Tag: 200-300

Lai, Ping-Shan; Jansen-van Vuuren, Ross D.; Lemieux, Robert P.; Snieckus, Victor published their research in Journal of Organic Chemistry in 2021. The article was titled 《Directed ortho and Remote Metalation-Suzuki-Miyaura Cross Coupling Route to Azafluorenol Core Liquid Crystals》.Application In Synthesis of 2,5-Dibromopyridine The article contains the following contents:

Two new smectic C* (SmC*) mesogens containing a hexyloxy side chain and an azafluorenone I or azafluorenol II core were synthesized using a combined directed ortho metalation-directed remote metalation-Suzuki-Miyaura cross-coupling strategy. The II was formed in 9 steps and 25% overall yield based on starting N,N-diethyl-3-methoxybenzamide. The I forms a nematic (N) phase while II forms a smectic A (SmA) phase. The large temperature range of the Sm phase for the azafluorenol II is indicative of mesophase stabilization by intermol. hydrogen bonding between the hydroxyl group and pyridine nitrogen. In the experimental materials used by the author, we found 2,5-Dibromopyridine(cas: 624-28-2Application In Synthesis of 2,5-Dibromopyridine)

2,5-Dibromopyridine(cas: 624-28-2) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Application In Synthesis of 2,5-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Discovery and Optimization of Non-bile Acid FXR Agonists as Preclinical Candidates for the Treatment of Nonalcoholic Steatohepatitis》 was written by Li, Junyou; Liu, Mengqi; Li, Yazhou; Sun, Dan-dan; Shu, Zhihao; Tan, Qian; Guo, Shimeng; Xie, Rongrong; Gao, Lixin; Ru, Hongbo; Zang, Yi; Liu, Hong; Li, Jia; Zhou, Yu. Product Details of 29682-15-3 And the article was included in Journal of Medicinal Chemistry in 2020. The article conveys some information:

Farnesoid X receptor (FXR) plays a key role in bile acid homeostasis, inflammation, fibrosis, and metabolism of lipid and glucose and becomes a promising therapeutic target for nonalcoholic steatohepatitis (NASH) or other FXR-dependent diseases. The phase III trial results of obeticholic acid demonstrate that the FXR agonists emerge as a promising intervention in patients with NASH and fibrosis, but this bile acid-derived FXR agonist brings severe pruritus and an elevated risk of cardiovascular disease for patients. Herein, we reported our efforts in the discovery of a series of non-bile acid FXR agonists, and 36 compounds were designed and synthesized based on the structure-based drug design and structural optimization strategies. Particularly, compound 42(I) is a highly potent and selective FXR agonist, along with good pharmacokinetic profiles, high liver distribution, and preferable in vivo efficacy, indicating that it is a potential candidate for the treatment of NASH or other FXR-dependent diseases. The results came from multiple reactions, including the reaction of Methyl 5-bromopicolinate(cas: 29682-15-3Product Details of 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Product Details of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《In Situ Ring-Closing Strategy for Direct Synthesis of N-Heterocyclic Carbene Nickel Complexes and Their Application in Coupling of Allylic Alcohols with Aryl Boronic Acids》 was published in Advanced Synthesis & Catalysis in 2020. These research results belong to Wang, Yu-Bin; Liu, Bin-Yuan; Bu, Qingqing; Dai, Bin; Liu, Ning. Synthetic Route of C5H3Br2N The article mentions the following:

An in situ ring-closing strategy was developed for the synthesis of N-heterocyclic carbene nickel complexes, e.g., I. The process was carried out in air, and did not require solvent purification The resulting nickel complexes were investigated as catalysts for the coupling of allylic alcs. RCH=CHCH(OH)R1 (R = H, Me, phenyl; R1 = Me, Ph, thiophen-3-yl, etc.) with aryl boronic acids R2B(OH)2 (R2 = 4-methoxyphenyl, thiophen-3-yl, naphthalen-2-yl, etc.). A wide range of allylic substrates and aryl acids proved to be applicable to this catalytic system. Control experiments suggest that the Ni(0) may be the true active species in the coupling reactions. The results came from multiple reactions, including the reaction of 2,6-Dibromopyridine(cas: 626-05-1Synthetic Route of C5H3Br2N)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Synthetic Route of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Fragment-based discovery of a new class of inhibitors targeting mycobacterial tRNA modification》 was published in Nucleic Acids Research in 2020. These research results belong to Thomas, Sherine E.; Whitehouse, Andrew J.; Brown, Karen; Burbaud, Sophie; Belardinelli, Juan M.; Sangen, Jasper; Lahiri, Ramanuj; Libardo, Mark Daben J.; Gupta, Pooja; Malhotra, Sony; Boshoff, Helena I. M.; Jackson, Mary; Abell, Chris; Coyne, Anthony G.; Blundell, Tom L.; Floto, Rodrigo Andres; Mendes, Vitor. Formula: C6H7Br2N The article mentions the following:

Translational frameshift errors are often deleterious to the synthesis of functional proteins and could therefore be promoted therapeutically to kill bacteria. TrmD (tRNA-(N(1)G37) methyltransferase) is an essential tRNA modification enzyme in bacteria that prevents +1 errors in the reading frame during protein translation and represents an attractive potential target for the development of new antibiotics. Here, we describe the application of a structure-guided fragment-based drug discovery approach to the design of a new class of inhibitors against TrmD in Mycobacterium abscessus. Fragment library screening, followed by structure-guided chem. elaboration of hits, led to the rapid development of drug-like mols. with potent in vitro TrmD inhibitory activity. Several of these compounds exhibit activity against planktonic M. abscessus and M. tuberculosis as well as against intracellular M. abscessus and M. leprae, indicating their potential as the basis for a novel class of broad-spectrum mycobacterial drugs. In addition to this study using 2-(Bromomethyl)pyridine hydrobromide, there are many other studies that have used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Formula: C6H7Br2N) was used in this study.

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Formula: C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,ACS Applied Materials & Interfaces included an article by Yu, Ziwei; Zhang, Jiaxin; Liu, Shihao; Zhang, Letian; Zhao, Yi; Zhao, Hongyu; Xie, Wenfa. Electric Literature of C5H3Br2N. The article was titled 《High-Efficiency Blue Phosphorescent Organic Light-Emitting Devices with Low Efficiency Roll-Off at Ultrahigh Luminance by the Reduction of Triplet-Polaron Quenching》. The information in the text is summarized as follows:

High-performance phosphorescent organic light-emitting devices (PhOLEDs) at high luminance are still a remaining problem that needs to be solved, especially blue PhOLEDs. (5-(5-9H-Carbazol-9-yl)pyridin-2-yl)-8-(9H-carbazol-9-yl)-5H-pyrido[3,2-b]indole (p2PCB2CZ) with excellent characteristics as a host is designed to realize a novel host-guest system without hole trapping effect in blue PhOLEDs. The device in which p2PCB2CZ and FIrpic is used as host and guest, resp., is proposed to improve the performances of blue PhOLEDs at high luminance, especially at ultrahigh luminance (>30000 cd/m2). The maximum external quantum efficiency (EQE) of this type of blue PhOLEDs is 19.2%, while the maximum EQE of the reference blue PhOLEDs is 18.7%. Nevertheless, the p2PCB2CZ-based devices exhibit significant advantages at high luminance, because its EQE still attains to 10.8% even when the luminance increases to 30000 cd/m2, which is 1.67 times that of the reference device. From measurements based on steady-state and time-resolved spectroscopies, the reduction of triplet-polaron quenching in p2PCB2CZ-based devices is the main reason for improving the performances of blue PhOLEDs at high luminance. In the experimental materials used by the author, we found 2,5-Dibromopyridine(cas: 624-28-2Electric Literature of C5H3Br2N)

2,5-Dibromopyridine(cas: 624-28-2) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Electric Literature of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Yasue, Risa; Miyauchi, Masaru; Yoshida, Kazuhiro published 《Planar Chiral Cyclic (Amino)(ferrocenyl)carbene as Ligand for Transition Metals》.Advanced Synthesis & Catalysis published the findings.Reference of 2-(Bromomethyl)pyridine hydrobromide The information in the text is summarized as follows:

Planar chiral ferrocene-fused iminium salts were synthesized in enantiomerically pure form. The novel planar chiral cyclic (amino)(ferrocenyl)carbene successfully generated from such salt was subjected to carbene trapping experiments with sulfur and copper chloride. The utility of the carbene as a chiral ligand for transition metals was preliminarily demonstrated in the copper-catalyzed enantioselective β-boration of an α,β-unsaturated ester. After reading the article, we found that the author used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Reference of 2-(Bromomethyl)pyridine hydrobromide)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine derivatives lend themselves to many roles in the spirited field of supramolecular chemistry – whether as the ligand backbone of metal-organic polymers or presiding over the key electronic stations of nanodevices. In biochemistry, pyridine-containing cofactors are necessary nutrients on which our lives depend. Reference of 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2015,Jornet-Molla, Veronica; Romero, Francisco M. published 《Synthesis of rigid ethynyl-bridged polytopic picolinate ligands for MOF applications》.Tetrahedron Letters published the findings.Safety of Methyl 5-bromopicolinate The information in the text is summarized as follows:

Segmented homopolytopic ligands that consist of a rigid central arylene platform, ethynylene spacers, and terminal chelating picolinate subunits have been synthesized in good yields in a two-step procedure involving a Sonogashira-type cross coupling reaction between the ester Me 5-bromopyridine-2-carboxylate and several arylacetylenes, followed by hydrolysis of the resulting Me picolinates [e.g., Me 5-bromopyridine-2-carboxylate + 1,4-diethynylbenzene followed by hydrolysis afforded ligand I]. A similar strategy has been employed for the preparation of heteroditopic ligands containing picolinate and a second non-chelating pyridine or benzoate unit. The compounds are potential candidates for organic linkers in metal-organic frameworks (MOFs). The results came from multiple reactions, including the reaction of Methyl 5-bromopicolinate(cas: 29682-15-3Safety of Methyl 5-bromopicolinate)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Safety of Methyl 5-bromopicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Unravelling the structural-electronic impact of arylamine electron-donating antennas on the performances of efficient ruthenium sensitizers for dye-sensitized solar cells》 was written by Chen, Wang-Chao; Kong, Fan-Tai; Ghadari, Rahim; Li, Zhao-Qian; Guo, Fu-Ling; Liu, Xue-Peng; Huang, Yang; Yu, Ting; Hayat, Tasawar; Dai, Song-Yuan. Recommanded Product: 138219-98-4 And the article was included in Journal of Power Sources on April 1 ,2017. The article conveys some information:

We report a systematic research to understand the structural-electronic impact of the arylamine electron-donating antennas on the performances of the ruthenium complexes for dye-sensitized solar cells. Three ruthenium complexes functionalized with different arylamine electron-donating antennas (N,N-diethyl-aniline in RC-31, julolidine in RC-32 and N,N-dibenzyl-aniline in RC-36) are designed and synthesized. The photoelec. properties of RC dyes exhibit apparent discrepancy, which are ascribed to different structural nature and electronic delocalization ability of these arylamine electron-donating system. In conjunction with TiO2 microspheres photoanode and a typical coadsorbent DPA, the devices sensitized by RC-36 achieve the best conversion efficiency of 10.23%. The UV-Vis absorption, electrochem. measurement, incident photon-to-current conversion efficiency and transient absorption spectra confirm that the excellent performance of RC-36 is induced by synergistically structural-electronic impacts from enhanced absorption capacity and well-tuned electronic characteristics. These observations provide valuable insights into the mol. engineering methodol. based on fine tuning structural-electronic impact of electron-donating antenna in efficient ruthenium sensitizers. The experimental part of the paper was very detailed, including the reaction process of 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Recommanded Product: 138219-98-4)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) 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. Recommanded Product: 138219-98-4 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Photoredox Catalytic Trifluoromethylation and Perfluoroalkylation of Arenes Using Trifluoroacetic and Related Carboxylic Acids》 was written by Yin, Dehang; Su, Dengquan; Jin, Jian. Safety of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate And the article was included in Cell Reports Physical Science on August 26 ,2020. The article conveys some information:

Here, a mild and practical method that allows for the direct C-H trifluoromethylation, perfluoroalkylation, and chlorodifluoromethylation of (hetero)arenes such as mesitylene, 1-tosyl-1H-pyrrole, N-(thiophen-3-yl)acetamide, etc. using TFA and the related carboxylic acids RC(O)OH (R = CF3, C5F11, CF2Cl, etc.) was reported. A diverse array of arenes and heteroarenes was successfully transformed into valued fluoroalkylated compounds e.g., I. The combination of photoredox catalysis and a bis(4-chlorophenyl) sulfoxide provides a platform for the facile generation of fluoroalkyl radicals from the corresponding fluoroalkyl carboxylic acids under mild conditions. After reading the article, we found that the author used Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Safety of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) 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. Safety of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C7H6BrNO2In 2016 ,《Discovery of 2-((R)-4-(2-Fluoro-4-(methylsulfonyl)phenyl)-2-methylpiperazin-1-yl)-N-((1R,2s,3S,5S,7S)-5-hydroxyadamantan-2-yl)pyrimidine-4-carboxamide (SKI2852): A Highly Potent, Selective, and Orally Bioavailable Inhibitor of 11β-Hydroxysteroid Dehydrogenase Type 1 (11β-HSD1)》 was published in Journal of Medicinal Chemistry. The article was written by Ryu, Je Ho; Lee, Jung A.; Kim, Shinae; Shin, Young Ah; Yang, Jewon; Han, Hye Young; Son, Hyun Joo; Kim, Yong Hyuk; Sa, Joon Ho; Kim, Jae-Sun; Lee, Jungeun; Lee, Jeeyeon; Park, Hyeung-geun. The article contains the following contents:

A series of picolinamide- and pyrimidine-4-carboxamide-based inhibitors of 11β-hydroxysteroid dehydrogenase type 1 was synthesized and evaluated to optimize the lead compound The combination of the replacement of a pyridine ring of the lead compd with a pyrimidine ring and the introduction of an addnl. fluorine substituent at the 2-position of the Ph ring resulted in the discovery of a potent, selective, and orally bioavailable inhibitor, SKI2852, which demonstrated no CYP and PXR liabilities, excellent PK profiles across species, and highly potent and sustainable PD activity. Repeated oral administration of SKI2852 significantly reduced blood glucose and HbA1c levels and improved the lipid profiles in ob/ob mice. Moreover, the HbA1c-lowering effect of metformin was synergistically enhanced in combination with SKI2852. In the part of experimental materials, we found many familiar compounds, such as Methyl 5-bromopicolinate(cas: 29682-15-3Formula: C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Formula: C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem