Day: January 6, 2023

Urea-2,2-dihydroperoxypropane as a Novel and High Oxygen Content Alternative to Dihydroperoxypropane in Several Oxidation Reactions was written by Khosravi, Kaveh;Naserifar, Shirin. And the article was included in ChemistrySelect in 2019.Computed Properties of C7H9NO This article mentions the following:

Urea-2,2-dihydroperoxypropane (UDHPP)- a white crystalline solid oxidant which is formed when urea is recrystallized from dihydroperoxypropane was applied as the terminal oxidant in several oxidative procedures namely epoxidation of α, β-unsaturated ketones and alkenes, oxidation of sulfides to sulfoxides and sulfones, Baeyer-Villiger reaction, bromination and iodation of aniline and phenol derivatives, oxidative esterification, oxidative amidation of aromatic aldehydes, thiocyanation of aromatic compounds, and oxidation of pyridines, oxidation of secondary, allylic and benzylic alcs. All the approaches were carried out under mild conditions and short reaction times and afforded the corresponding products in high yields. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Computed Properties of C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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.Computed Properties of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis, molecular modeling and evaluation of α-glucosidase inhibition activity of 3,4-dihydroxy piperidines was written by Kasturi, Siva Prasad;Surarapu, Sujatha;Uppalanchi, Srinivas;Dwivedi, Shubham;Yogeeswari, Perumal;Sigalapalli, Dilep Kumar;Bathini, Nagendra Babu;Ethiraj, Krishna S.;Anireddy, Jaya Shree. And the article was included in European Journal of Medicinal Chemistry in 2018.Formula: C10H17NO2 This article mentions the following:

Biol. evaluation of 3,4-dihydroxy piperidines I and II [R = 4-fluorophenyl, styryl, 2-(4-hydroxyphenyl)ethyl, 3-thienylsulfonyl, etc.] as α-glucosidase inhibitors was reported for the first time. Forty-five compounds I and II (amides, di-amides and sulfonamides) were made using cis- and trans-3,4-dihydroxy piperidines to evaluate their α-glucosidase inhibition activity. Polar groups (-OH, -NH₂) on Ph ring having compounds I and II [R = 2-(4-hydroxyphenyl)ethyl, 2-(4-aminophenyl)ethyl] showed excellent activity compared to standard references Acarbose, Voglibose and Miglitol were used as standard references Mol. docking simulations were done for compounds I and II to identify important binding modes responsible for inhibition activity of α-glucosidase. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Formula: C10H17NO2).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) 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. 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.Formula: C10H17NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Process Development for Scale-Up of a Novel 3,5-Substituted Thiazolidine-2,4-dione Compound as a Potent Inhibitor for Estrogen-Related Receptor 1 was written by Li, Xun;Russell, Ronald K.;Spink, Jan;Ballentine, Scott;Teleha, Christopher;Branum, Shawn;Wells, Kenneth;Beauchamp, Derek;Patch, Raymond;Huang, Hui;Player, Mark;Murray, William. And the article was included in Organic Process Research & Development in 2014.Reference of 85838-94-4 This article mentions the following:

The development of a reproducible process for multihundred gram production of (Z)-5-((1-(4-chloro-2-(trifluoromethyl)benzyl)-1H-indazol-5-yl)methylene)-3-((3R,4R)-3-fluoro-1-methylpiperidin-4-yl)thiazolidine-2,4-dione (26), a potent and selective inhibitor of estrogen-related receptor 1 (ERR1), is described. This multihundred gram synthesis was achieved via magnesium perchlorate-catalyzed regioselective epoxide ring-opening of tert-Bu 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate (9) with thiazolidine-2,4-dione (6, TZD) to form a diastereomeric mixture tert-Bu 4-(2,4-dioxothiazolidin-3-yl)-3-hydroxypiperidine-1-carboxylate (17), of which the 3-hydroxyl group was functionally transformed to 3-fluoro derivative 19 after treatment with Deoxo-Fluor. Chiral separation of 19 provided the desired diastereomer (3R,4R)-21 that was converted to the secondary amine 23 TFA salt. Reductive amination of 23 produced the key intermediate N-Me 24. Knoevenagel condensation of 24 with 1-(4-chloro-2-(trifluoromethyl)benzyl)-1H-indazole-5-carbaldehyde (5) produced the final product 26 in 10% overall yield (99.7% HPLC area% with ≥99.5% de) after a convergent eight synthetic steps with the only column purification being the chiral HPLC separation of 3R,4R-21 from 3S,4S-22. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Reference of 85838-94-4).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Reference of 85838-94-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chlorocuprate(I) ionic liquid as an efficient and stable Cu-based catalyst for hydrochlorination of acetylene was written by Ren, Yanfei;Wu, Botao;Wang, Fumin;Li, Hang;Lv, Guojun;Sun, Mingshuai;Zhang, Xubin. And the article was included in Catalysis Science & Technology in 2019.Application In Synthesis of Pyridinehydrochloride This article mentions the following:

The gas-liquid reaction process for acetylene hydrochlorination, especially using ionic liquids (ILs) as homogeneous reaction media, has gained much attention because it can effectively avoid the deactivation caused by hot spots and carbon deposition. However, the relatively low activity and high price of the currently used ILs limit their practical applications. Herein, we synthesize a series of chlorocuprate(I) ILs to explore an efficient and stable Cu-based catalyst for acetylene hydrochlorination. The N-methylpyrrolidonium hydrochloride-0.60CuCl ([Hnmpo]Cl-0.60CuCl) IL exhibits the best catalytic performance, showing an acetylene conversion of 86% over 150 h under the conditions of 180°C and 50 h^-1 GHSV. In addition, the [Hnmpo]Cl-0.60CuCl IL has the capacity to effectively activate HCl, which is directly observed by in situ FTIR. By combining the exptl. results and theor. calculations, we propose the reaction mechanism and find that the catalytic performance of chlorocuprate(I) ILs is pos. correlated with the adsorption of HCl. The strong interaction with HCl is identified as the key characteristic of the [Hnmpo]Cl-CuCl IL, which endows it with excellent catalytic performance. Briefly, this study shows that the cost-effective [Hnmpo]Cl-CuCl IL can be a viable alternative to the com. heterogeneous HgCl₂/AC catalyst for acetylene hydrochlorination. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Application In Synthesis of Pyridinehydrochloride).

Pyridinehydrochloride (cas: 628-13-7) 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. 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.Application In Synthesis of Pyridinehydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fabrication of a recyclable magnetic halloysite-based cobalt nanocatalyst for the efficient degradation of bisphenol A and malachite green was written by Arora, Bhavya;Sharma, Shivani;Dutta, Sriparna;Yadav, Sneha;Rana, Pooja;Priyanka;Sharma, R. K.. And the article was included in Materials Advances in 2022.Formula: C12H9NO This article mentions the following:

Worsening water quality has drawn considerable attention from the scientific fraternity owing to its serious impact on human health and environmental ecosystem. In this regard, magnetic halloysite-based organic-inorganic hybrid materials with a hollow nanotubular structure and surface tunable chem. have emerged as an excellent platform for the efficient removal of recalcitrant water contaminants. The fabrication of nanocatalyst involves a simple yet versatile covalent immobilization strategy, wherein a chelating ligand, 2-benzoylpyridine (2-BPy) was grafted onto silane-functionalized magnetic halloysite nanotubes with subsequent anchoring of cobalt ions. Various physico-chem. techniques such as FT-IR spectroscopy, P-XRD, VSM, FE-SEM, TEM and XPS provided valuable insights into the crystallinity, magnetic attributes and morphol. of the designed nanocomposites. The exptl. results indicated that a Co(II)@2-BPy@APTES@MHNTs/H₂O₂ catalytic system not only exhibits immense catalytic potential in accelerating the degradation process but also shows impressive features such as shorter reaction time and ambient reaction conditions. With the assistance of coumarin fluorescent probe technique and radical scavenging studies, the mechanistic pathway has been proposed, and it has been found that in situ generated highly reactive hydroxyl radicals play a crucial role in achieving outstanding degradation efficiency. The kinetic characteristics of the degradation profile demonstrate that pseudo-first-order kinetics is followed with an apparent rate constant of 0.1179 min^-1 for BPA and 0.1242 min^-1for MG. Fascinatingly, the splendid magnetic properties of the designed Co(II)@2-BPy@APTES@MHNTs furnished their facile recovery and reusability for nine subsequent runs. Remarkably, the new findings demonstrated here will deepen our understanding of the fabrication and utilization of heterogeneous catalysts for wastewater treatment via a greener approach. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Formula: C12H9NO).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) 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: C12H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rhodium(III)-Catalyzed Activation of C_sp³-H Bonds and Subsequent Intermolecular Amidation at Room Temperature was written by Huang, Xiaolei;Wang, Yan;Lan, Jingbo;You, Jingsong. And the article was included in Angewandte Chemie, International Edition in 2015.Category: pyridine-derivatives This article mentions the following:

Disclosed herein is a Rh^III-catalyzed chelation-assisted activation of unreactive C_sp³-H bonds, thus enabling an intermol. amidation of 2-alkylpyridines I (R¹ = H, 4-Me, 5-F, 5-Me, 5-MeO; R² = R³ = Me, Ph; R² = n-Bu, MeO₂C, EtOCH₂, etc., R³ = Me) with amides and sulfonamides R³NH₂ (R³ = F₃CCO, MeSO₂, 4-O₂NC₆H₄SO₂, etc.) to provide a practical and step-economic route to 2-(pyridin-2-yl)ethanamine derivatives II. Substrates with other N-donor groups (3-isoquinolinyl, cyclohexylideneaminooxy, 5,6-dihydro-1,4,2-dioxazin-3-yl, etc.) are also compatible with the amidation. This protocol proceeds at room temperature, has a relatively broad functional group tolerance and high selectivity, and demonstrates the potential of rhodium(III) in the promotive functionalization of unreactive C_sp³-H bonds. A rhodacycle having a SbF₆^– counterion was identified as a plausible intermediate. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Category: pyridine-derivatives).

2-Isopropylpyridine (cas: 644-98-4) 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. 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. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Self Assembly of 5,10-bis(4-hydroxyphenyl)-15,20-bis(4-pyridyl) porphyrin into Different Nanoarchitectures Using Different Methods was written by Gautam, Renu;Chauhan, S. M. S.. And the article was included in Current Organic Chemistry in 2017.Application In Synthesis of Pyridinehydrochloride This article mentions the following:

Background: Nanomaterials based on porphyrin has attracted attention for significant research due to their potential applications in diverse fields such as optoelectronic devices, catalysis, light harvesting devices, controlled-release drug delivery. The self assembly method is an effective protocol for the fabrication of nanomaterials. Objective: We synthesized an unsym. porphyrin 5,10-bis(4-hydroxyphenyl)-15,20-bis(4-pyridyl) porphyrin, decorated with hydroxyl and pyridyl functional group which assist in supramol. self assembly. Method: We used two different methods, surfactant assisted method and vaporization-condensationrecrystn. method for the self assembly of our new unsym. porphyrin bearing hydrogen bonding motifs. The nanoaggregates obtained by these two different methods were well characterized by different spectroscopic techniques such as UV-visible spectra, fluorescence emission spectroscopy, SEM and X-ray diffraction. Results: A new unsym. porphyrin was synthesized and used for the formation of different nanoaggregates. The surfactant assisted method results in fabrication of nanoboats while VCR method leads to the formation of well ordered nanospindles. Both the nanoboats and nanospindles were formed by virtue of the cooperation of the non-covalent interactions such as hydrogen bonding and – interactions. Conclusion: The vaporization-condensation-recrystallization method forms highly crystalline nanospindles as it induces re-crystallization based self-assemblies using externally provided thermal energy, and avoids the need for solvent mols. while surfactant assisted method requires the solvent as well external stabilizer. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Application In Synthesis of Pyridinehydrochloride).

Pyridinehydrochloride (cas: 628-13-7) 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. 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 Pyridinehydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

N-heterocyclic carbene enabled rhodium-catalyzed ortho C(sp²)-H borylation at room temperature was written by Zhong, Lei;Zong, Zhi-Hong;Wang, Xi-Cun. And the article was included in Tetrahedron in 2019.COA of Formula: C12H11N This article mentions the following:

We report a rhodium-catalyzed ortho C(sp²)-H borylation of 2-phenylpyridines using com. available N-heterocyclic carbenes (NHCs) as ligand and pinacolatodiboron (B₂pin₂) as borylating reagent. The reaction could take place at room temperature, tolerating a wide range of functionalities and affording ortho borylated products in moderate to excellent yields. The current method is also applicable to gram-scale reaction with reduced catalyst loading. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9COA of Formula: C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.COA of Formula: C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Comparative evaluation of new dihydropyrimidine and dihydropyridine derivatives perturbing mitotic spindle formation was written by Peruzynska, Magdalena;Piotrowska, Katarzyna;Tkacz, Marta;Kurzawski, Mateusz;Struk, Lukasz;Borzyszkowska, Aleksandra;Idzik, Tomasz J.;Sosnicki, Jacek G.;Drozdzik, Marek. And the article was included in Future Medicinal Chemistry in 2018.Safety of 5-Phenylpyridin-2-ol This article mentions the following:

Aim: The mitotic spindle plays a key role in cell division which makes it an important target in cancer therapy. In the present study the antiproliferative activity of 4-benzyl-5-phenyl-3,4-dihydropyrimidine-2(1H)-thione (1) and its pyridine bioisoster (2) were evaluated and compared with monastrol (MON), the first known cell-permeable small mol. which disrupts bipolar spindle formation by inhibiting Eg5-kinesin activity. Results: Our data revealed that compound 2 showed higher antiproliferative activity than MON against MCF7 and A375 cell lines and comparable reversible cell cycle inhibition in G2/M phase. However, compound 2 produced distinct phenotype from monoastral spindles, and did not affect Eg5 ATPase activity. Conclusion: The activity of compound 2 may suggest its new promising anticancer mechanism (different than MON), targeting other component required for spindle bipolarity. In the experiment, the researchers used many compounds, for example, 5-Phenylpyridin-2-ol (cas: 76053-45-7Safety of 5-Phenylpyridin-2-ol).

5-Phenylpyridin-2-ol (cas: 76053-45-7) 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 derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Safety of 5-Phenylpyridin-2-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chelation-Assisted Copper-Mediated Direct Acetylamination of 2-Arylpyridine C-H Bonds with Cyanate Salts was written by Kianmehr, Ebrahim;Amiri Lomedasht, Yousef;Faghih, Nasser;Khan, Khalid Mohammed. And the article was included in Journal of Organic Chemistry in 2016.Computed Properties of C12H11N This article mentions the following:

In this study, the coupling of 2-phenylpyridine derivatives and potassium cyanate through C-H bond functionalization in the presence of a copper salt is developed for the first time. By this protocol, various heteroarylated acetanilide derivatives are synthesized in good yields. 2-Phenylpyridines containing electron-donating and -withdrawing groups appear to be well-tolerated by this transformation. 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 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 groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Computed Properties of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem