Category: pyridine-derivatives

Goncalves, Theo P. published the artcileMetal-Ligand Cooperative Reactivity in the (Pseudo)-Dearomatized PN^x(P) Systems: The Influence of the Zwitterionic Form in Dearomatized Pincer Complexes, SDS of cas: 338800-13-8, the publication is Journal of the American Chemical Society (2017), 139(38), 13442-13449, database is CAplus and MEDLINE.

The concept of aromaticity in pincer ligands and complexes was discussed in order to provide insights into their metal-ligand cooperative activities. The aromatic PN^x(P) and dearomatized PN^x(P)* pincer ligands and the corresponding transition metal complexes were studied with the nucleus-independent chem. shift (NICS_zz), anisotropy of the current (induced) d. (ACID), isochem. shielding surfaces (ICSS_zz), harmonic oscillator model of aromaticity (HOMA), MCBO, Shannon aromaticity, and natural bond order (NBO) analyses. The study on the model systems showed that for the dearomatized species the decrease of the NICS(1)_zz value comes with the larger contribution of the aromatic zwitterionic mesomeric form. In all examples, the incorporation of the metal center into the pincer ligand decreases the NICS(1)_zz values. The DFT calculations support the dearomatized pyridine ring in PNP* or PNN* ligand indeed being nonaromatic, in contrast to the PN³(P)* ligand which has partial aromatic character due to the larger contribution of the zwitterionic resonance structure. The difference in aromaticity between the rings contributes to the thermodn. balance of the metal ligand cooperative reactions, changing the energetics of the process when different dearomatized pincer ligands are used. This was further exemplified by aromaticity anal. of the heterolytic hydrogen cleavage reaction of ruthenium PNN complexes of Milstein and the PN³ of Huang, with similar geometries but distinctive thermodn. preference.

Journal of the American Chemical Society published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, SDS of cas: 338800-13-8.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wang, Xinyi published the artcileRapid screening of illegal additives in functional food using atmospheric pressure solids analysis probe coupled to a portable mass spectrometer, Recommanded Product: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, the publication is Journal of Pharmaceutical and Biomedical Analysis (2022), 114722, database is CAplus and MEDLINE.

Pharmaceutical drugs like Sildenafil are illegally added to functional food such as nutritional supplements and herbal remedies to deliver drugs without a regular prescription to consumers. Rapid screening of illegal additives is desirable for the public security department. The seized samples are often large in number and unknown in composition; methods are needed for qual. screening of unknown samples. Here, a new approach is presented based on atm. pressure solids anal. probe (ASAP) coupled with single-quadrupole mass spectrometer to rapidly screen 42 common illegal additives in six categories of functional food. The ASAP-MS method could be applied to solid or liquid sample anal. with a very simple pre-treatment and no LC chromatog. separation, using a home-built library; the identification of suspicious additives could be obtained rapidly. More importantly, the approach is sensitive enough for complex matrix samples like coffee samples. 21 batches of seized unknown samples were tested by the ASAP-MS, and the pos. results were confirmed by LC-MS/MS(QQQ), indicating that the ASAP-MS method is effective and reliable. The ASAP-MS with home-built library is a promising method for rapid screening of illegal additives in functional food, which could be widely used in the grassroots police station that lack professional laboratory environment.

Journal of Pharmaceutical and Biomedical Analysis published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C9H8BNO2, Recommanded Product: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wu, Guanglu published the artcileQuantitative Supramolecular Heterodimerization for Efficient Energy Transfer, Name: 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, the publication is Angewandte Chemie, International Edition (2020), 59(37), 15963-15967, database is CAplus and MEDLINE.

The challenge of quant. forming self-assembled heterodimers without other equilibrium byproducts is overcome through self-sorting favored by the introduction of designed shape-complementary moieties. Such a supramol. strategy based on cucurbit[8]uril-directed dimerization is further applied to generate hetero-chromophore dimers quant., leading to efficient energy transfer (>85%) upon photoexcitation.

Angewandte Chemie, International Edition published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C9H22OSi, Name: 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kim, Min Jun published the artcileHeme oxygenase-1 gene delivery for altering high mobility group box-1 protein in pancreatic islet, Synthetic Route of 21829-25-4, the publication is Journal of Controlled Release (2022), 326-337, database is CAplus and MEDLINE.

Pancreatic islet transplantation is a promising strategy for the treatment of type I diabetes. High-mobility group box-1 (HMGB1), highly expressed in islet cells, is a potent immune stimulator in immune rejection. Heme oxygenase-1 (HO1) gene therapy can modulate the release of HMGB1 by altering intracellular mols. for successful cell transplantation. After delivery of the heme oxygenase-1 (HO1) gene to islet cells using an adeno-associated viral vector (AAV), it was evaluated the changes in cytoplasmic Ca2+ ions and calcineurin activity as well as histone acetyltransferase (HAT) and Poly(ADP) ribose polymerase-1 (PARP-1). Inhibition of HMGB1 release was evaluated through altering these intracellular mols. Then, after transplantation of HO1-transduced islets, the therapeutic effect of them was evaluated through measuring blood glucose level to diabetic mice and through immunohistochem. anal. The transduced HO1 gene significantly inhibited HMGB1 release in islets that was under the cell damage by hypoxia exposure. It was confirmed that this result was initially due to the decrease in cytoplasmic Ca2+ ion concentration and calcineurin activity. In addition, the delivered HO1 gene simultaneously reduced the activity of HAT and PARP-1, which are involved in the translocation of HMGB1 from the nucleus to the cytoplasm. As a result, when the HO1 gene-transduced islets were transplanted into diabetic mice, the treatment efficiency of diabetes was effectively improved by increasing the survival rate of the islets. Collectively, these results suggest that HO1 gene transfer can be used for successful islet transplantation by altering the activity of intracellular signal mols. and reducing HMGB1 release.

Journal of Controlled Release published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C17H18N2O6, Synthetic Route of 21829-25-4.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Aoki, Toshihiro published the artcileOptimizing the Physicochemical Properties of Raf/MEK Inhibitors by Nitrogen Scanning, Synthetic Route of 18437-58-6, the publication is ACS Medicinal Chemistry Letters (2014), 5(4), 309-314, database is CAplus and MEDLINE.

Substituting a carbon atom with a nitrogen atom (nitrogen substitution) on an aromatic ring in our leads I and II (X⁸ = X⁹ = CH) by applying nitrogen scanning afforded a set of compounds that improved not only the solubility but also the metabolic stability. The impact after nitrogen substitution on interactions between a derivative and its on- and off-target proteins (Raf/MEK, CYPs, and hERG channel) was also detected with most of them contributing to weaker interactions. After identifying the positions that kept inhibitory activity on HCT116 cell growth and Raf/MEK, compound II (X⁸ = X⁹ = N) (CH5126766/RO5126766) was selected as a clin. compound A phase I clin. trial is ongoing for solid cancers.

ACS Medicinal Chemistry Letters published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Synthetic Route of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Maeda, Hideko published the artcileCharacterization of inclusion complexes of betahistine with β-cyclodextrin and evaluation of their anti-humidity properties, Name: N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate, the publication is Journal of Inclusion Phenomena and Macrocyclic Chemistry (2016), 86(3-4), 337-342, database is CAplus.

The formation of inclusion complexes between betahistine (BTH) and the β-CD derivatives were investigated. The binding constant (K_c) of the BTH/β-cyclodextrin (β-CD) inclusion complex was determined to be 1400 L/mol based on UV data. The structure of the BTH/β-CD complex in aqueous solution was examined by ¹H-¹H rotating frame nuclear Overhauser effect spectroscopy (ROESY) NMR, and the pyridine ring and side chain moiety of the BTH mol. were found to be inserted from the secondary hydroxyl face of the β-CD. The thermal properties of the solid BTH/β-CD inclusion complexes prepared by kneading and freeze-drying methods were studied by differential scanning calorimetry, and for comparison, solid betahistine mesilate (BTHm)/β-CD inclusion complexes were similarly prepared Humidity tests showed that the solid BTH/β-CD complexes exhibited less moisture absorption compared to the BTHm alone and BTHm/β-CD complexes.

Journal of Inclusion Phenomena and Macrocyclic Chemistry published new progress about 54856-23-4. 54856-23-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Amine,Inhibitor,Inhibitor, name is N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate, and the molecular formula is C10H20N2O6S2, Name: N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Ishida, Naoki published the artcileSynthesis of Pyridine-N-oxide-Borane Intramolecular Complexes by Palladium-Catalyzed Reaction of 2-Bromopyridine-N-oxides with Alkynyltriarylborates, Application In Synthesis of 971-66-4, the publication is Organic Letters (2011), 13(12), 3008-3011, database is CAplus and MEDLINE.

Pyridine-N-oxide-borane intramol. complexes, e.g., I, having an aza-stilbene π-framework were synthesized by the Pd-catalyzed coupling reactions of 2-bromopyridine-N-oxides with alkynyltriarylborates. E.g., reaction of 2-bromo-5-methoxypyridine-N-oxide and HN(ⁱPr)₂ in toluene at room temperature with [Me₄N][HCCBPh₃] in the presence of [PdCl(π-allyl)]₂/DPEPhos catalyst to give I in 79% yield.

Organic Letters published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, Application In Synthesis of 971-66-4.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Katagiri, Takayuki published the artcileVisible light-induced reduction properties of diphenylviologen with water-soluble porphyrin, Related Products of pyridine-derivatives, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (2018), 368-373, database is CAplus.

Mol. conversion reaction system containing a dye and a biocatalyst catalyzing a reaction of a carbon-carbon bond formation from CO₂ as a feedstock were constructed. For example, NADP-malic enzyme (ME, EC1.1.1.40) catalyzes the reaction of introducing CO₂ as a carboxy group to pyruvate (C3 compound) to form malate (C4 compound) via oxaloacetate in the presence of natural co-enzyme NADPH. In a recent study, visible light-induced oxaloacetate production from pyruvate and CO₂ with the system consisting an electron donor, a photosensitizer, diphenylviologen (PV²⁺) derivative as an electron mediator and ME was reported. However, the visible light-induced reduction properties of PV²⁺ with water-soluble Zn porphyrin have not been clarified. In this study, chem. and photo-redox properties of PV²⁺ were studied. In addition, to produce malate, CO₂ saturated reaction solution containing triethanolamine, tetraphenylporphine tetrasulfonate (H₂TPPS), pyruvate, PV²⁺ and ME in the presence of Mg²⁺, co-factor for ME was irradiated with visible-light, the oxaloacetate and malate were produced.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C22H18Cl2N2, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Lee, Li-Chen published the artcileFunctionalized polymer-supported pyridine ligands for palladium-catalyzed C(sp³)-H arylation, Application In Synthesis of 18437-58-6, the publication is ACS Catalysis (2016), 6(8), 5245-5250, database is CAplus.

Palladium trifluoroacetate, ligated to polymer-anchored 2-methylpyridine ligands, catalyzed C(sp³)-H bond activation and arylation of N-phthalimido-L-alaninamide with iodoarenes ArI, giving monoarylated products, ArCH₂CH(NPhth)CONHAr^F (2, Phth = 1,2-(CO)₂C₆H₄, Ar^F = 4-CF₃C₆H₄). The use of ligands to tune the reactivity and selectivity of transition-metal catalysts for C(sp³)-H bond activation is a current central challenge. One of us previously developed an uncommon example of a homogeneous catalyst that performs controlled C(sp³)-H arylation using pyridine derivatives as ligands, along with Pd [Science, 2014, 343, 1216-1220]. In this work, we report a functionalizable and tunable polymer support used in the immobilization of pyridine derivatives that yields a soluble, polymeric ligand platform facilitating C(sp³)-H activation reactions with good yields, selectivities differing from the homogeneous catalyst, and recovery of Pd. Unlike the homogeneous system, the supported catalysts in Pd-catalyzed C-H monoarylation reactions respond sensitively to the steric hindrance of the coupling partners.

ACS Catalysis published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application In Synthesis of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zhang, Han published the artcileDesign, synthesis and biological activities of piperidine-spirooxadiazole derivatives as α7 nicotinic receptor antagonists, Product Details of C6H8BNO3, the publication is European Journal of Medicinal Chemistry (2020), 112774, database is CAplus and MEDLINE.

7 Nicotinic acetylcholine receptors (nAChRs) expressed in the nervous and immune systems was suggested to play important roles in the control of inflammation. However, the lack of antagonist tools specifically inhibiting α7 nAChR impedes the validation of the channel as therapeutic target. To discover a selective α7 antagonist, a pharmacophore-based virtual screening and identified a piperidine-spirooxadiazole derivative T761-0184 that acts as a α7 antagonist. A series of novel piperidine-spirooxadiazole derivatives were subsequently synthesized and evaluated using two-electrode voltage clamp (TEVC) assay in Xenopus oocytes. Lead compounds from two series inhibited α7 with their IC₅₀ values ranging from 3.3μM to 13.7μM. Compound 3-(4-Bromophenyl)-8-methyl-1-oxa-2,4,8-triazaspiro[4.5]dec-2-ene exhibited α7 selectivity over other α4β2 and α3β4 nAChR subtypes. The anal. of structure-activity relationship (SAR) provides valuable insights for further development of selective α7 nAChR antagonists.

European Journal of Medicinal Chemistry published new progress about 1008506-24-8. 1008506-24-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Pyridine,Boronic Acids,Boronic acid and ester, name is 3-Methoxypyridine-4-boronic acid, and the molecular formula is C13H10F2, Product Details of C6H8BNO3.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem