Tag: 100-200

In 2019,Applied Organometallic Chemistry included an article by Thimma Sambamoorthy, Manikandan; Rengan, Ramesh; Jan Grzegorz, Malecki. Product Details of 3510-66-5. The article was titled 《Efficient construction of C-C bonds from aryl halides/aryl esters with arylboronic acids catalyzed by palladium(II) thiourea complexes》. The information in the text is summarized as follows:

A new set of palladium(II) complexes comprising phenyl(thiazolyl)thiourea ligands I (R = H, Me, NO2) have been successfully synthesized and characterized with the aid of anal. as well as spectral (IR, UV-visible and NMR) methods. A distorted square-planar geometry with N^S coordination mode of thiourea ligands in the new palladium complexes I (R = H, Me) was corroborated by single-crystal X-ray diffraction methods. Interestingly, the palladium(II) thiourea complexes I showed the highest catalytic activity with 0.1 mol% catalyst loading in Suzuki-Miyaura cross-coupling reactions utilizing a range of aryl halides RX (R = 4-acetylphenyl, 5-methylpyridin-2-yl, pyridin-2-yl, etc.; X = Br, Cl) with arylboronic acids R1B(OH)2 (R1 = Ph, 4-chlorophenyl, 6-bromopyridin-3-yl, etc.) as coupling partners in aqueous-organic media. Syntheses of diaryl ketones PhCOR1 using Ph benzoate and arylboronic acids as coupling partners were also achieved with low catalyst loading within 20 h. The potential of prepared catalyst was demonstrated by its wide substrate scope, low catalyst loadings and high isolated yield. Moreover, the influences of key parameters like solvent, base, temperature and catalyst loading were also investigated. In the experiment, the researchers used 2-Bromo-5-methylpyridine(cas: 3510-66-5Product Details of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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.Product Details of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Sattigeri, Jitendra A.; Garg, Malvika; Bhateja, Pragya; Soni, Ajay; Rauf, Abdul Rehman Abdul; Gupta, Mahendrakumar; Deshmukh, Mahesh S.; Jain, Tarun; Alekar, Nidhi; Barman, Tarani Kanta; Jha, Paras; Chaira, Tridib; Bambal, Ramesh B.; Upadhyay, Dilip J.; Nishi, Takahide published 《Synthesis and evaluation of thiomannosides, potent and orally active FimH inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Application In Synthesis of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

FimH is a type I fimbrial lectin located at the tip of type-1 pili of Gram-neg. uropathogenic Escherichia coli (UPEC) guiding its ability to adhere and infect urothelial cells. Accordingly, blocking FimH with small mol. inhibitor is considered as a promising new therapeutic alternative to treat urinary tract infections caused by UPEC. Herein, we report that compounds having the S-glycosidic bond (thiomannosides) had improved metabolic stability and plasma exposures when dosed orally. Especially compound 5h showed the potential to inhibit biofilm formation and also to disrupt the preformed biofilm. And compound 5h showed prophylactic effect in UTI model in mice. The experimental process involved the reaction of 5-Bromo-2-chloropyridine(cas: 53939-30-3Application In Synthesis of 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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.Application In Synthesis of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Mou, Xue-Qing; Chen, Xiang-Yu; Chen, Gong; He, Gang published 《Radical-mediated intramolecular β-C(sp3)-H amidation of alkylimidates: facile synthesis of 1,2-amino alcohols》.Chemical Communications (Cambridge, United Kingdom) published the findings.Product Details of 103-74-2 The information in the text is summarized as follows:

A new radical-mediated intramol. β-C(sp3)-H amidation reaction of O-alkyl trichloro- or arylimidates is reported. Various oxazolines were efficiently prepared from easily accessible alc. starting materials. The trichloro-oxazoline products can be hydrolyzed under mild conditions to give valuable 1,2-amino alcs. This amidation reaction exhibits a broad substrate scope and good functional group tolerance, and offers a powerful means for the C(sp3)-H functionalization of alcs. Mechanistic studies suggest that a sequence of 1,5-HAT of an imidate radical, iodination and cyclization might be operative. In the experimental materials used by the author, we found 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Product Details of 103-74-2)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) 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.Product Details of 103-74-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of Picolinic acidIn 2019 ,《Structure and mechanism of piperideine-6-carboxylate dehydrogenase from Streptomyces clavuligerus》 was published in Acta Crystallographica, Section D: Structural Biology. The article was written by Hasse, Dirk; Hulsemann, Janne; Carlsson, Gunilla H.; Valegaard, Karin; Andersson, Inger. The article contains the following contents:

The core of β-lactam antibiotics originates from amino acids of primary metabolism in certain microorganisms. β-Lactam-producing bacteria, including Streptomyces clavuligerus, synthesize the precursor of the amino acid α-aminoadipic acid by the catabolism of lysine in two steps. The second reaction, the oxidation of piperideine-6-carboxylate (or its open-chain form α-aminoadipate semialdehyde) to α-aminoadipic acid, is catalyzed by the NAD+-dependent enzyme piperideine-6-carboxylate dehydrogenase (P6CDH). This structural study, focused on ligand binding and catalysis, presents structures of P6CDH from S. clavuligerus in its apo form and in complexes with the cofactor NAD+, the product α-aminoadipic acid and a substrate analog, picolinic acid. P6CDH adopts the common aldehyde dehydrogenase fold, consisting of NAD-binding, catalytic and oligomerization domains. The product binds in the oxyanion hole, close to the catalytic residue Cys299. Clear d. is observed for the entire cofactor, including the nicotinamide riboside, in the binary complex. NAD+ binds in an extended conformation with its nicotinamide ring overlapping with the binding site of the carboxylate group of the product, implying that the conformation of the cofactor may change during catalysis. The binding site of the substrate analog overlaps with that of the product, suggesting that the cyclic form of the substrate, piperideine-6-carboxylate, may be accepted as a substrate by the enzyme. The catalytic mechanism and the roles of individual residues are discussed in light of these results. In the experiment, the researchers used Picolinic acid(cas: 98-98-6Reference of Picolinic acid)

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.Reference of Picolinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of C7H7NOIn 2022 ,《(Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs》 was published in Journal of Coordination Chemistry. The article was written by Mihajlovic-Lalic, Ljiljana E.; Stankovic, Dalibor; Novakovic, Irena; Grguric-Sipka, Sanja. The article contains the following contents:

Three ruthenium-bipyridine complexes (1-3) carrying acetylpyridine ligand unit were synthesized in methanol via the reaction of [RuCl2(bpy)2] with corresponding acetylpyridine (2-, 3-, and 4-acpy). Obtained complexes were characterized by (1H and 13C) NMR and IR spectroscopy, MS spectrometry, UV-visible spectrophotometry, and cyclic voltammetry. Their structural characterization revealed bidentate coordination mode for 2-acpy while 3- and 4-acpy acted as monodentate ligands. The electrochem. profile of newly synthesized compounds was studied by cyclic voltammetry which confirmed their electrochem. activity. Voltammetric responses within the -1.20 < Ep < 1.50 v range of potentials were summarized in two major events: Ru(II)→Ru(III) oxidation spotted at apparatus ΔEp = 0.65 v and successive reductions of bpy units located from -0.79 v to 0.47 v (vs. Ag/AgCl (3 M) electrode). The DNA-binding activity of the complexes was evaluated by both UV-visible spectrophotometry and cyclic voltammetry indicating DNA-intercalation with a slight contribution of electrostatic interactions. Furthermore, antimicrobial activity was tested against bacterial and fungal strains, for which moderate activity was observed Assessment of in vitro toxicity against freshly hatched nauplii of Artemia salina as well as radical scavenging capacity was evaluated. The test compounds showed neither toxicity nor antioxidant activity. The results came from multiple reactions, including the reaction of 4-Acetylpyridine(cas: 1122-54-9Synthetic Route of C7H7NO)

4-Acetylpyridine(cas: 1122-54-9) 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. Synthetic Route of C7H7NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6-Bromopyridin-3-amineIn 2020 ,《Synthesis of novel hybrid quinolino[4,3-b][1,5]naphthyridines and quinolino[4,3-b][1,5]naphthyridin-6(5H)-one derivatives and biological evaluation as topoisomerase I inhibitors and antiproliferatives》 appeared in European Journal of Medicinal Chemistry. The author of the article were Martin-Encinas, Endika; Selas, Asier; Tesauro, Cinzia; Rubiales, Gloria; Knudsen, Birgitta R.; Palacios, Francisco; Alonso, Concepcion. The article conveys some information:

The topoisomerase I enzymic inhibition of hybrid quinolino [4,3-b][1,5]naphthyridines I [R1 = H, 9-OMe, 9-Br, 11-Br; R2 = H, tosyl; X = CH2, CO] and quinolino [4,3-b][1,5]naphthyridin-6(5H)-ones II [R3 = H, 9-OMe, 9-Br, 11-Br; X = CH2, CO] were investigated. First, the synthesis of these fused compounds was performed by intramol. [4 + 2]-cycloaddition reaction of functionalized aldimines obtained by the condensation of 3-aminopyridine and unsaturated aldehydes afforded corresponding hybrid 5-tosylhexahydroquinolino [4,3-b][1,5]naphthyridines I [R2 = tosyl; X = CH2] tetrahydroquinolino [4,3-b][1,5]naphthyridin-6(5H)-one compound I [R2 = tosyl; X = CO] with good to high yields. Subsequent dehydrogenation led to the corresponding more unsaturated dihydro [1,5]naphthyridine II [X = CH2] and [1,5]naphthyridin-6(5H)-one derivs II [X = CO] in quant. yields. Deprotection of tosyl group in compounds I [R1 = H, 9-Br; R2 = tosyl; X = CH2] with magnesium in acidic conditions led to hexahydroquinolino[4,3-b][1,5]naphthyridines derivatives I [R1 = H, 9-Br; R2 = H; X = CH2]. The new polycyclic products compounds I and II showed excellent-good activity as topoisomerase I (TopI) inhibitors that lead to TopI induced nicking of plasmids. This was consistent with the compounds acted as TopI poisons resulting in the accumulation of trapped cleavage complexes in the DNA. The cytotoxic effect on cell lines A549, SKOV3 and on non-cancerous MRC5 was also screened. Compound I [R1 = H; R2 = tosyl; X = CO] resulted the most cytotoxic compound with IC50 values of 3.25 ± 0.91μM and 2.08 ± 1.89μM against the A549 cell line and the SKOV3 cell line, resp. Also, compounds I [R1 = H; R2 = tosyl; X = CH2] and II [R3 = H] showed good cytotoxicity against these cell lines. None of the compounds presented cytotoxic effects against non-malignant pulmonary fibroblasts (MRC-5).6-Bromopyridin-3-amine(cas: 13534-97-9Reference of 6-Bromopyridin-3-amine) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Reference of 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Kandhasamy, Mohanraj; Shanmugam, Ganesan; Selvaraj, Balamurugan; Kamaraj, Santhosh; Gunasekeran, Ahalya; Sambandam, Anandan published an article in Optical Materials (Amsterdam, Netherlands). The title of the article was 《A locust bean and pectin polymer blend integrated with thio-bridged pyridinyl additive as a novel cobalt and copper gel electrolyte system for dye-sensitized solar cells》.Quality Control of 2-Bromo-5-methylpyridine The author mentioned the following in the article:

An intensive correlation has been attempted on 2-(pyridin-2-yl)-1-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole ligand-coordinated cobalt and copper metal complex electrolytes (Co2+/3+[ptpbi]3 and Cu1+/2+[ptpbi]2) with blend biopolymer electrolyte based on Locust Bean Gum and Pectin (LP) as a host matrix to enhance the performance of organic DPTCY sensitizer (2D-π-D′-A-π-A). Comparatively, the ligand coupled bulky CF3 acceptor on the para position of benzyl moiety-substituted 2-(pyridin-2-yl)-benzimidazole (on the N-H position) [ptpbi]-coordinated copper metal complex shows a higher redox potential (0.62 V vs NHE) compare to Co2+/3+ redox system. The photovoltaic performance of thio-bridged pyridinyl based organic compounds (MPP and DSP) with/without highly electron-donating substituents (Me group) as an additive in QSSE host for dye-sensitized solar cell applications has been employed. A thorough investigation has been made for blending polysaccharide polymer-based electrolytes E1 to E4 through DSC, FTIR, UV-Vis spectroscopic techniques. The anal. of assembled device as [TiO2/DPTCY Dye/Mn+/m + redox/additive/LP blend biopolymer/Pt] has achieved a maximum PCE of 5.97% under 1 sun (100 mW cm-2) condition with 1.5AM. These results signify a record for copper complex with methyl-substituted thio-bridged pyridinyl (MPP) with higher efficiency. These devices had shown a higher chem. capacitance (6.06 x 10-6 F), recombination resistance (25.5 Ω), charge transfer resistance (5.67 Ω), ionic conductivity (1.568 (S cm-1) x 10-3), electron lifetime (48.97 ms), diffusion coefficient (2.63 x 10-7 cm-2 s), dielec. constant (2.76 x 102) and dielec. loss (4.41 x 103) compared with other substitution-based additives. These additives have trapped the diffusion of Cu2+ and Co3+ ion species has resulted in the constraint resistance and enhancement of the catalytic effect of the counter electrode. The higher charge relaxation time and a neg. shift in the Quasi-Fermi level of TiO2 arise by correlating photocurrent and photovoltage in suppression of recombination reaction. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-methylpyridine(cas: 3510-66-5Quality Control of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

SDS of cas: 13534-97-9In 2012 ,《Design, synthesis and structure-activity-relationship of 1,5-tetrahydronaphthyridines as CETP inhibitors》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Fernandez, Maria-Carmen; Escribano, Ana; Mateo, Ana I.; Parthasarathy, Saravanan; Martin de la Nava, Eva M.; Wang, Xiaodong; Cockerham, Sandra L.; Beyer, Thomas P.; Schmidt, Robert J.; Cao, Guoqing; Zhang, Youyan; Jones, Timothy M.; Borel, Anthony; Sweetana, Stephanie A.; Cannady, Ellen A.; Stephenson, Gregory; Frank, Scott; Mantlo, Nathan B.. The article contains the following contents:

This Letter describes the discovery and SAR optimization of 1,5-tetrahydronaphthyridines, a new class of potent CETP inhibitors. The effort led to the identification of I and II with in vitro human plasma CETP inhibitory activity in the nanomolar range (IC50 = 23 and 22 nM, resp.). Both I and II exhibited robust HDL-c increase in hCETP/hApoA1 dual heterozygous mice model. In addition to this study using 6-Bromopyridin-3-amine, there are many other studies that have used 6-Bromopyridin-3-amine(cas: 13534-97-9SDS of cas: 13534-97-9) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.SDS of cas: 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 3510-66-5In 2021 ,《Ligand-controlled, Pd/CuH-catalyzed reductive cross-coupling of terminal alkenes and N-heteroaryl bromides》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Seo, Sanghyup; Kim, Donghyeon; Kim, Hyunwoo. The article contains the following contents:

The reductive cross-coupling of terminal alkenes and N-heterocyclic bromides had been demonstrated by ligand optimization of Pd and CuH catalysis. The optimized ligands were Briphos, a π-acceptor monodentate phosphorus ligand, for Pd catalysis and DTB-DPPBz, a sterically bulky bidentate phosphorus ligand, for CuH catalysis. These conditions were further applied to the gram-scale production of clathryimine B. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-methylpyridine(cas: 3510-66-5Application of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Application of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

COA of Formula: C6H4N2In 2020 ,《Fluorinated carboxylic acids as powerful building blocks for the formation of bimolecular monolayers》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Pinfold, Harry; Greenland, Christopher; Pattison, Graham; Costantini, Giovanni. The article contains the following contents:

We compare the ability of a prototypical dicarboxylic acid and its fluorinated analog to act as mol. building blocks for the formation of self-assembled monolayers. While fluorination is found to prevent homomol. self-assembly, it greatly increases the ability of the carboxylic acid to act as a hydrogen bond donor for the formation of bimol. networks. In the experiment, the researchers used 4-Cyanopyridine(cas: 100-48-1COA of Formula: C6H4N2)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. COA of Formula: C6H4N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem