Tag: 100-200

In 2014,Hager, Dominik; MacMillan, David W. C. published 《Activation of C-H Bonds via the Merger of Photoredox and Organocatalysis: A Coupling of Benzylic Ethers with Schiff Bases》.Journal of the American Chemical Society published the findings.Name: 6-Bromopyridin-3-amine The information in the text is summarized as follows:

The photoredox-mediated coupling of benzylic ethers with Schiff bases has been accomplished. Direct benzylic C-H activation by a combination of a thiol catalyst with an iridium photocatalyst and subsequent radical-radical coupling with secondary aldimines affords a variety of β-amino ether products in good to excellent yields. Mechanistic studies suggest that a reductive quenching pathway of the photocatalyst is operable.6-Bromopyridin-3-amine(cas: 13534-97-9Name: 6-Bromopyridin-3-amine) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Name: 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2013,Zhang, Xiaoyan; Zhang, Nanjing; Chen, Guangming; Turpoff, Anthony; Ren, Hongyu; Takasugi, James; Morrill, Christie; Zhu, Jin; Li, Chunshi; Lennox, William; Paget, Steven; Liu, Yalei; Almstead, Neil; George Njoroge, F.; Gu, Zhengxian; Komatsu, Takashi; Clausen, Valerie; Espiritu, Christine; Graci, Jason; Colacino, Joseph; Lahser, Fred; Risher, Nicole; Weetall, Marla; Nomeir, Amin; Karp, Gary M. published 《Discovery of novel HCV inhibitors: Synthesis and biological activity of 6-(indol-2-yl)pyridine-3-sulfonamides targeting hepatitis C virus NS4B》.Bioorganic & Medicinal Chemistry Letters published the findings.Reference of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

A novel series of 6-(indol-2-yl)pyridine-3-sulfonamides I [R1 = CHF2O, c-Pr; R2 = i-Pr, H, CH(CH2F)2, etc.] was prepared and evaluated for their ability to inhibit HCV RNA replication in the HCV replicon cell culture assay. Preliminary optimization of this series furnished compounds with low nanomolar potency against the HCV genotype 1b replicon. Among these, compound I [R1 = CHF2O; R2 = CH(CH2F)2] was identified as a potent HCV replicon inhibitor (EC50 = 4 nM) with a selectivity index with respect to cellular GAPDH of more than 2500. Further, compound I [R1 = CHF2O; R2 = CH(CH2F)2] had a good pharmacokinetic profile in rats with an IV half-life of 6 h and oral bioavailability (F) of 62%. Selection of HCV replicon resistance identified an amino acid substitution in HCV NS4B that confers resistance to these compounds These compounds hold promise as a new chemotype with anti-HCV activity mediated through an underexploited viral target. The experimental part of the paper was very detailed, including the reaction process of 5-Bromo-2-chloropyridine(cas: 53939-30-3Reference of 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Reference of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《The Effect of the Leaving Group in N-Heterocyclic Carbene-Catalyzed Nucleophilic Aromatic Substitution Reactions》 was published in Bulletin of the Chemical Society of Japan in 2020. These research results belong to Yasui, Kosuke; Kamitani, Miharu; Fujimoto, Hayato; Tobisu, Mamoru. Application In Synthesis of 2-Bromopyridin-3-amine The article mentions the following:

The reactivity order of the leaving group was F > Cl ≥ Br > I in N-heterocyclic carbene-catalyzed CSNAr reactions of aryl halides bearing an α,β-unsaturated amide was discussed. Based on a qual. Marcus anal., the nature of the transition state in this catalytic CSNAr was primarily determined by the potential energy of the Meisenheimer complex, even though it was not involved as a discrete intermediate in the reaction pathway. The results came from multiple reactions, including the reaction of 2-Bromopyridin-3-amine(cas: 39856-58-1Application In Synthesis of 2-Bromopyridin-3-amine)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Application In Synthesis of 2-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Syntheses with aromatic nitramines. Part VIII. Rearrangements of isomeric nitraminopyridines with aroyl chlorides》 was published in Universitatis Iagellonicae Acta Chimica in 1991. These research results belong to Sepiol, Jadwiga; Tomasik, Piotr. Recommanded Product: 5-Chloro-3-methylpyridin-2-ol The article mentions the following:

2-Nitraminopyridine reacts with BzCl to give 5-chloro-1H-pyridin-2-one. 4-Nitraminopyridine with the same reagent produces both 3-chloro-1H-pyridin-4-one and unsubstituted 1H-pyridin-4-one, and 3-nitraminopyridine gives solely 3-hydroxypyridine. Any substituent in the 5-position of 2-nitraminopyridine or an electron-withdrawing substituent in the 3-position of that nitramine prohibit chlorination in the β-position. The reaction is accelerated by electron-donating substituents in the acyl moiety and (4-MeOC6H4COCl) and slowed down by electron-withdrawing substituents, e.g. 4-O2NC6H4COCl. In the experiment, the researchers used 5-Chloro-3-methylpyridin-2-ol(cas: 58498-61-6Recommanded Product: 5-Chloro-3-methylpyridin-2-ol)

5-Chloro-3-methylpyridin-2-ol(cas: 58498-61-6) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Recommanded Product: 5-Chloro-3-methylpyridin-2-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Rapid One-Pot Sequential Cyclization, Palladium Precatalyst Mediated Coupling Reactions of 6-Bromo-2-Chloroquinoline-3-Carboxaldehyde in Aqueous Medium》 was written by Thiyagamurthy, Pandurangan; Nawaz Khan, Fazlur-Rahman. Recommanded Product: 2510-22-7This research focused onxanthenedione quinolinyl preparation; bromo chloroquinoline carboxaldehyde Suzuki Sonogashira Stille coupling palladium catalyst. The article conveys some information:

Xanthene-1,8(2H)-diones I (R = Ph, 2-(pyridin-4-yl)ethynyl, ethenyl, etc.), were obtained from 6-bromo-2-chloro quinoline-3-carboxaldehyde, in water reflux and subsequently underwent Suzuki-Miyaura cross/Sonogashira/Stille coupling utilizing second generation XPhos Palladium preformed catalyst. Low catalyst loading, ambient temperature and wide scope of boronic acids, enantioselectivity are the advantages. In the part of experimental materials, we found many familiar compounds, such as 4-Ethynylpyridine(cas: 2510-22-7Recommanded Product: 2510-22-7)

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Recommanded Product: 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C12H12N2In 2021 ,《Thermochromic Color Switching to Temperature Controlled Volatile Memory and Counter Operations with Metal-Organic Complexes and Hybrid Gels》 was published in Angewandte Chemie, International Edition. The article was written by Nirmala, Anjali; Mukkatt, Indulekha; Shankar, Sreejith; Ajayaghosh, Ayyappanpillai. The article contains the following contents:

Temperature is often not considered as a precision stimulus for artificial chem. systems in contrast to the host-guest interactions related to many natural processes. Similarly, mimicking multi-state volatile memory operations using a single mol. system with temperature as a precision stimulus is highly laborious. A mixture of Fe(II) chloride and bipyridine can be used as a reversible color-to-colorless thermochromic switch and logic operators. The generality of the approach was illustrated using CoII and NiII salts that resulted in color-to-color transitions. DMSO gels of these systems exhibited reversible opaque-transparency switching. More importantly, optically readable multi-state volatile memory with temperature as a precision input was demonstrated. The stored data is volatile and is lost instantaneously upon withdrawal or change of temperature Simultaneous read-out at multiple wavelengths results in single-input/multi-output sequential logic operations such as data accumulators (counters) leading to volatile memory states. The present system provides access to thermoresponsive materials wherein temperature can be used as a precision stimulus. In the part of experimental materials, we found many familiar compounds, such as 4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6Formula: C12H12N2)

4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6) is used in the synthesis of a series of o-phenanthroline-substituted ruthenium(II) complexes.Formula: C12H12N2 Furthermore, 4,4′-Dimethyl-2,2′-bipyridine is used as a chemical Intermediate. It can be used for the determination of ferrous and cyanide compounds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Product Details of 1692-25-7In 2019 ,《Red/Near-Infrared Thermally Activated Delayed Fluorescence OLEDs with Near 100 % Internal Quantum Efficiency》 was published in Angewandte Chemie, International Edition. The article was written by Chen, Jia-Xiong; Tao, Wen-Wen; Chen, Wen-Cheng; Xiao, Ya-Fang; Wang, Kai; Cao, Chen; Yu, Jia; Li, Shengliang; Geng, Feng-Xia; Adachi, Chihaya; Lee, Chun-Sing; Zhang, Xiao-Hong. The article contains the following contents:

Developing red thermally activated delayed fluorescence (TADF) emitters, attainable for both high-efficient red organic light-emitting diodes (OLEDs) and non-doped deep red/near-IR (NIR) OLEDs, is challenging. Now, two red emitters, BPPZ-PXZ and mDPBPZ-PXZ, with twisted donor-acceptor structures were designed and synthesized to study mol. design strategies of high-efficiency red TADF emitters. BPPZ-PXZ employs the strictest mol. restrictions to suppress energy loss and realizes red emission with a photoluminescence quantum yield (ΦPL) of 100±0.8 % and external quantum efficiency (EQE) of 25.2 % in a doped OLED. Its non-doped OLED has an EQE of 2.5 % owing to unavoidable intermol. π-π interactions. MDPBPZ-PXZ releases two pyridine substituents from its fused acceptor moiety. Although mDPBPZ-PXZ realizes a lower EQE of 21.7 % in the doped OLED, its non-doped device shows a superior EQE of 5.2 % with a deep red/NIR emission at peak of 680 nm. The results came from multiple reactions, including the reaction of Pyridin-3-ylboronic acid(cas: 1692-25-7Product Details of 1692-25-7)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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. Product Details of 1692-25-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 141-86-6In 2020 ,《Reinforcing Supramolecular Bonding with Magnetic Dipole Interactions to Assemble Dynamic Nanoparticle Superlattices》 was published in Journal of the American Chemical Society. The article was written by Santos, Peter J.; MacFarlane, Robert J.. The article contains the following contents:

Assembling superparamagnetic particles into ordered lattices is an attractive means of generating new magnetically responsive materials, and is commonly achieved by tailoring interparticle interactions as a function of the ligand coating. However, the inherent linkage between the collective magnetic behavior of particle arrays and the assembly processes used to generate them complicates efforts to understand and control material synthesis. Here, the authors use a synergistic combination of a chem. force (hydrogen bonding) and magnetic dipole coupling to assemble polymer-brush coated superparamagnetic Fe oxide nanoparticles, where the relative strengths of these interactions can be tuned to reinforce one another and stabilize the resulting superlattice phases. The authors can precisely control both the dipole-dipole coupling between nanoparticles and the strength of the ligand-ligand interactions by modifying the interparticle spacing through changes to the polymer spacer between the hydrogen bonding groups and the nanoparticles’ surface. This results in modulation of the materials’ blocking temperature, as well as the stabilization of a unique superlattice phase that only exists when magnetic coupling between particles is present. Using magnetic interactions to affect nanoparticle assembly in conjunction with ligand-mediated interparticle interactions expands the potential for synthesizing predictable and controllable nanoparticle-based magnetic composites. The experimental part of the paper was very detailed, including the reaction process of 2,6-Diaminopyridine(cas: 141-86-6Related Products of 141-86-6)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Related Products of 141-86-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Name: 4-EthynylpyridineIn 2019 ,《Novel SAR for quinazoline inhibitors of EHMT1 and EHMT2》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Leenders, Ruben; Zijlmans, Remco; van Bree, Bart; van de Sande, Marc; Trivarelli, Federica; Damen, Eddy; Wegert, Anita; Mueller, Daniel; Ehlert, Jan Erik; Feger, Daniel; Heidemann-Dinger, Carolin; Kubbutat, Michael; Schaechtele, Christoph; Lenstra, Danny C.; Mecinovic, Jasmin; Mueller, Gerhard. The article conveys some information:

Detailed structure activity relationship of two series of quinazoline EHMT1/EHMT2 inhibitor compounds I [R = COOH, CONH2, (5-prop-2-ynylpyrrolidin-2-one)-3-yl etc.] and II [R1 = OMe, F, OCF3 ; R2 = aminopropynyl,(5-prop-2-ynylpyrrolidin-2-one)-3-yl etc.] were elaborated. New and active alternatives were presented for the ubiquitous substitution patterns found in literature for the linker to the lysine mimicking region and the lysine mimic itself. After reading the article, we found that the author used 4-Ethynylpyridine(cas: 2510-22-7Name: 4-Ethynylpyridine)

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Name: 4-Ethynylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C7H7NOIn 2020 ,《Design, Sonosynthesis, Quantum-Chemical Calculations, and Evaluation of New Mono- and Bis-pyridine Dicarbonitriles as Antiproliferative Agents》 appeared in Chinese Journal of Chemistry. The author of the article were Arafa, Wael Abdelgayd Ahmed; Hussein, Modather F.. The article conveys some information:

A highly efficient, simple, and clean single-step sonosynthetic procedure was sophisticated for assembling new series of mono- and bis-pyridine dicarbonitriles from ketones, HCl, and tetracyanoethylene. The presented protocol was applicable for the preparation of a broad range of uniquely substituted pyridine dicarbonitriles and were superior in comparison with other previously reported methods. The antiproliferative impact of the newly synthesized derivatives were screened towards three representative cancer cell lines (MCF-7, A549, and HCT116). Most of the evaluated derivatives showed a moderate to excellent anti-proliferative activity towards the selected cell lines. Of these, compounds I, II, III and IV [R = 2-pyridyl, 4-pyridyl] showed both potent anticancer activity (IC50 < 10μM) and lower cytotoxic effect (IC50 > 58μM) on non-tumorigenic cells (MCF-10A and NCM460), suggesting their promising potential to be lead mols. for future antitumor drug discovery. The structure-activity relationships was discussed. Moreover, quantum chem. studies based on d. functional theory (DFT) of the synthesized compounds were investigated and found to be consistent with the in-vitro inhibitory activities. In addition to this study using 4-Acetylpyridine, there are many other studies that have used 4-Acetylpyridine(cas: 1122-54-9Formula: C7H7NO) was used in this study.

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Formula: C7H7NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem