Tag: 100-200

Quality Control of Bis(pyridin-2-ylmethyl)amineIn 2019 ,《Degradation of organic dyes by water soluble iron(III) mononuclear complexes from bis-(2-pyridylmethyl)amine NNN-derivative ligands》 appeared in Inorganic Chemistry Communications. The author of the article were Carvalho, Samira S. F.; Carvalho, Nakedia M. F.. The article conveys some information:

This work describes the degradation of the dyes methyl orange (MO), methylene blue (MB), crystal violet (CV), Congo red (CR) and Rhodamine B (RhB), catalyzed by four water soluble mononuclear iron(III) complexes, in presence of hydrogen peroxide. The NNN ligands are bis-(2-pyridylmethyl)amine (BMPA) and three -derivatives: N-methylpropanoate-N,N-bis-(2-pyridylmethyl)amine (MPBMPA), N-propanoate-N,N-bis-(2-pyridylmethyl)amine (PBMPA), N-propanamide-N,N-bis-(2-pyridylmethyl)amine (PABMPA). More than 85% of degradation was achieved after 180 min for all dyes. The complex [Fe(MPBMPA)Cl3] was the most active. Kinetic experiments indicated a two-step reaction, where the intermediate Fe(III)-OOH is the catalytic species in the first step (k1), followed by the hydroxyl radical degradation in the second step (k2). The degradation percentage was well correlated with k2, being the degradation of the dye by the hydroxyl radical the most important step. In addition to this study using Bis(pyridin-2-ylmethyl)amine, there are many other studies that have used Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Quality Control of Bis(pyridin-2-ylmethyl)amine) was used in this study.

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.Quality Control of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Category: pyridine-derivativesIn 2022 ,《A quick and low E-factor waste valorization procedure for CuCl-catalyzed oxidative self-coupling of (hetero)arylboronic acid in pomegranate peel ash extract》 appeared in Green Chemistry Letters and Reviews. The author of the article were Lakshmidevi, Jangam; Ramesh Naidu, Bandameeda; Venkateswarlu, Katta; Hanafiah, Marlia M.; Lakkaboyana, Sivarama Krishna. The article conveys some information:

The application of waste biomass-derived materials to synthetic chem. is a remarkable achievement, and the use of aqueous media is further advancement. The switch towards earth’s abundant metals like cobalt/copper/iron/nickel from precious palladium in C-C coupling reactions is also a high throughput in the global sustainability perspective. Herein, we describe a CuCl-catalyzed homocoupling of (hetero)arylboronic acids (HABAs) in water extract of pomegranate ash (WEPA) with low E-factor of 1.25 without including the column chromatog. separation of products, which helped in understanding the effectiveness of this method on comparison to reported protocols lacking amounts of silica gel and eluents, however, it was 171.64 by including column purification The reactions are conducted at room temperature to deliver self-coupling products with 90-99% yields in 10-45 min under precious metal, ligand, non-renewable base, toxic/problematic organic solvent and added oxidant-free conditions. A wide range of substrates were screened with aryl and heteroaryl moieties containing diversified functional groups. The substitution of earth’s rare metals-based catalysts by abundant copper, exploration of waste to state-of-the-art C-C coupling, use of biorenewable base, aqueous media, ambient conditions, operational simplicity, excellent yields of biaryls and quick reactions are the noteworthy advantages of this protocol. In the experiment, the researchers used many compounds, for example, 2-Pyridinylboronic acid(cas: 197958-29-5Category: pyridine-derivatives)

2-Pyridinylboronic acid(cas: 197958-29-5) belongs to pyridine. Pyridine derivatives lend themselves to many roles in the spirited field of supramolecular chemistry – whether as the ligand backbone of metal-organic polymers or presiding over the key electronic stations of nanodevices. In biochemistry, pyridine-containing cofactors are necessary nutrients on which our lives depend. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Magri, Giuseppina; Folli, Andrea; Murphy, Damien M. published an article in European Journal of Inorganic Chemistry. The title of the article was 《Monitoring the Substrate-Induced Spin-State Distribution in a Cobalt(II)-Salen Complex by EPR and DFT》.Application of 1122-54-9 The author mentioned the following in the article:

Ground state changes of (R,R’)-N,N’-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino Co(II),following coordination of various pyridyl substrate has been examined by CW EPR, pulsed relaxation measurements and DFT. The solution-based Co(II) complex possesses a low spin (LS) state yz,2A2〉 (with g-values of 1.96, 1.895, 3.14). Upon coordination of the pyridyl substrate, the resulting bound adduct reveals a distribution of LS ‘base-on’ species, possessing a z2, 2A1〉 electronic ground state (with g-values of 2.008, 2.2145, 2.46) and a high spin (HS) species (with geff = 4.6). DFT indicated that the energy gap between the LS and HS state is dramatically lowered (ΔE < 25 kJmol-1) following substrate coordination. DFT suggests the main geometrical difference between the LS and HS systems is the severe puckering of the N2O2 ligand backbone. The results revealed a tentative dependency on the pKa-H of the substrates for the spin distribution where, in most cases, the higher pKa-H substrate values favored the HS species.4-Acetylpyridine(cas: 1122-54-9Application of 1122-54-9) was used in this study.

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Franco, Leandro Rezende; Toledo, Kalil Cristhian Figueiredo; Matias, Tiago Araujo; Benavides, Paola Andrea; Cezar, Henrique Musseli; Araujo, C. Moyses; Coutinho, Kaline; Araki, Koiti published an article in Physical Chemistry Chemical Physics. The title of the article was 《Unraveling the acid-base characterization and solvent effects on the structural and electronic properties of a bis-bidentate bridging ligand》.Formula: C6H5NO2 The author mentioned the following in the article:

Understanding the interactions and the solvent effects on the distribution of several species in equilibrium and how it can influence the 1H-NMR properties, spectroscopy (UV-vis absorption), and the acid-base equilibrium can be especially challenging. This is the case of a bis-bidentate bridging ligand bis(2-pyridyl)-benzo-bis(imidazole), where the two pyridyl and four imidazolyl nitrogen atoms can be protonated in different ways, depending on the solvent, generating many isomeric/tautomeric species. Herein, we report a combined theor.-exptl. approach based on a sequential quantum mechanics/mol. mechanics procedure that was successfully applied to describe in detail the acid-base characterization and its effects on the electronic properties of such a mol. in solution The calculated free-energies allowed the identification of the main species present in solution as a function of the solvent polarity, and its effects on the magnetic shielding of protons (1H-NMR chem. shifts), the UV-vis absorption spectra, and the acid-base equilibrium constants (pKas) in aqueous solution Three acid-base equilibrium constants were exptl./theor. determined (pKa1 = 1.3/1.2, pKaa2 = 2.1/2.2 and pKaa5 = 10.1/11.3) involving mono-deprotonated and mono-protonated cis and trans species. Interestingly, other processes with pKaa3 = 3.7 and pKaa4 = 6.0 were also exptl. determined and assigned to the protonation and deprotonation of dimeric species. The dimerization of the most stable neutral species was investigated by Monte Carlo simulations and its electronic effects were considered for the elucidation of the UV-vis absorption bands, revealing transitions mainly with the charge-transfer characteristic and involving both the monomeric species and the dimeric species. The good matching of the theor. and exptl. results provides an atomistic insight into the solvent effects on the electronic properties of this bis-bidentate bridging ligand. In the experimental materials used by the author, we found Picolinic acid(cas: 98-98-6Formula: C6H5NO2)

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.Formula: C6H5NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hosseini, Raziyeh; Ranjbar-Karimi, Reza; Mohammadiannejad, Kazem published an article in 2022. The article was titled 《3,3′-((Arylmethylene)bis(4-methoxy-3,1-phenylene)) dipyridine derivatives as convenient ligands for Suzuki-Miyaura chemo- and homoselective cross-coupling reactions》, and you may find the article in Journal of the Iranian Chemical Society.Product Details of 1692-25-7 The information in the text is summarized as follows:

Four novel N,N-bidentate triarylmethane-based ligands I [Ar = Ph, 4-methylphenyl, 3-nitrophenyl] bearing β-pyridyl residues have been prepared and the catalytic activity of their in-situ generated palladium complexes were studied in the Suzuki-Miyaura cross-coupling reactions. Air and moisture stable 3,3′-((arylmethylene)bis(4-methoxy3,1-phenylene))dipyridines I showed excellent activity in the Suzuki coupling reactions of aryl halides with aryl boronic acids under thermal and sonochem. reaction conditions. The described methodol. provided good to high yields in short reaction times at ambient conditions. Moreover, it offered a straightforward way for Suzuki-Miyaura chemo- and homoselective cross-coupling of aryl halides with Ph boronic acid. The structures of synthesized compounds were fully characterized by FT-IR, 1H-NMR, 13C-NMR, and elemental analyses. The coordination of palladium acetate to nitrogen sites of I [Ar = Ph] was also studied using FTIR spectroscopy, EDX anal. and SEM observations. The in-situ generated Pd-complexes of N,N-bidentate ligands I were described as robust and highly effective catalytic systems for the Suzuki cross-coupling of aryl halides with aryl boronic acids under thermal and sonochem. reaction conditions. In addition to this study using Pyridin-3-ylboronic acid, there are many other studies that have used Pyridin-3-ylboronic acid(cas: 1692-25-7Product Details of 1692-25-7) was used in this study.

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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.Product Details of 1692-25-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Huang, Huan-Ming; Bellotti, Peter; Erchinger, Johannes E.; Paulisch, Tiffany O.; Glorius, Frank published an article in 2022. The article was titled 《Radical Carbonyl Umpolung Arylation via Dual Catalysis》, and you may find the article in Journal of the American Chemical Society.Computed Properties of C6H6BrN The information in the text is summarized as follows:

A series of aryl benzoates I [R = iPr, tBu, cyclohexyl, etc.; R1 = 4-NCC6H4, 2-NCC6H4, 2-pyridyl, etc.] via dual nickel and photoredox catalyzed radical carbonyl umpolung arylation of aldehydes and aryl bromides was reported. This redox-neutral approach provided a complementary method to construct Grignard-type products from (hetero)aryl bromides and aliphatic aldehydes, without the need for prefunctionalization. Sequential activation, hydrogen atom transfer and halogen atom transfer process could directly converted aldehydes to the corresponding ketyl radicals, which further react with aryl-nickel intermediates in an overall polarity-reversal process. This radical strategy tolerated-among others-acidic functional groups, heteroaryl motifs and sterically hindered substrates and was applied in the late-stage modification of drugs and natural products. In the experiment, the researchers used 2-Bromo-5-methylpyridine(cas: 3510-66-5Computed Properties of C6H6BrN)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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.Computed Properties of C6H6BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pham, Thanh Chung; Kim, Hyun Sung; Lee, Songyi published an article in 2021. The article was titled 《Polydiacetylenes Functionalized with Chelidamic Acid and 2,2′-Dipicolylamine for Colorimetric Responses to Cadmium Ions》, and you may find the article in Bulletin of the Korean Chemical Society.Computed Properties of C12H13N3 The information in the text is summarized as follows:

A novel polydiacetylene-linked ligand derived from the reaction between chelidamic acid and bis(pyridin-2-ylmethyl)amine (PDA-CB) showed excellent selectivity and sensitivity for Cd2+ ions compared with other metal ions, including Zn2+. An obvious color change between PDA-CB and PDA-CB + Cd2+ is clearly visible to the naked eye. The Cd2+-responsive color change of PDA-CB is attributed to the coordination between Cd2+ and CB ligand units and has been characterized by 1H NMR titrationBis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Computed Properties of C12H13N3) was used in this study.

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.Computed Properties of C12H13N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Schaffner, Arnaud-Pierre; Sansilvestri-Morel, Patricia; Despaux, Nicole; Ruano, Elisabeth; Persigand, Thierry; Rupin, Alain; Mennecier, Philippe; Vallez, Marie-Odile; Raimbaud, Eric; Desos, Patrice; Gloanec, Philippe published an article in 2021. The article was titled 《Phosphinanes and Azaphosphinanes as Potent and Selective Inhibitors of Activated Thrombin-Activatable Fibrinolysis Inhibitor (TAFIa)》, and you may find the article in Journal of Medicinal Chemistry.Category: pyridine-derivatives The information in the text is summarized as follows:

Selective and potent inhibitors of activated thrombin activatable fibrinolysis inhibitor (TAFIa) have the potential to increase endogenous and therapeutic fibrinolysis and to behave like profibrinolytic agents without the risk of major hemorrhage, since they do not interfere either with platelet activation or with coagulation during blood hemostasis. Therefore, TAFIa inhibitors could be used in at-risk patients for the treatment, prevention, and secondary prevention of stroke, venous thrombosis, and pulmonary embolisms. In this paper, we describe the design, the structure-activity relationship (SAR), and the synthesis of novel, potent, and selective phosphinanes and azaphosphinanes as TAFIa inhibitors. Several highly active azaphosphinanes display attractive properties suitable for further in vivo efficacy studies in thrombosis models. The experimental process involved the reaction of 2-Pyridinylboronic acid(cas: 197958-29-5Category: pyridine-derivatives)

2-Pyridinylboronic acid(cas: 197958-29-5) belongs to pyridine. Pyridine derivatives lend themselves to many roles in the spirited field of supramolecular chemistry – whether as the ligand backbone of metal-organic polymers or presiding over the key electronic stations of nanodevices. In biochemistry, pyridine-containing cofactors are necessary nutrients on which our lives depend. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Olson, Kirk L.; Holt, Melissa C.; Ciske, Fred L.; Kramer, James B.; Heiple, Paige E.; Collins, Margaret L.; Johnson, Carrie M.; Ho, Chi S.; Morano, M. Ines; Barrett, Stephen D. published their research in Bioorganic & Medicinal Chemistry Letters in 2021. The article was titled 《Novel amide and imidazole compounds as potent hematopoietic prostaglandin D2 synthase inhibitors》.Formula: C5H6BNO2 The article contains the following contents:

In seeking novel and potent small mol. hematopoietic prostaglandin D2 synthase (H-PGDS) inhibitors as potential therapies for PGD2-mediated diseases and conditions, we explored a series comprising multiple aryl/heteroaryl rings attached in a linear arrangement. Each compound incorporates an amide or imidazole “”linker”” between the pyrimidine or pyridine “”core”” ring and the “”tail”” ring system. We synthesized and screened twenty analogs by fluorescence polarization binding assay, thermal shift assay, glutathione S-transferase inhibition assay, and a cell-based assay measuring suppression of LPS-induced PGD2 stimulation. Amide analogs show ten-fold greater shift in the thermal shift assay in the presence of glutathione (GSH) vs. the same assay run in the absence of GSH. The imidazole analogs did not produce a significant change in thermal shift between the two assay conditions, suggesting a possible stabilization effect of the amide linker in the synthase-GSH-inhibitor complex. Imidazole analog 23, (KMN-010034) demonstrates superior potency across the in vitro assays and good in vitro metabolic stability in both human and guinea pig liver microsomes. The experimental process involved the reaction of 2-Pyridinylboronic acid(cas: 197958-29-5Formula: C5H6BNO2)

2-Pyridinylboronic acid(cas: 197958-29-5) 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.Formula: C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Matsuoka, Keitaro; Komami, Narumi; Kojima, Masahiro; Mita, Tsuyoshi; Suzuki, Kimichi; Maeda, Satoshi; Yoshino, Tatsuhiko; Matsunaga, Shigeki published their research in Journal of the American Chemical Society in 2021. The article was titled 《Chemoselective Cleavage of Si-C(sp3) Bonds in Unactivated Tetraalkylsilanes Using Iodine Tris(trifluoroacetate)》.Formula: C7H9NO The article contains the following contents:

Herein chemoselective cleavage of Si-C(sp3) bonds of unactivated tetraalkylsilanes was reported using iodine tris(trifluoroacetate). The reaction proceeded smoothly under mild conditions (-50°C to room temperature) and tolerated various polar functional groups, thus enabling subsequent Tamao-Fleming oxidation to provide the corresponding alcs. NMR experiments and d. functional theory calculations on the reaction indicated that the transfer of alkyl groups from Si to the I(III) center and the formation of the Si-O bond proceed concertedly to afford an alkyl-λ3-iodane and silyl trifluoroacetate. The developed method enabled the use of unactivated tetraalkylsilanes as highly stable synthetic precursors. In the part of experimental materials, we found many familiar compounds, such as 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Formula: C7H9NO)

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.Formula: C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem