Tag: 200-300

Pillar[5]arene-Containing Metallacycles and Host-Guest Interaction Caused Aggregation-Induced Emission Enhancement Platforms was written by Tuo, Wei;Sun, Yan;Lu, Shuai;Li, Xiaopeng;Sun, Yao;Stang, Peter J.. And the article was included in Journal of the American Chemical Society in 2020.Related Products of 65350-59-6 This article mentions the following:

Coordination-driven Pt metallacycles have shown potential in controllable modular self-assembly, which has made a vital contribution to biomedicine, catalysis, and multiresponsive materials. Herein, pillar[5]arene units were integrated into one skeleton through coordination-driven self-assembly, resulting in the formation of a hexagonal Pt(II) metallacycle decorated with six pillar[5]arenes. The host-guest interactions of the as-prepared metallacycle (pillar[5]arenes as hosts) and 1-butyl-4-[4-(diphenylamino)styryl]pyridinium (guest) were investigated. The metallacycle was found to facilitate the coaggregation between the guests and pillar[5]arenes through a synergistic effect, thus engendering a sharp increase in fluorescence intensity. The resultant aggregate was investigated by DLS and TEM. Our studies imply that the pillar[5]arene-containing metallacycle can serve as a potential platform for realizing emission enhancement effects. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Related Products of 65350-59-6).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Related Products of 65350-59-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Novel diversely substituted 1-heteroaryl-2-imidazolines for fragment-based drug discovery was written by Krasavin, Mikhail. And the article was included in Tetrahedron Letters in 2012.Related Products of 54151-74-5 This article mentions the following:

A palladium-catalyzed Buchwald-Hartwig arylation protocol has been applied to achieve high-yielding N-heteroarylation of a diverse set of privileged 2-imidazolines, e.g. I. The resulting compounds are of interest as a novel type of mol. tool for fragment-based drug discovery. The potential for combining two 2-imidazoline moieties in a heteroarene-linked dimer via sequential Pd-catalyzed arylation has been demonstrated. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-phenylpyridine (cas: 54151-74-5Related Products of 54151-74-5).

2-Bromo-4-phenylpyridine (cas: 54151-74-5) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Related Products of 54151-74-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Propionamide Derivatives as Dual 渭-Opioid Receptor Agonists and 蟽₁ Receptor Antagonists for the Treatment of Pain was written by Garcia, Monica;Llorente, Virginia;Garriga, Lourdes;Christmann, Ute;Rodriguez-Escrich, Sergi;Virgili, Marina;Fernandez, Begona;Bordas, Magda;Ayet, Eva;Burgueno, Javier;Pujol, Marta;Dordal, Albert;Portillo-Salido, Enrique;Gris, Georgia;Vela, Jose Miguel;Almansa, Carmen. And the article was included in Journal of Medicinal Chemistry in 2021.SDS of cas: 175205-82-0 This article mentions the following:

A new series of propionamide derivatives was developed as dual 渭-opioid receptor agonists and 蟽₁ receptor antagonists. Modification of a high-throughput screening hit originated a series of piperazinylcycloalkylmethyl propionamides, which were explored to overcome the challenge of achieving balanced dual activity and convenient drug-like properties. The lead compound identified, 18g (I), showed good analgesic effects in several animal models of both acute (paw pressure) and chronic (partial sciatic nerve ligation) pain, with reduced gastrointestinal effects in comparison with oxycodone. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0SDS of cas: 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ路mol鈭? in pyridine vs. 150 kJ路mol鈭? in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.SDS of cas: 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of 9,10-dihydrophenanthrene derivatives as SARS-CoV-2 3CL^pro inhibitors for treating COVID-19 was written by Zhang, Jian-Wei;Xiong, Yuan;Wang, Feng;Zhang, Fu-Mao;Yang, Xiaodi;Lin, Guo-Qiang;Tian, Ping;Ge, Guangbo;Gao, Dingding. And the article was included in European Journal of Medicinal Chemistry in 2022.Electric Literature of C6H6BrNO2S This article mentions the following:

The epidemic coronavirus disease 2019 (COVID-19) caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has now spread worldwide and efficacious therapeutics are urgently needed. 3-Chymotrypsin-like cysteine protease (3CL^pro) is an indispensable protein in viral replication and represents an attractive drug target for fighting COVID-19. Herein, we report the discovery of 9,10-dihydrophenanthrene derivatives as non-peptidomimetic and non-covalent inhibitors of the SARS-CoV-2 3CL^pro. The structure-activity relationships of 9,10-dihydrophenanthrenes as SARS-CoV-2 3CL^pro inhibitors have carefully been investigated and discussed in this study. Among all tested 9,10-dihydrophenanthrene derivatives, C1 and C2 display the most potent SARS-CoV-2 3CL^pro inhibition activity, with IC₅₀ values of 1.55 ± 0.21μM and 1.81 ± 0.17μM, resp. Further enzyme kinetics assays show that these two compounds dose-dependently inhibit SARS-CoV-2 3CL^provia a mixed-inhibition manner. Mol. docking simulations reveal the binding modes of C1 in the dimer interface and substrate-binding pocket of the target. In addition, C1 shows outstanding metabolic stability in the gastrointestinal tract, human plasma, and human liver microsome, suggesting that this agent has the potential to be developed as an orally administered SARS-CoV-2 3CL^pro inhibitor. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-(methylsulfonyl)pyridine (cas: 343262-51-1Electric Literature of C6H6BrNO2S).

2-Bromo-5-(methylsulfonyl)pyridine (cas: 343262-51-1) 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. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Electric Literature of C6H6BrNO2S

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Triarylbismuthanes as Threefold Aryl-Transfer Reagents in Regioselective Cross-Coupling Reactions with Bromopyridines and Quinolines was written by Rao, Maddali L. N.;Dhanorkar, Ritesh J.. And the article was included in European Journal of Organic Chemistry in 2014.COA of Formula: C11H8BrN This article mentions the following:

Cross-coupling studies using bromopyridines and bromoquinolines with triarylbismuths as threefold coupling reagents in substoichiometric amounts under Pd-catalyzed conditions are disclosed. The reactivity was high with both mono- and dibromopyridyl substrates, and mono- and bis-couplings were carried out regioselectively. A library of monoaryl and diaryl pyridines was formed in high yields. A one-pot strategy provided a simple and straightforward synthesis of both sym. and unsym. diarylpyridines. Arylations of 2-bromo- and 3-bromoquinolines were achieved with triarylbismuth reagents. This study demonstrates that triarylbismuths may be used as threefold arylating reagents for the synthesis of aryl pyridines and quinolines through couplings with bromopyridines and bromoquinolines under Pd-catalyzed conditions. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-phenylpyridine (cas: 54151-74-5COA of Formula: C11H8BrN).

2-Bromo-4-phenylpyridine (cas: 54151-74-5) 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.COA of Formula: C11H8BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Three POM-based coordination polymers: hydrothermal synthesis, characterization, and catalytic activity in epoxidation of styrene was written by Ren, Yuanhang;Du, Chengbo;Feng, Sujiao;Wang, Chunling;Kong, Zuping;Yue, Bin;He, Heyong. And the article was included in CrystEngComm in 2011.Formula: C12H8N4O This article mentions the following:

Three polyoxometalates (POM)-based coordination polymers, [Cu^II₂(C₅H₅NCOO)₂(4-bpo)₂(H₂O)₂]SiW₁₂O₄₀·H₂O (1), [Cu^I₄(4-bpo)₆]SiW₁₂O₄₀·3H₂O (2), and [Cu^I₄(3-bpo)₄]SiW₁₂O₄₀·3H₂O (3), were hydrothermally synthesized from the mixture of H₄SiW₁₂O₄₀, copper salts, and 3-bpo (2,5-bis(3-pyridyl)-1,3,4-oxadiazole) or 4-bpo (2,5-bis(4-pyridyl)-1,3,4-oxadiazole) and characterized by elemental anal., IR spectroscopy, TGA, and single crystal x-ray diffraction. The 4-bpo mols. are connected into an infinite double-chain in compound 1 as a bidentate ligand. Compound 2 contains large hexagonal prism shaped mol. cages defined by copper ions and 4-bpo mols. which wrap Keggin ions inside. In compound 3 {Cu₂(3-bpo)₂} mol. rings connect with Keggin ions to form a 1D chain. By inspection of the structures, the geometry and the coordination mode of bpo ligands play important roles in the formation of 1-3. The catalytic performance of 1-3 was studied for epoxidation of styrene using tert-Bu hydroperoxide (TBHP) as the oxidant. Compounds 1–3 present promising activity as heterogeneous catalysts while compound 1 exhibits the best yield of styrene epoxide. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Formula: C12H8N4O).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) 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. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Formula: C12H8N4O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Enantioselective Heck Arylations of Acyclic Alkenyl Alcohols Using a Redox-Relay Strategy was written by Werner, Erik W.;Mei, Tian-Sheng;Burckle, Alexander J.;Sigman, Matthew S.. And the article was included in Science (Washington, DC, United States) in 2012.Category: pyridine-derivatives This article mentions the following:

Nonracemic β-, γ-, and δ-aryl ketones such as (S)-4-MeO₂CC₆H₄CHMeCH₂COMe were prepared in 52-85% yields, 90:10-99:1 er, and with high regioselectivities by Heck reactions of phenyldiazonium tetrafluoroborate or aryldiazonium hexafluorophosphates (generated from the corresponding arylamines) with acyclic allylic, homoallylic, or bishomoallylic alcs. such as (E)-MeCH(OH)CH:CHMe in the presence of tris(dibenzylideneacetone)dipalladium [Pd₂(dba)₃] and the nonracemic trifluoropyridinyl oxazolidine I. I and Pd₂(dba)₃ imparted notable regioselectivity during migratory insertion and promoted migration of alkene unsaturation toward the alc. to form ketones or aldehydes. (E)- and (Z)-allylic and homoallylic alcs. underwent stereospecific Heck reactions to give enantiomeric products; the alc. stereochem. in the racemic unsaturated alcs. did not affect the enantioselectivities of their reactions. The aryldiazonium salts used as reactant can be explosive and should be handled with caution. In the experiment, the researchers used many compounds, for example, (S)-4-(tert-Butyl)-2-(4-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole (cas: 1257527-14-2Category: pyridine-derivatives).

(S)-4-(tert-Butyl)-2-(4-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole (cas: 1257527-14-2) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Selective sp³ C-H alkylation via polarity-match-based cross-coupling was written by Le, Chip;Liang, Yufan;Evans, Ryan W.;Li, Ximing;MacMillan, David W. C.. And the article was included in Nature (London, United Kingdom) in 2017.Computed Properties of C7H9Br2N This article mentions the following:

The functionalization of carbon-hydrogen (C-H) bonds is one of the most attractive strategies for mol. construction in organic chem. The hydrogen atom is considered to be an ideal coupling handle, owing to its relative abundance in organic mols. and its availability for functionalization at almost any stage in a synthetic sequence. Although many C-H functionalization reactions involve C(sp³)-C(sp²) coupling, there is a growing demand for C-H alkylation reactions, wherein sp³ C-H bonds are replaced with sp³ C-alkyl groups. Here, we describe a polarity-match-based selective sp³ C-H alkylation via the combination of photoredox, nickel and hydrogen-atom transfer catalysis. This methodol. simultaneously uses three catalytic cycles to achieve hydridic C-H bond abstraction (enabled by polarity matching), alkyl halide oxidative addition, and reductive elimination to enable alkyl-alkyl fragment coupling. The sp³ C-H alkylation is highly selective for the α-C-H of amines, ethers and sulfides, which are commonly found in pharmaceutically relevant architectures. This cross-coupling protocol should enable broad synthetic applications in de novo synthesis and late-stage functionalization chem. In the experiment, the researchers used many compounds, for example, 2-(2-Bromoethyl)pyridine hydrobromide (cas: 72996-65-7Computed Properties of C7H9Br2N).

2-(2-Bromoethyl)pyridine hydrobromide (cas: 72996-65-7) 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, 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. Computed Properties of C7H9Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In vitro and in vivo profile of 2-(3-di-fluoromethyl-5-phenylpyrazol-1-yl)-5-methanesulfonylpyridine, a potent, selective, and orally active canine COX-2 inhibitor was written by Li, Jin;Lynch, Michael P.;DeMello, Kristin Lundy;Sakya, Subas M.;Cheng, Hengmiao;Rafka, Robert J.;Bronk, Brian S.;Jaynes, Burton H.;Kilroy, Carolyn;Mann, Donald W.;Haven, Michelle L.;Kolosko, Nicole L.;Petras, Carol;Seibel, Scott B.;Lund, Lisa A.. And the article was included in Bioorganic & Medicinal Chemistry in 2005.Electric Literature of C6H6BrNO2S This article mentions the following:

The synthesis of a novel canine COX-2 selective inhibitor, 2-(3-difluoromethyl-5-phenylpyrazol-1-yl)-5-methanesulfonylpyridine, and its in vitro and in vivo profile are described. One pyrazole compound demonstrated excellent potency and selectivity for canine COX-2 in both in vitro and ex vivo whole blood assays. This novel COX-2 inhibitor also showed a good pharmacokinetic profile (pk) following oral (po), i.v. (iv), and s.c. dosing and demonstrated excellent in vivo efficacy in a canine synovitis model. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-(methylsulfonyl)pyridine (cas: 343262-51-1Electric Literature of C6H6BrNO2S).

2-Bromo-5-(methylsulfonyl)pyridine (cas: 343262-51-1) 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.Electric Literature of C6H6BrNO2S

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new 2D Hg^II coordination polymer containing novel coordination mode of 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (bpo) ligand, [Hg(μ-bpo)₂(N₃)₂]_n: Spectroscopic, thermal, fluorescence and structural studies was written by Atoub, Najmeh;Mahmoudi, Ghodrat;Morsali, Ali. And the article was included in Inorganic Chemistry Communications in 2007.Reference of 15420-02-7 This article mentions the following:

A new two-dimensional Hg^II coordination polymer containing 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (bpo) and azide anions, [Hg(μ-bpo)₂(N₃)₂]_n, was synthesized and characterized by elemental anal., IR-, ¹H NMR-, ¹³C NMR spectroscopy and structurally determined by x-ray single-crystal diffraction. The thermal stability of [Hg(μ-bpo)₂(N₃)₂]_n was studied by thermal gravimetric (TG) and differential thermal analyses (DTA). The single-crystal x-ray data shows that ligand bpo is bridged via one pyridyl N and one oxadiazole N atom, as a novel coordination mode of the ligand bpo. Also, the ligand and complex are luminescent in the solid state, with emission maxima in the visible light region (λ_max = 470 nm for both bpo and [Hg(μ-bpo)₂(N₃)₂]_n). In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Reference of 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) 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.Reference of 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem