Pyridine-derivatives

《An improved synthesis of (hydroxymethyl)bipyridines》 was written by Smith, Adam P.; Corbin, Perry S.; Fraser, Cassandra L.. Formula: C12H10Cl2N2 And the article was included in Tetrahedron Letters on April 15 ,2000. The article conveys some information:

Quick and efficient syntheses of 4,4′-bis(hydroxymethyl)-2,2′-bipyridine and 4-(hydroxymethyl)-2,2′-bipyridine are described starting from 4,4′-dimethyl-2,2′-bipyridine and 4-methyl-2,2′-bipyridine, resp., via (trimethylsilyl)methyl-, bromomethyl-, and acetoxymethyl intermediates. After reading the article, we found that the author used 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Formula: C12H10Cl2N2)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Formula: C12H10Cl2N2 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Selective recognition of Zn(II) ions in live cells based on chelation enhanced near-infrared fluorescent probe》 was written by Zhang, Yibin; Yuan, Binfang; Ma, Dongge. Synthetic Route of C12H13N3This research focused onZn chelation IR fluorescent probe. The article conveys some information:

A near-IR fluorescent (NIR) probe NR-Zn (I), which consists of a dicyanoisophorone derivative and an Zn(II) ion recongnitive dipicolylamine moiety, was synthesized and applied to detect Zn(II) ions concentration change in living cell. This NR-Zn probe exhibits a strong turn-on fluorescence response toward Zn(II) ions when excited at 545 nm and has other advantages, such as rapid response (<20 s), large Stokes shift (131 nm), low cytotoxicity and good photostability. Moreover, it has been succesfully applied to monitor Zn(II) ions in Hela cells. 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: 1539-42-0Synthetic Route 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.Synthetic Route of C12H13N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Single-component white polymer light-emitting diode (WPLED) based on a binary tris-pyrazolonate-Sm-complex》 was written by Liu, Jiaxiang; Li, Wentao; Wang, Baowen; He, Yani; Miao, Tiezheng; Lu, Xingqiang; Fu, Guorui. Synthetic Route of C5H3Br2NThis research focused ontrispyrazolonate samerium complex white polymer light emitting diode. The article conveys some information:

Based on the doping of the binary tris-pyrazolate-Sm3+ complex [Sm(tba-PMP)3(5-Br-2,2′-bpy)] (1; 5-Br-2,2′-bpy = 5-bromo-2,2′-bipyridine and (Htba-PMP = 1-phenyl-3-methyl-4-(tert-butylacetyl)-5-pyrazolone)) with an efficient orange-light into the PVK (poly(N-vinylcarbazole)) host, the obtained PVK@1 films exhibit the dichromatic color-tuning (white-light to purplish-pink and to pink) characters strictly relative to the Sm3+-doping content and the λex wavelength. Further using the PVK@1 film (10:1; wt/wt) with the straightforward white-light (φPL = 5.8%) as the emitting layer, its single-component solution-processed WPLED gives the electroluminescent performance (LMax of 157 cd/m2, ηMaxc of 0.65 cd/A and the white-light-emitting stability) satisfactory enough for portable full-color flat displays. In the experimental materials used by the author, we found 2,5-Dibromopyridine(cas: 624-28-2Synthetic Route of C5H3Br2N)

2,5-Dibromopyridine(cas: 624-28-2) 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.Synthetic Route of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Auvray, Thomas; Del Secco, Benedetta; Dubreuil, Amelie; Zaccheroni, Nelsi; Hanan, Garry S. published an article on January 4 ,2021. The article was titled 《In-Depth Study of the Electronic Properties of NIR-Emissive κ3N Terpyridine Rhenium(I) Dicarbonyl Complexes》, and you may find the article in Inorganic Chemistry.Electric Literature of C20H14N4 The information in the text is summarized as follows:

The structure-properties relationship in a series of carbonyl rhenium(I) complexes based on substituted terpyridine ligands of general formula [Re(κxN-Rtpy)(CO)yL]n+ is explored by both exptl. and theor. methods. In these compounds, the terpyridine ligands adopt both bidentate (κ2N) and terdentate (κ3N) coordination modes associated with three or two carbonyls, resp. Conversion from the κ2N to the κ3N coordination mode leads to large changes in the absorption spectra and oxidation potentials due to destabilization of the HOMO level of each complex. The absorption profiles of the κ3N complexes cover the whole visible spectra with lower maxima around 700 nm, tailing out to 800 nm, while no emission is observed with Br- as the axial ligand L. When the axial ligand is modified from the native halide to pyridine or triphenylphosphine, the lowest absorption band is blue-shifted by 60 and 90 nm, resp. These cationic complexes are near-IR emitters with emission maxima between 840 and 950 nm for the pyridine compounds and 780-800 nm for the triphenylphosphine compounds Conversion from the κ2N to the κ3N coordination mode of the terpyridine ligand in Re(I) carbonyl complexes leads to major changes in their electronic properties. The absorption profiles of the κ3N complexes cover the whole visible spectra and can be finely tuned by changing the ancillary ligand L. For complexes with L = pyridine. PPh3, near-IR emission (780-950 nm) with unusually high quantum yields (0.02-0.7%) for this class of compounds is reported. After reading the article, we found that the author used 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3Electric Literature of C20H14N4)

4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Electric Literature of C20H14N4The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fiore, Gina L.; Goguen, Brenda N.; Klinkenberg, Jessica L.; Payne, Sarah J.; Demas, J. N.; Fraser, Cassandra L. published an article in Inorganic Chemistry. The title of the article was 《Ruthenium Tris(bipyridine) Complexes with Sulfur Substituents: Model Studies for PEG Coupling》.Recommanded Product: 138219-98-4 The author mentioned the following in the article:

Ruthenium polypyridyl complexes are incorporated into polymers for sensing and light emitting materials applications. Coupling reactions between metal complexes and polymers are one route to polymeric metal complexes. In an effort to increase conjugation efficiency, tune materials properties, and introduce a responsive crosslink, ruthenium tris(bipyridine) derivatives with sulfur substituents were synthesized and compared to oxygen analogs. Difunctional thiols, thioesters, thioethers, and disulfides, as well as hexafunctional nonpolymeric model systems, were explored. Upon exposure to oxygen, the thiol derivative was readily oxidized. These studies guided Ru(bpy)3 PEG coupling reactions with disulfide and thioether linkages, which proceeded to ∼80% and ∼60% yield, resp. The luminescence properties of the Ru PEG derivatives and model systems were investigated. The emission spectra and lifetimes for all complexes in CH3CN under an inert atm. are comparable to [Ru(bpy)3]Cl2. Lifetime data for nonpolymeric analogs fit to a single exponential decay indicating heterogeneity, suggesting sample homogeneity, whereas data for polymers fit to a multiexponential decay. In contrast to certain [Ru(bpy)3]2+/thiol mixtures, no intramol. quenching by the sulfide is observed for [Ru(bpy)2{bpy(CH2SH)2}](PF6)2. Emission spectra red shift and multiexponential decay are noted for the oxidized Ru thiol product. The rates of oxygen quenching are slower for Ru PEG derivatives than those for nonpolymeric analogs, which may be attributed to shielding effects of the polymer chain. In the experiment, the researchers used 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Recommanded Product: 138219-98-4)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Recommanded Product: 138219-98-4 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2020,Dalton Transactions included an article by Busto, Natalia; Carrion, M. Carmen; Montanaro, Sonia; Diaz de Grenu, Borja; Biver, Tarita; Jalon, Felix A.; Manzano, Blanca R.; Garcia, Begona. Category: pyridine-derivatives. The article was titled 《Targeting G-quadruplex structures with Zn(II) terpyridine derivatives: a SAR study》. The information in the text is summarized as follows:

Based on the ability of terpyridines to react with G-quadruplex DNA (G4) structures along with the interest aroused by Zn as an essential metal center in many biol. processes, the authors synthesized and characterized six Zn chloride or nitrate complexes containing terpyridine ligands with different 4′-substituents. The authors have studied their interaction with G4 and their cytotoxicity. The exptl. results revealed that the leaving group exerts a strong influence on the cytotoxicity, since the complexes bearing chloride were more cytotoxic than their nitrate analogs and an effect of the terpyridine ligand was also observed The thermal stabilization profiles showed that the greatest stabilization of hybrid G4, Tel22, was observed for the Zn complexes bearing the terpyridine ligand that contained one or two methylated 4-(imidazol-1-yl)phenyl substituents, 3Cl and 3(L)2, resp., probably due to their extra pos. charge. Stability and aquation studies for these complexes were carried out and no ligand release was detected. Complexes 3Cl and 3(L)2 were successfully internalized by SW480 cells and they seemed to be localized mainly in the nucleolus. The highest cytotoxicity, G4 selectivity and G4 affinity determined by fluorescence and ITC experiments, and subcellular localization quantified by ICP-MS measurements, rendered 3Cl a very interesting complex from a biol. standpoint. The experimental process involved the reaction of 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3Category: pyridine-derivatives)

4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Category: pyridine-derivativesThe lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zheng, Yanping; Tan, Yan; Zhou, Wanli; Hao, Xiangrong; Liu, Xuekun; Peng, Jun published their research in Inorganic Chemistry on August 16 ,2021. The article was titled 《Three Polyoxovanadates-Based Organic-Inorganic Hybrids: Structural Variation, Bifunctional Electrocatalytic Activities, and Computational Studies》.COA of Formula: C20H14N4 The article contains the following contents:

Three bimetallic organic-inorganic hybrids based on the [V2O6]2- building unit, [Cu(pty)(V2O6)]·H2O (1), [Cu(pty)(V2O6)] (2), [Cu(tpy)(V2O6)] (3), (pty = 4′-(4”-pyridyl)-2,2′:6′,2”-terpyridine, tpy = 2,2′:6′,2”-terpyridine), were synthesized via a one-pot method. Hybrid 1 has a 1D straight chain architecture with [V2O6]2- clusters and Cu-pty complexes; hybrids 2 and 3 possess a 2D sheet structure including 10-membered rings assembled from four [Cu(pty)]2+ motifs and six [V2O6]2- clusters in 2, and two [Cu(tpy)]2+ units and eight [V2O6]2- clusters in 3. Noteworthy, hybrids 1-3 can be employed as bifunctional electrocatalysts for electroreduction of nitrite and electrooxidation of ascorbic acid. Addnl., theor. calculations including the mol. electrostatic potential and the frontier MO were performed to estimate the electronic structure of hybrids 1-3. The natural bond orbital anal. was also calculated to interpret the electron charge distribution. The experimental part of the paper was very detailed, including the reaction process of 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3COA of Formula: C20H14N4)

4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. COA of Formula: C20H14N4The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Wang, Hong; Wang, Guanghui; Li, Pengfei published 《Iridium-catalyzed intermolecular directed dehydrogenative ortho C-H silylation》.Organic Chemistry Frontiers published the findings.Computed Properties of C7H9NO The information in the text is summarized as follows:

An efficient method for iridium-catalyzed direct silylation of C(sp2)-H and C(sp3)-H bonds using HSiMe(OSiMe3)2 as the silylating reagent is described. The reaction is amenable to various directing groups under simple and mild conditions leading to the mono- and regioselective synthesis of versatile organosilane compounds2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Computed Properties of C7H9NO) was used in this study.

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) 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.Computed Properties of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Materials Today: Proceedings included an article by Mazur, D.; Pariiska, O.; Kurys, Y.. Synthetic Route of C5H7N3. The article was titled 《Co-N-C electrocatalysts derived from nitrogen containing conjugated polymers for hydrogen evolution》. The information in the text is summarized as follows:

New Co-N-C electrocatalysts for hydrogen evolution reaction (HER) were successfully prepared via heat treatment of a series of nitrogen containing conjugated polymers – N-CP (poly-m-phenylenediamine, poly-8-aminoquinoline, poly-2,6-diaminopyridine, poly-5-aminoindole) with carbon black and Co(NO3)2. For the first time, we demonstrated influence of the N-CP type, like a nitrogen precursor, on activity toward HER of Co-N-C composites in acidic media, which may be related, in particular, to the differences in the mol. structure of polymers. It was found, that the best HER performance inherent to an electrocatalyst obtained based on poly-5-aminoindole (overpotential at 5 mA/cm2 ∼ 177 mV, Tafel slope – 132 mV/dec). According to obtained exptl. data, it was assumed that the hydrogen evolution on Co-N-C catalysts takes place by the Volmer-Heyrovsky mechanism and the Volmer step is rate-limiting. The experimental part of the paper was very detailed, including the reaction process of 2,6-Diaminopyridine(cas: 141-86-6Synthetic Route 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.Synthetic Route of C5H7N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Bioreducible Zinc(II)-Dipicolylamine Functionalized Hyaluronic Acid Mediates Safe siRNA Delivery and Effective Glioblastoma RNAi Therapy》 were Zheng, Meng; Yang, Zhipeng; Chen, Shizhu; Wu, Haigang; Liu, Yang; Wright, Amanda; Lu, Jeng-Wei; Xia, Xue; Lee, Albert; Zhang, Jinchao; Yin, Huijun; Wang, Yingze; Ruan, Weimin; Liang, Xing-Jie. And the article was published in ACS Applied Bio Materials in 2019. Application In Synthesis of Bis(pyridin-2-ylmethyl)amine The author mentioned the following in the article:

RNA interference (RNAi) is an emerging therapeutic modality for tumors. However, lack of a safe and efficient small interfering RNA (siRNA) delivery system limits its clin. application. Here, we report a bioreducible and less-cationic siRNA delivery carrier by conjugating Zn(II)-dipicolylamine complexes (Zn-DPA) onto hyaluronic acid (HA) via a redox-sensitive disulfide (-SS-) linker. Such polymer conjugates can formulate stable siRNA nanomedicines via coordination between zinc ions of DPA and the anionic phosphate of siRNA. After the conjugates are taken up by cells, intracellular reduction stimulus subsequently triggers the release of siRNAs and elucidates the desired RNAi effect. Our studies showed the formulated siRNA nanomedicines can be efficiently delivered into tumor cells/tissues and mediates less cytotoxicities both in vitro and in vivo. More importantly, when applied in a xenograft glioblastoma tumor model, this siRNA nanomedicine demonstrated significantly enhanced antitumor ability comparing to naked siRNA. This work demonstrates that such bioreducible Zn-DPA-functionalized HA conjugates without using cationic material as a siRNA carrier represents a promising direction for RNAi-based cancer therapy.Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Application In Synthesis 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. 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. Application In Synthesis of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem