Day: October 13, 2022

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 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 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

In 2022,McFadden, Timothy Patrick; Nwachukwu, Chideraa Iheanyi; Roberts, Andrew George published an article in Organic & Biomolecular Chemistry. The title of the article was 《An amine template strategy to construct successive C-C bonds: synthesis of benzo[h]quinolines by a deaminative ring contraction cascade》.Reference of 2-Bromonicotinaldehyde The author mentioned the following in the article:

A convergent strategy to build, cyclize and excise nitrogen from tertiary amines for the synthesis of polyheterocyclic aromatics was developed. Biaryl-linked azepine intermediates underwent a deaminative ring contraction cascade reaction, excising nitrogen with the formation of an aromatic core. This strategy and deaminative ring contraction reaction was useful for the synthesis of benzo[h]quinolines. In the part of experimental materials, we found many familiar compounds, such as 2-Bromonicotinaldehyde(cas: 128071-75-0Reference of 2-Bromonicotinaldehyde)

2-Bromonicotinaldehyde(cas: 128071-75-0) 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. Reference of 2-Bromonicotinaldehyde

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quality Control of 4-CyanopyridineIn 2020 ,《Synthesis of Sterically Hindered Primary Amines by Concurrent Tandem Photoredox Catalysis》 appeared in Journal of the American Chemical Society. The author of the article were Nicastri, Michael C.; Lehnherr, Dan; Lam, Yu-hong; DiRocco, Daniel A.; Rovis, Tomislav. The article conveys some information:

Primary amines are an important structural motif in active pharmaceutical ingredients (APIs) and intermediates thereof, as well as members of ligand libraries for either biol. or catalytic applications. Many chem. methodologies exist for amine synthesis, but the direct synthesis of primary amines with a fully substituted α carbon center is an underdeveloped area. We report a method which utilizes photoredox catalysis to couple readily available O-benzoyl oximes with cyanoarenes to synthesize primary amines with fully substituted α-carbons. We also demonstrate that this method enables the synthesis of amines with α-trifluoromethyl functionality. Based on exptl. and computational results, we propose a mechanism where the photocatalyst engages in concurrent tandem catalysis by reacting with the oxime as a triplet sensitizer in the first catalytic cycle and a reductant toward the cyanoarene in the second catalytic cycle to achieve the synthesis of hindered primary amines via heterocoupling of radicals from readily available oximes. The experimental process involved the reaction of 4-Cyanopyridine(cas: 100-48-1Quality Control of 4-Cyanopyridine)

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.Quality Control of 4-Cyanopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Product Details of 53939-30-3In 2014 ,《Continuous flow magnesiation of functionalized heterocycles and acrylates with TMPMgCl.LiCl》 appeared in Angewandte Chemie, International Edition. The author of the article were Petersen, Trine P.; Becker, Matthias R.; Knochel, Paul. The article conveys some information:

The metalation of functionalized heterocycles (pyridines, pyrimidines, thiophenes, and thiazoles) and various acrylates using the strong, non-nucleophilic base TMPMgCl.LiCl was carried out. The flow conditions allow the magnesiations to be performed under more convenient conditions than the comparable batch reactions, which often require cryogenic temperatures and long reaction times. Moreover, the flow reactions are directly scalable without further optimization. Metalation under flow conditions also allows magnesiations that did not produce the desired products under batch conditions, such as the magnesiation of sensitive acrylic derivatives The magnesiated species are subsequently quenched with various electrophiles, thereby introducing a broad range of functionalities. © 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. The results came from multiple reactions, including the reaction of 5-Bromo-2-chloropyridine(cas: 53939-30-3Product Details of 53939-30-3)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Recommanded Product: 128071-75-0In 2019 ,《Functionalization of 4-bromobenzo[c][2,7]naphthyridine via regioselective direct ring metalation. A novel approach to analogs of pyridoacridine alkaloids》 appeared in Beilstein Journal of Organic Chemistry. The author of the article were Melzer, Benedikt C.; Plodek, Alois; Bracher, Franz. The article conveys some information:

Readily available 4-bromobenzo[c][2,7]naphthyridine undergoes regioselective direct ring metalation at C-5 with TMPMgCl·LiCl at -40°. Quenching with various electrophiles gives a broad range of 5-substituted products, which are building blocks for the synthesis of heterocyclic natural products and analogs thereof. In combination with a Parham-type cyclization a novel approach to pyrido[4,3,2-mn]acridones has been worked out. The experimental process involved the reaction of 2-Bromonicotinaldehyde(cas: 128071-75-0Recommanded Product: 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.Recommanded Product: 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 98-98-6In 2021 ,《Molecular docking, DFT and antimicrobial studies of Cu(II) complex as topoisomerase I inhibitor》 was published in Journal of Biomolecular Structure and Dynamics. The article was written by Parveen, Shazia; Arjmand, Farukh; Zhang, Qianfan; Ahmad, Musheer; Khan, Arif; Toupet, Loic. The article contains the following contents:

Herein, we report the synthesis and single crystal X-ray structure of Cu(II)-picolinic acid complex, as a potent topoisomerase I inhibitor. The complex crystallized in the triclinic crystal system with space group P-1. Comparative in vitro binding studies of complex with CT DNA and tRNA were carried out revealing an electrostatic binding mode with higher binding propensity towards tRNA. The intrinsic bonding constant value, Kb was calculated to be 4.36 x 104 and 8.78 x 104 M-1 with CT DNA and tRNA resp. DNA cleavage activity was carried out with a pBR322 plasmid DNA substrate to ascertain the cleaving ability. Furthermore, Topo-I inhibition assay of complex , performed via gel electrophoresis revealed a significant inhibitory effect on the enzyme catalytic activity at a min. concentration of 15 muM. The DFT studies were carried out to provide better insight in the electronic transitions observed in the absorption spectrum of the complex . Mol. docking studies were carried out with DNA, RNA and Topo-I to determine the specific binding preferences at the target site and complement the spectroscopic studies. The antimicrobial potential of complex was screened against E. coli, S. aureus, P. aeruginosa, B. subtilis and C. albicans; and compared with doxycycline, exhibiting an excellent maximum zone of inhibition of 28 mm against E. coli. The results came from multiple reactions, including the reaction of Picolinic acid(cas: 98-98-6Related Products of 98-98-6)

Picolinic acid(cas: 98-98-6) is used as a chelate for alkaline earth metals. Used to prepare picolinato ligated transition metal complexes. In synthetic organic chemistry, has been used as a substrate in the Mitsunobu reaction and in the Hammick reaction.Related Products of 98-98-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Safety of Bis(pyridin-2-ylmethyl)amineIn 2019 ,《Synthetic Polymers To Promote Cooperative Cu Activity for O2 Activation: Poly vs. Mono》 was published in Journal of the American Chemical Society. The article was written by Thanneeru, Srinivas; Milazzo, Nicholas; Lopes, Aaron; Wei, Zichao; Angeles-Boza, Alfredo M.; He, Jie. The article contains the following contents:

The authors report polymer-promoted cooperative catalysis of Cu for O activation. Random copolymers containing dipicolylamine as binding motifs are designed to coordinate type-3 Cu sites. The Cu-copolymers show a 6-8-fold activity enhancement, compared to the mol. complex of Cu with an identical coordination site. Michaelis-Menten anal. demonstrates that the kinetic enhancement results from flexible polymer-promoted cooperative catalysis among multi-Cu sites despite the imposed thermodn. barrier. These observations provide guidance for the bioinspired design of metallopolymers as soluble catalysts with high activity. In the experiment, the researchers used many compounds, for example, Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Safety of Bis(pyridin-2-ylmethyl)amine)

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.Safety of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Mild and Robust Stille Reactions in Water using Parts Per Million Levels of a Triphenylphosphine-Based Palladacycle》 was written by Takale, Balaram S.; Thakore, Ruchita R.; Casotti, Gianluca; Li, Xaiohan; Gallou, Fabrice; Lipshutz, Bruce H.. Category: pyridine-derivativesThis research focused onwater Stille coupling triphenylphosphine palladacycle catalyst pharmaceutical preparation; Stille couplings; cross-coupling; green chemistry; nanostructures; palladium. The article conveys some information:

An inexpensive and new triphenylphosphine-based palladacycle has been developed as a pre-catalyst, leading to highly effective Stille cross-coupling reactions in water under mild reaction conditions. Only 500-1000 ppm of Pd suffices for couplings involving a variety of aryl/heteroaryl halides with aryl/hetaryl stannanes. Several drug intermediates can be prepared using this catalyst in aqueous nanoreactors formed by 2 wt % Brij-30 in water. In the experiment, the researchers used Methyl 5-bromopicolinate(cas: 29682-15-3Category: pyridine-derivatives)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem