Acetylpyridine)

4-Acetylpyridine(cas: 1122-54-9) 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. Name: 4-Acetylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Journal of the American Chemical Society included an article by MacQueen, Preston M.; Tassone, Joseph P.; Diaz, Carlos; Stradiotto, Mark. Synthetic Route of C7H9NO. The article was titled 《Exploiting Ancillary Ligation To Enable Nickel-Catalyzed C-O Cross-Couplings of Aryl Electrophiles with Aliphatic Alcohols》. The information in the text is summarized as follows:

The use of (L)Ni(o-tolyl)Cl precatalysts (L = PAd-DalPhos or CyPAd-DalPhos, I or II, resp.) enables the C(sp2)-O cross-coupling of primary, secondary, or tertiary aliphatic alcs. with (hetero)aryl electrophiles, including unprecedented examples of such nickel-catalyzed transformations employing (hetero)aryl chlorides, sulfonates, and pivalates. In addition to offering a competitive alternative to palladium catalysis, this work establishes the feasibility of utilizing ancillary ligation as a complementary means of promoting challenging nickel-catalyzed C(sp2)-O cross-couplings, without recourse to precious-metal photoredox catalytic methods.2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Synthetic Route of C7H9NO) was used in this study.

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) 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.Synthetic Route of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem