Day: January 6, 2023

A novel class of potent NF-κB signaling inhibitors was written by Leban, Johann;Baierl, Marcel;Mies, Jan;Trentinaglia, Viola;Rath, Sandra;Kronthaler, Kerstin;Wolf, Kristina;Gotschlich, Astrid;Seifert, Markus H. J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Synthetic Route of C11H20N2O2S This article mentions the following:

A novel class of NF-κB pathway signaling inhibitors was discovered by virtual screening, medicinal chem., and QSAR anal. An initial set of compounds inhibited NF-κB signaling in a whole cell reporter gene assay in the micro-molar range. Activity was improved step by step by medicinal chem. to yield nano-molar signaling inhibitors. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1Synthetic Route of C11H20N2O2S).

tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Synthetic Route of C11H20N2O2S

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electronic Communication in Confined Space Coronas of Shell-by-Shell Structured Al₂O₃ Nanoparticle Hybrids Containing Two Layers of Functional Organic Ligands was written by Stiegler, Lisa M. S.;Hirsch, Andreas. And the article was included in Chemistry – A European Journal in 2019.Formula: C17H30BrN This article mentions the following:

A first series of examples for confined space interactions of electron-rich and electron-poor mols. organized in an internal corona of shell-by-shell (SbS)-structured Al₂O₃ nanoparticle (NP) hybrids is reported. The assembly concept of the corresponding hierarchical architectures relies on both covalent grafting of phosphonic acids on the NPs surface (SAMs formation; SAM=self-assembled monolayer) and exohedral interdigitation of orthogonal amphiphiles as the second ligand layer driven by solvophobic interactions. The electronic communication between the chromophores of different electron demand, such as pyrenes, perylenediimides (PDIs; with and without pyridinium bromide headgroups) and fullerenes was promoted at the layer interface. In this work, it is demonstrated that the efficient construction principle of the bilayer hybrids assembled around the electronically “innocent” Al₂O₃ core is robust enough to achieve control over electronic communication between electron-donors and -acceptors in the interlayer region. The electronic interactions between the electron-accepting and electron-donating moieties approaching each other at the layer interface were monitored by fluorescence measurements. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Formula: C17H30BrN).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Formula: C17H30BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lanthanide-based peptide-directed Vis/NIR imaging and inhibition of LMP1 was written by Chau, Ho-Fai;Wu, Yue;Fok, Wan-Yiu;Thor, Waygen;Cho, William Chi-Shing;Ma, Ping’an;Lin, Jun;Mak, Nai-Ki;Bunzli, Jean-Claude G.;Jiang, Lijun;Long, Nicholas J.;Lung, Hong Lok;Wong, Ka-Leung. And the article was included in JACS Au in 2021.Synthetic Route of C6H6BrNO This article mentions the following:

A lanthanide-based peptide-directed bioprobe LnP19 (Ln = Eu or Yb) is designed as an impressive example of a small mol.-based dual-functional probe for the EBV oncoprotein LMP1. The peptide P19 (Pra-KAhx-K-LDLALK-FWLY-K-IVMSDKW-K-RrRK) is designed to selectively bind to LMP1 by mimicking its TM1 region during oligomerization in lipid rafts while signal transduction is significantly suppressed. Immunofluorescence imaging and Western blotting results reveal that P19 can effectively inactivate the oncogenic cellular pathway nuclear factor κB (NF-κB) and contribute to a selective cytotoxic effect on LMP1-pos. cells. By conjugation with cyclen-based europium(III) and ytterbium(III) complexes, EuP19 and YbP19 were constructed to offer visible and near-IR LMP1-targeted imaging and cancer monitoring. In addition to the ability to target and inhibit LMP1 and to selective inhibit LMP1-pos. cells, the selective growth inhibition toward LMP1-pos. tumor by LnP19 is also demonstrated. In the experiment, the researchers used many compounds, for example, (4-Bromopyridin-2-yl)methanol (cas: 131747-45-0Synthetic Route of C6H6BrNO).

(4-Bromopyridin-2-yl)methanol (cas: 131747-45-0) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Synthetic Route of C6H6BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Density functional study of alkylpyridine-iodine interaction and its implications in the open-circuit photovoltage of dye-sensitized solar cell was written by Kusama, Hitoshi;Sugihara, Hideki. And the article was included in Solar Energy Materials & Solar Cells in 2006.Formula: C8H11N This article mentions the following:

A d. functional theory (DFT) method was used to study the monomer and intermol. charge-transfer complexes of 22 different alkylpyridines with diiodine. DFT calculations revealed that the σ* orbital of iodine interacts with the nitrogen lone pair in pyridines. The open-circuit photovoltage (V_oc) values of a bis(tetrabutylammonium)cis-bis(thiocyanato)bis(2,2′-bipyridine-4-carboxylic acid, 4′-carboxylate)ruthenium(II) (N719) dye-sensitized nanocrystalline TiO₂ solar cell with an I^–/I^–₃ redox electrolyte in acetonitrile using alkylpyridines additive were compared to computational calculations on the interaction between pyridines and I₂ by a DFT method. The optimized geometries, frequency analyses, Mulliken population analyses, and interaction energies suggest that the V_oc value of the solar cell is higher, the more alkylpyridine complexes with I₂. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Formula: C8H11N).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Formula: C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Effect of substituents on the basicity of pyridines in an apolar medium was written by Laurence, C.;Lucon, M.. And the article was included in Canadian Journal of Chemistry in 1976.Related Products of 4783-68-0 This article mentions the following:

The frequency v(OH…N) of methanol complexes with substituted pyridines appears to be a sensitive detector of substituent effects on the basicity of pyridines in an apolar medium. The coefficients ρI and ρR, which respond to I and R effects and which are obtained from the Taft-Ehrenson equation, agree with those found for the pKa of pyridinium ions for the three substitution positions. Those values which diverge are explained by the much greater electron attracting power of the zonium group compared to that of the aza group. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Related Products of 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Related Products of 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic applications of nitrogen-nitrogen linked heterocycles. Part 4. The reaction between 1-pyridinio-4-pyridone cations and cyanide ion: mechanism of cyanopyridine formation, and a regioselective synthesis of 4-cyanopyridines was written by Leung, Christopher W. F.;Sammes, Michael P.;Katritzky, Alan R.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1979.Application In Synthesis of 4-Methylpicolinonitrile This article mentions the following:

Treating pyridiniopyridones I (R = H, R¹ = H, alkyl) with aqueous NaCN gave mixtures of 2- and 4-cyanopyridines, favored by high and low CN^– concentrations, resp. Small amounts of 1,4-dihydro-4-cyano adducts were also obtained at low CN^– concentrations E.g., an 8.73:1 ratio of CN^– and I (R = R¹ = H) gave 37% 2-cyanopyridine (II) and 17% 4-cyanopyridine (III), whereas a 2.47:1 ratio of starting materials gave 7% II and 51% III. I (R = Me, R¹ = H, alkyl) gave high yields of 1,4-dihydro-4-cyano adducts. E.g., I (R = Me, R¹ = H) gave 78% IV (R² = H) and IV (R² = Me), the IV mixture decomposed quant. on heating to a mixture of III and 2,6-dimethyl-4-pyridone. 2-Cyanopyridines were probably formed via 1,2-dihydro-2-cyano adducts. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Application In Synthesis of 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Application In Synthesis of 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Self-Assembly of Coordination Polymers from AgX (X = SbF₆^–, PF₆^–, and CF₃SO₃^–) and Oxadiazole-Containing Ligands was written by Dong, Yu-Bin;Cheng, Jun-Yan;Huang, Ru-Qi;Smith, Mark D.;Zur Loye, Hans-Conrad. And the article was included in Inorganic Chemistry in 2003.Category: pyridine-derivatives This article mentions the following:

The coordination chem. of the oxadiazole-containing rigid bidentate ligands 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (L1), 2,5-bis(3-pyridyl)-1,3,4-oxadiazole (L2), and 2,5-bis(3-aminophenyl)-1,3,4-oxadiazole (L3) with inorganic Ag(I) salts was studied. Four new coordination polymers (1, 2, 3, and 5) and one new bimetallic macrocyclic supramol. complex (4) were synthesized from solution reactions of L1-L3 with inorganic Ag(I) salts, resp. {[Ag(L1)]SbF₆}_n (1, monoclinic, space group P2₁/c, a 6.6846(4), b 27.1113(15), c 8.6802(5) Å, β 94.1080(10)°, Z = 4) and {[Ag(L1)]PF₆}_n (2, monoclinic, space group P2₁/c, a 6.6753(3), b 27.2824(14), c 8.2932(4) Å, β 94.6030(10)°, Z = 4) were obtained from the reactions of L1 with AgSbF₆ and AgPF₆ in a CH₂Cl₂/CH₃OH mixed solvent system, resp. Compounds 1 and 2 are isostructural and feature a novel two-dimensional zeolite-like net with two different individual rings. {[Ag(L2)]SbF₆}_n (3, monoclinic, space group P2₁/c, a 5.5677(3), b 17.3378(9), c 15.6640(8) Å, β 94.4100(10)°, Z = 2) and [Ag₂(L2)₂](SbF₆)₂ (4, triclinic, space group P1̅, a 8.7221(5), b 9.2008(6), c 10.7686(7) Å, α 70.6270(10), β 75.7670(10), γ 73.7560(10)°, Z = 1) were obtained from 1-pot reaction of L2 with AgSbF₆ in a CH₂Cl₂/CH₃OH mixed solvent system. Compound 3 features a 1-dimensional chain pattern, while compound 4 adopts a novel bimetallic macrocyclic structural motif which consists of Ag₂(L2)₂ ringlike units (crystallog. dimensions, 8.06 × 7.42 Ų). {[Ag(L3)]SO₃CF₃}_n (5) is generated from L3 and AgSO₃CF₃ in a CH₂Cl₂/CH₃OH mixed solvent system and crystallizes in the unusual space group Pbcn, with a 9.8861(5), b 20.2580(10), c 17.5517(8) Å, Z = 8. It adopts novel two-dimensional sheets that are cross-linked to each other by strong interlayer N-H···O hydrogen bonding interactions into a novel H-bonded three-dimensional network. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Category: pyridine-derivatives).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rhodium(III)-catalyzed aromatic C-H cyanation with dimethylmalononitrile as a cyanating agent was written by Li, He;Zhang, Sheng;Yu, Xiaoqiang;Feng, Xiujuan;Yamamoto, Yoshinori;Bao, Ming. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Computed Properties of C12H11N This article mentions the following:

A rhodium-catalyzed aromatic C-H bond direct cyanation with safe, bench-stable, and com. available dimethylmalononitrile as the cyanating agent has been successfully developed by using copper oxide as a promotor. Pyridine, quinoline, pyrimidine and pyrazole were used as the directing group in this type of C-H bond direct cyanation reaction. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Computed Properties of C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Computed Properties of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Metallaphotoredox-Catalyzed Cross-Electrophile C_sp³-C_sp³ Coupling of Aliphatic Bromides was written by Smith, Russell T.;Zhang, Xiaheng;Rincon, Juan A.;Agejas, Javier;Mateos, Carlos;Barberis, Mario;Garcia-Cerrada, Susana;de Frutos, Oscar;MacMillan, David W. C.. And the article was included in Journal of the American Chemical Society in 2018.Safety of 2-(2-Bromoethyl)pyridine hydrobromide This article mentions the following:

A strategy for the installation of small alkyl fragments onto pharmaceutically relevant aliphatic structures has been established via metallaphotoredox catalysis. Herein, we report that tris(trimethylsilyl)silanol can be employed as an effective halogen abstraction reagent that, in combination with photoredox and nickel catalysis, allows a generic approach to C_sp³-C_sp³ cross-electrophile coupling. In this study, we demonstrate that a variety of aliphatic drug-like groups can be successfully coupled with a number of com. available small alkyl electrophiles, including Me tosylate and strained cyclic alkyl bromides. Moreover, the union of two secondary aliphatic carbon centers, a long-standing challenge for organic mol. construction, has been accomplished with a wide array of structural formats. Last, this technol. can be selectively merged with C_sp²-C_sp³ aryl-alkyl couplings to build drug-like systems in a highly modular fashion. In the experiment, the researchers used many compounds, for example, 2-(2-Bromoethyl)pyridine hydrobromide (cas: 72996-65-7Safety of 2-(2-Bromoethyl)pyridine hydrobromide).

2-(2-Bromoethyl)pyridine hydrobromide (cas: 72996-65-7) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Safety of 2-(2-Bromoethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Novel pyridinyl and pyrimidinylcarbazole sulfonamides as antiproliferative agents was written by Hu, Laixing;Li, Zhuo-rong;Wang, Yue-ming;Wu, Yanbin;Jiang, Jian-Dong;Boykin, David W.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Application In Synthesis of 3-Amino-2,6-dimethoxypyridine This article mentions the following:

A series of azaheterocyclic carbazole sulfonamides was synthesized and evaluated for antiproliferative activity. The most potent compounds N-(2,6-dimethoxypyridin-3-yl)-9-ethyl- and 9-methylcarbazole-3-sulfonamide (I, R = Et, Me) gave significant cytotoxicity (IC₅₀ = 122 and 101 nM). I (R = Et) displayed submicromolar activities against seven human tumor cell lines. The SARs of this series of sulfonamides, which include the influence of azaheterocycle rings, sulfonamide linkage, and the carbazole ring, are described. In the experiment, the researchers used many compounds, for example, 3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3Application In Synthesis of 3-Amino-2,6-dimethoxypyridine).

3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Application In Synthesis of 3-Amino-2,6-dimethoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem