Month: December 2022

From discrete metallacycle, cage to infinite chain: tuning the coordination frameworks by variation of the metal center or ligand functionality was written by Du, Miao;Zhao, Xiao-Jun;Guo, Jian-Hua. And the article was included in Inorganic Chemistry Communications in 2005.Related Products of 15420-02-7 This article mentions the following:

Self-assembly of the angular dipyridyl-type ligand 2,5-bis(3-pyridyl)-1,3,4-oxadiazole (L¹) with Cu^II(BF₄)₂ or Cu^I(ClO₄) affords a bimetallic macrocyclic compound [Cu₂(L¹)₂(H₂O)₆](BF₄)₄·(H₂O)₃·(MeOH)_0.5 (1) (similar to its Cu^II(ClO₄)₂ complex) or a novel trigonal-prismatic cage-shape species [(H₂O)⊂ Cu₂(L¹)₃(MeCN)₂](ClO₄)₂ (2), resp. However, substituting L¹ with its analogous 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (L²) to react with Cu^I(BF₄) yields a 1-dimensional infinite chain array {[Cu(L²)₂(MeCN)](BF₄)·(H₂O)_1.5}_n (3), being similar to its Cu^I(ClO₄) compound These results unequivocally suggest that the nature of the metal center and ligand functionality play the key role in formation of the coordination supramol. frameworks of 1–3. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Related Products 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, 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. Related Products of 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cobalt-catalyzed directed ortho-methylation of arenes with methyl tosylate was written by Sun, Qiao;Yoshikai, Naohiko. And the article was included in Organic Chemistry Frontiers in 2018.Quality Control of 2-(m-Tolyl)pyridine This article mentions the following:

A cobalt-catalyzed directed ortho C-H methylation reaction of arenes has been achieved using readily available Me tosylate as a methylating agent. An in situ-generated cobalt-N-heterocyclic carbene catalyst in combination with neopentyl magnesium bromide promotes the methylation at room temperature The reaction is applicable to various substrates bearing nitrogen directing groups such as N-aryl imine, N-H imine, and 2-pyridyl groups. The present protocol also allows for facile introduction of a trideuteriomethyl group into arenes. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Quality Control of 2-(m-Tolyl)pyridine).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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 groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Quality Control of 2-(m-Tolyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and evaluation of carbon-linked analogs of dual orexin receptor antagonist filorexant was written by Kuduk, Scott D.;Skudlarek, Jason W.;Di Marco, Christina N.;Bruno, Joseph G.;Pausch, Mark A.;O’Brien, Julie A.;Cabalu, Tamara D.;Stevens, Joanne;Brunner, Joseph;Tannenbaum, Pamela L.;Gotter, Anthony L.;Winrow, Christopher J.;Renger, John J.;Coleman, Paul J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.Formula: C6H6BrNO This article mentions the following:

Analogs of the dual orexin receptor antagonist filorexant were prepared Replacement of the ether linkage proved highly sensitive toward modification with an acetylene linkage providing compounds with the best in vitro and in vivo potency profiles. In the experiment, the researchers used many compounds, for example, (4-Bromopyridin-2-yl)methanol (cas: 131747-45-0Formula: C6H6BrNO).

(4-Bromopyridin-2-yl)methanol (cas: 131747-45-0) 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.Formula: C6H6BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

An efficient protocol for the carbon-sulfur cross-coupling of sulfenyl chlorides with arylboronic acids using a palladium catalyst was written by Gogoi, Prasanta;Kalita, Mukul;Barman, Pranjit. And the article was included in Synlett in 2014.Application In Synthesis of (2,6-Dichloropyridin-4-yl)boronic acid This article mentions the following:

An efficient protocol for carbon-sulfur bond formation is developed, which involves the cross-coupling of sulfenyl chlorides and arylboronic acids catalyzed by a novel palladium-Schiff base complex. Good to high product yields, short reaction times, and mild reaction conditions are important features of this new method. In the experiment, the researchers used many compounds, for example, (2,6-Dichloropyridin-4-yl)boronic acid (cas: 1072951-54-2Application In Synthesis of (2,6-Dichloropyridin-4-yl)boronic acid).

(2,6-Dichloropyridin-4-yl)boronic acid (cas: 1072951-54-2) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Application In Synthesis of (2,6-Dichloropyridin-4-yl)boronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ruthenium(II)-Catalyzed Regioselective C-8 Hydroxylation of 1,2,3,4-Tetrahydroquinolines was written by Chen, Changjun;Pan, Yixiao;Zhao, Haoqiang;Xu, Xin;Luo, Zhenli;Cao, Lei;Xi, Siqi;Li, Huanrong;Xu, Lijin. And the article was included in Organic Letters in 2018.SDS of cas: 4783-68-0 This article mentions the following:

Ru(II)-catalyzed chelation-assisted highly regioselective C8-hydroxylation of 1,2,3,4-tetrahydroquinolines has been developed. Various 1,2,3,4-tetrahydroquinolines underwent smooth C8-H hydroxylation with cheap and safe K₂S₂O₈ as the oxidant and oxygen source to furnish the corresponding products in good to excellent yields with high tolerance of the functional groups. The choice of a readily installable and removable N-pyrimidyl directing group is the key to catalysis. Mechanistic studies suggest the involvement of a six-membered ruthenacycle intermediate in the catalytic cycle. The method can also be extended to the direct hydroxylation of other (hetero)arene C-H bonds. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0SDS of cas: 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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. 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.SDS of cas: 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electron collision-induced rearrangement in α-substituted N-heterocycles was written by Neuner-Jehle, N.. And the article was included in Tetrahedron Letters in 1968.Quality Control of 2-Phenoxypyridine This article mentions the following:

Mass spectra were observed for nine α-substituted N-heterocyclic compounds (MXR) (where XR represents the α-substituent, R is a Me or Ph portion of the substituent). Fragment ions whose masses correspond to MR+ were observed with high relative yields (MXR and relative intensity of MR fragment % given): 2-dimethylaminopyridine, 87; 2-dimethylaminoquinoline, 84; 6-dimethylamino-5-azaazulene, 61; 6-dimethylaminopurine, 100; 2-acetylpyridine, 24; 2-benzoylpyridine, 87; 2-benzoylpyrrole, 8; 2-benzoylindole, 5. For the ether, 2-phenoxypyridine, the fragment ion C10H9N, 49% relative intensity, was observed. The X group (NMe or CO) was lost except from the ether where a C atom is also lost. A mol. rearrangement is induced by electron collision. The R group migrates to the heterocyclic N. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Quality Control of 2-Phenoxypyridine).

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. 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.Quality Control of 2-Phenoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New supramolecular complexes generated from Mn^II, Fe^II, Co^II, Zn^II, Fe^III with a bent dipyridyl ligand: metal- and anion-directed assembly was written by Du, Miao;Li, Cheng-Peng;You, Yan-Ping;Jiang, Xiu-Juan;Cai, Hua;Wang, Qian;Guo, Jian-Hua. And the article was included in Inorganica Chimica Acta in 2007.Computed Properties of C12H8N4O This article mentions the following:

Assemblies of an angular dipyridyl ligand 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (4-bpo) with metal perchlorate afford five new supramol. complexes of [M(4-bpo)₂(H₂O)₄]·(4-bpo)₂·(anion)·(solvent), in which M = Mn^II for 1, Fe^II for 2, Co^II for 3, Zn^II for 4, and Fe^III for 5. Although similar mol. structures and compositions are found for these mononuclear complexes, they display two types of supramol. lattices. Complexes 1, 4 and 5 similarly crystallize in space group P2/n or P2/c. The complex cations, free 4-bpo and lattice H₂O are linked to generate two-dimensional layered frameworks with the aid of H bonding, and the counteranions are located within and between (also MeOH in 5) these two-dimensional arrays. However, complexes 2 and 3 are isostructural in space group P1̅. Two types of alternate 2-dimensional layers consisting of complex cations and free 4-bpo components, resp., are observed with the anions and lattice H₂O locating between them. These motifs are interlinked by complicated H-bonding to form a three-dimensional intercalated network. Also, when Co(NO₃)₂ was used instead of Co(ClO₄)₂ in the assembly of 3, a 1-dimensional polymeric chain complex {[Co(4-bpo)(H₂O)₂(NO₃)₂](H₂O)₃}_n (6) is generated. The choice of metal ion and anion exerts a significant influence on governing the target complexes. A comparison of the structural features for all metal perchlorate complexes with 4-bpo is also briefly discussed. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Computed Properties of C12H8N4O).

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 groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Computed Properties of C12H8N4O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quantitative structure-property relationship of standard enthalpies of nitrogen oxides based on a MSR and LS-SVR algorithm predictions was written by Wan, Zhongyu. And the article was included in Journal of Molecular Structure in 2020.Electric Literature of C5H5NO This article mentions the following:

Quantum chem. method is used to calculate 1444 descriptors of each N oxide mol. Variables are screened by using multiple stepwise regression (MSR). The optimal 10-element regression equation is derived, its R² = 0.934 and Q² = 0.927. The support vector regression (SVR) model between 10 mol descriptors and standard formation enthalpy is established, and the support vector machine is optimized by using the least squares method (LS). The training set consisting of 78 compounds have R² = 0.969 and Q² = 0.954. The other 22 compounds constitute the test set to verify the external prediction ability of the model, and its R² = 0.958. It demonstrates that the LS-SVR model has good stability and prediction ability, and overcomes the problem of over-fitting. The conclusion of quant. structural property relation (QSPR) shows that the mol. descriptor and the standard enthalpy of formation are nonlinear 2nd-order functions. The authors speculate that the electronegativity of atoms is the key to determine the standard enthalpy of formation of compounds In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Electric Literature of C5H5NO).

Pyridin-4-ol (cas: 626-64-2) 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. 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 C5H5NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of 3-aminochromenes: the Zincke reaction revisited was written by Costa, Marta;Rodrigues, Ana I.;Proenca, Fernanda. And the article was included in Tetrahedron in 2014.COA of Formula: C7H7ClN2 This article mentions the following:

3-(Amino)coumarin derivatives and 2-(imino)-3-chromenamine derivatives were efficiently prepared by a Zincke-reaction-ring-opening reaction of the corresponding 2H-chromene-3-pyridinium chlorides using N-methylpiperazine. This methodol. unravels the marked potential of pyridinium salts as protective groups for primary amines. These scaffolds can be considered important building blocks for N-[7-[[3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-L–lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-buten-1-yl)benzamide (novobiocin) analogs and similar heterocyclic compounds The synthesis of the target compounds was achieved by a cyclization (heterocyclization, Zincke reaction) of 2-hydroxybenzoic acid derivatives with 1-(cyanomethyl)pyridinium chloride. The title compounds thus formed included 1-(2-imino-2H-1-benzopyran-3-yl)pyridinium chloride derivatives (chromene-imine derivatives) and 1-(2-oxo-2H-1-benzopyran-3-yl)pyridinium chloride derivatives (coumarin derivatives). These compounds was intermediates for 3-amino-2H-1-benzopyran-2-one derivatives (amine-coumarin derivatives) and 2-(imino)-2H-1-benzopyran-3-amine derivatives In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3COA of Formula: C7H7ClN2).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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. 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.COA of Formula: C7H7ClN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

4-Dimensional observation ER-mitochondria interaction in living cells under nanoscopy by a stable pyridium salt as biosensor was written by Zhu, Fenfang;Yang, Zhenghui;Wang, Fei;Li, Dandan;Cao, Hongzhi;Tian, Yupeng;Tian, Xiaohe. And the article was included in Sensors and Actuators, B: Chemical in 2020.Reference of 65350-59-6 This article mentions the following:

Intracellular membrane-bounded organelles are phys. associated and play critical roles in many physiol. processes. However, real-time monitoring of their interaction at the nanoscale in three-dimension (xyz-t or 4D imaging) remains considerable difficulties due to limitations of the current super-resolution probe toolbox. Here, we developed a novel cell-permeable pyridium salt derivative (TpsPym) with red-emission and large Stock-shift. Interestingly, TpsPym demonstrated a high specificity to mitochondria and endoplasmic reticulum (ER) with different fluorescent intensity. This offered the possibility to utilize this probe to label dual-organelles (ER-mitochondria) under stimulated emission depletion nanoscopy (STED). We successfully monitored the dynamic interactions in real-time between mitochondria and ER in three dimension during starvation-induced autophagy. It suggested ER-mitochondria contacting area might play an essential factor during autophagic cell death (ACD). Our study not only expanding the nanoscopic probe kit but also provide new understanding for ER-mitochondrial interaction at the nanoscale during correlated physiol. conditions. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Reference 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. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Reference of 65350-59-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem