Month: January 2023

Group 9 [Cp*M^III] complex-catalyzed C-H olefination of arenes in water at room temperature: a study on the catalytic activity was written by Zhang, Hailong;Yang, Zhongzhen;Liu, Jinxing;Yu, Xinling;Wang, Qiantao;Wu, Yong. And the article was included in Organic Chemistry Frontiers in 2019.Category: pyridine-derivatives This article mentions the following:

Herein, the discovery of group 9 [Cp*M^III] complexes to catalyze the olefination of arenes in water at ambient temperature is reported. The reaction afforded the desired products in moderate to good yields. Among the group 9 [Cp*M^III] complexes, [Cp*RhCl₂]₂ was found to be the most efficient catalyst in this reaction, with the highest catalytic activity, the best scalability, the best recyclability and the broadest substrate scope. Mechanistic investigation revealed that the C-H bond cleavage was most likely to be achieved through the concerted metalation-deprotonation (CMD). In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Category: pyridine-derivatives).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. 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

Structures of substituted di-aryl-1,3,4-oxadiazole derivatives: 2,5-bis(pyridyl)- and 2,5-bis(aminophenyl)-substitution was written by Emmerling, Franziska;Orgzall, Ingo;Reck, Guenter;Schulz, Burkhard W.;Stockhause, Sabine;Schulz, Burkhard. And the article was included in Journal of Molecular Structure in 2006.Synthetic Route of C12H8N4O This article mentions the following:

Crystal structures of four different di-aryl-1,3,4-oxadiazole compounds (aryl = 2-pyridyl-, 3-pyridyl-, 2-aminophenyl-, 3-aminophenyl-) are determined Crystallization of di(2-pyridyl)-1,3,4-oxadiazole yielded monoclinic and triclinic polymorphs. The structures are characterized by the occurrence of π-π interactions. Addnl., in case of the aminophenyl compounds intra- as well as intermol. hydrogen bonds are found that influence the packing motif as well. Since these mols. are often used as ligands in metal-organic complexes similarities and differences of the mol. conformation between the mols. in the pure crystals and that of the ligands in the complexes are discussed. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Synthetic Route of C12H8N4O).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) 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.Synthetic Route of C12H8N4O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Inhibiting effects of some oxadiazole derivatives on the corrosion of mild steel in perchloric acid solution was written by Lebrini, Mounim;Bentiss, Fouad;Vezin, Herve;Lagrenee, Michel. And the article was included in Applied Surface Science in 2005.Name: 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole This article mentions the following:

The efficiency of 3,5-bis(n-pyridyl)-1,3,4-oxadiazole (n-POX, n = 1, 2, 3), as corrosion inhibitors for mild steel in 1 M perchloric acid (HClO₄) have been determined by weight loss measurements and electrochem. studies. The results show that these inhibitors revealed a good corrosion inhibition even at very low concentrations Comparison of results among those obtained by the studied oxadiazoles shows that 3-POX was the best inhibitor. Polarisation curves indicate that n-pyridyl substituted-1,3,4-oxadiazoles are mixed type inhibitors in 1 M HClO₄. The adsorption of these inhibitors follows a Langmuir isotherm model. The electronic properties of n-POX, obtained using the AM1 semi-empirical quantum chem. approach, were correlated with their exptl. efficiencies using the linear resistance model (LR). In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Name: 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole).

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. 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. Name: 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

An improved synthesis of homoproline and derivatives was written by Shuman, Robert T.;Ornstein, Paul L.;Paschal, Jonathan W.;Gesellchen, Paul D.. And the article was included in Journal of Organic Chemistry in 1990.COA of Formula: C7H6N2 This article mentions the following:

Homoproline derivatives I (R = 3-Me, 4-Me, 6-Me, 4-Et, 4-OMe, 4-CMe₃) were prepared from the corresponding pyridines II in 4 steps. A key step was the treatment of N-oxides III (R = same) with Me₃SiCN and Me₂NCOCl in CH₂Cl₂ to give nitriles IV (R = same). 5,6-Benzohomoprolines V (R¹ = H, Me) were also prepared In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4COA of Formula: C7H6N2).

4-Methylpicolinonitrile (cas: 1620-76-4) 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, 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. COA of Formula: C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A convenient method for the regioselective synthesis of 4-alkyl(aryl)pyridines using pyridinium salts was written by Akiba, Kinya;Iseki, Yuji;Wada, Makoto. And the article was included in Bulletin of the Chemical Society of Japan in 1984.Application In Synthesis of 4-Hexylpyridine This article mentions the following:

RCu·BF₃ (R = Bu, hexyl, CH₂CH₂Ph, CHMeEt, Ph) reacted with 1-ethoxycarbonylpyridinium chloride at the 4-position with >99% regioselectivity to afford the corresponding 1,4-dihydropyridine derivatives in 81-94% yields. The dihydropyridines were oxidized by O to give 38-68% 4-alkyl(aryl)pyridines. Grignard reagents also reacted with 1-tert-butyldimethylsilylpyridinium triflate with >99% regioselectivity to afford the corresponding 1,4-dihydropyridines, which were easily oxidized by O to 4-substituted pyridines in 58-70% yields. In the experiment, the researchers used many compounds, for example, 4-Hexylpyridine (cas: 27876-24-0Application In Synthesis of 4-Hexylpyridine).

4-Hexylpyridine (cas: 27876-24-0) 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. 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.Application In Synthesis of 4-Hexylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Catalyst-free synthesis of substituted pyridin-2-yl, quinolin-2-yl, and isoquinolin-1-yl carbamates from the corresponding hetaryl ureas and alcohols was written by Kasatkina, Svetlana O.;Geyl, Kirill K.;Baykov, Sergey V.;Boyarskaya, Irina A.;Boyarskiy, Vadim P.. And the article was included in Organic & Biomolecular Chemistry in 2021.Category: pyridine-derivatives This article mentions the following:

A novel catalyst-free synthesis of N-pyridin-2-yl, N-quinolin-2-yl, and N-isoquinolin-1-yl carbamates utilizes easily accessible N-hetaryl ureas and alcs. The proposed environmentally friendly technique is suitable for the good-to-high yielding synthesis of a wide range of N-pyridin-2-yl or N-quinolin-2-yl substituted carbamates featuring electron-donating and electron-withdrawing groups in the azine rings and containing various primary, secondary, and even tertiary alkyl substituents at the oxygen atom (48-94%; 31 examples). The DFT calculation and exptl. study showed that the reaction proceeds through the intermediate formation of hetaryl isocyanates. The method can be applied to obtain N-isoquinolin-1-yl carbamates, although in lower yields, and Et benzo[h]quinolin-2-yl carbamate has also been successfully synthesized (68%). In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Category: pyridine-derivatives).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Structure-odor relationships: a highly predictive tridimensional interaction model for the bell-pepper note was written by Rognon, C.;Chastrette, M.. And the article was included in European Journal of Medicinal Chemistry in 1994.Recommanded Product: 644-98-4 This article mentions the following:

Structure-odor relationships for the bell-pepper aroma were studied for a set of 160 compounds (58 active and 102 inactive), essentially pyrazine, pyridine and thiazole derivatives This study was based on the HBD (hydrogen bonding and dispersion) theory, which considers that interactions involving mols. and receptor sites are mainly hydrogen bonds and dispersion forces. A structural pattern for the bell-pepper note was first obtained by comparison of mol. models of different compounds Statistical evaluation showed that these structural elements alone do not make it possible to propose structure-odor relationships. Low-energy conformations of the mols. were computed by minimization of their steric energy using mol. mechanics software (MMP2). Comparisons of the likely conformations of a reference compound with those of inactive compounds and enantiomeric structures show that substituents of the bell-pepper compounds must meet precise geometrical requirements. Finally, from these structural and geometrical characteristics, a tridimensional structural pattern and an interaction model were proposed. This interaction model accounts for both the quality and intensity of the odor of the mols. studied. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Recommanded Product: 644-98-4).

2-Isopropylpyridine (cas: 644-98-4) 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. 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.Recommanded Product: 644-98-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Modular route to azaindanes was written by Huang, Qi;Zard, Samir Z.. And the article was included in Organic Letters in 2017.SDS of cas: 59718-84-2 This article mentions the following:

A convergent radical based route to azaindanes, e.g., I, is described, relying on the degenerative addition transfer of various substituted S-(pyridylmethyl)-O-Et dithiocarbonates (xanthates) to functional alkenes followed by radical cyclization onto the pyridine ring activated by protonation with trifluoroacetic acid. In one case, a richly decorated cyclohepta[b]pyridine could be assembled swiftly by allowing the first adduct to N-phenylmaleimide to undergo addition to N-allylphthalimide prior to cyclization. In the experiment, the researchers used many compounds, for example, Methyl 3-methylpicolinate (cas: 59718-84-2SDS of cas: 59718-84-2).

Methyl 3-methylpicolinate (cas: 59718-84-2) 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). 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.SDS of cas: 59718-84-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Design, synthesis, and fungicidal evaluation of novel oxysterol binding protein inhibitors for combatting resistance associated with oxathiapiprolin was written by Li, Jian-Long;Zhou, Li-Ming;Gao, Meng-Qi;Huang, Zhong-Qiao;Liu, Xi-Li;Zhu, Xiao-Lei;Yang, Guang-Fu. And the article was included in Pesticide Biochemistry and Physiology in 2020.Recommanded Product: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate This article mentions the following:

Oxathiapiprolin, the first successful oxysterol binding protein (OSBP) inhibitor for oomycete control, is regarded as an important milestone in the history of fungicide discovery. However, its interaction with OSBP remain unclear. Moreover, some plant pathogenic oomycetes have developed medium to high resistance to oxathiapiprolin. In this paper, the three-dimensional (3D) structure of OSBP from Phytophthora capsici (pcOSBP) was built, and its interaction with oxathiapiprolin was systematically investigated by integrating mol. docking, mol. dynamics simulations, and mol. mechanics Poisson-Boltzmann surface area (MM/PBSA) calculations The computational results showed that oxathiapiprolin bound to pcOSBP forms H-bonds with Leu73, Lys74, Ser69, and water mols. Then, based on its interaction with pcOSBP, oxathiapiprolin was structurally modified to discover new analogs with high fungicidal activity and a low risk of resistance. Fortunately, compound 1e was successfully designed and synthesized as the most potent candidate, and it showed a much lower resistance risk (RF < 1) against LP3-M and LP3-H in P. capsici. The present work indicated that the piperidinyl-thiazole-isoxazoline moiety is useful for further optimization. Furthermore, compound 1e could be used as a lead compound for the discovery of new OSBP inhibitors. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1Recommanded Product: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate).

tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1) 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). 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.Recommanded Product: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of novel photoluminescent pyridinium-betaine-type molecules was written by Hassoun, Ammar;Benchohra, Amina;Khaled, Omar;Seghouane, Dalila;Moussa, Jamal. And the article was included in Monatshefte fuer Chemie in 2020.Safety of Pyridin-4-ol This article mentions the following:

A series of pyridinium-betaine-like mols. has been reported; one family of mols. is built with a benzimidazole core and a second one with a pyrimidine moiety. The title compounds were prepared by mixing 2-chlorobenzimidazole or 2-bromopyrimidine with the corresponding pyridines (pyridine, 4-tert-butylpyridine, 4-hydroxypyridine, potassium pyridine-4-trifluoroborate, 4-dimethylaminopyridine) in acetonitrile or DMSO at high temperatures The novel compounds were characterized by spectroscopic methods. The UV-Vis and fluorescence features are reported as well. Preliminary photoluminescence results showed broadband emissions as common feature ascribed to the compounds containing benzimidazole ring. Some of the spectra nearly span over the whole visible spectral range, which pave the way to real opportunities to design single-component panchromatic emitters. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Safety of Pyridin-4-ol).

Pyridin-4-ol (cas: 626-64-2) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of Pyridin-4-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem