Tag: 200-300

《Rhodium(III)-catalyzed switchable C-H acylmethylation and annulation of 2,2′-bipyridine derivatives with sulfoxonium ylides》 was written by Chen, Mengjia; Meng, Haifang; Yang, Fang; Wang, Yani; Chen, Chen; Zhu, Bolin. Category: pyridine-derivatives And the article was included in Organic & Biomolecular Chemistry in 2021. The article conveys some information:

A novel protocol for Rh(III)-catalyzed switchable C-H acylmethylation and annulation of 2,2′-bipyridine derivatives with sulfoxonium ylides was reported. This protocol provided a facile approach to synthesize structurally diverse acylmethylated 2,2′-bipyridine derivatives I [R = i-Pr, Ph, 2-FC6H4, etc.; R1 = H, Me, Br, etc.; R2 = H, Br; R3 = H; R4 = H; R3R4 = CH=CH-CH=CH] and acyl-pyrido[2,3-a]indolizines II [R5 = Ph, 1-naphthyl, 2-furyl, etc.; R6 = H, Br, F, etc.; R7 = H, Br; R8 = H; R9 = H; R8R9 = CH=CH-CH=CH] with a broad range of functional group tolerance. After reading the article, we found that the author used 2,6-Dibromopyridine(cas: 626-05-1Category: pyridine-derivatives)

2,6-Dibromopyridine(cas: 626-05-1) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《High Triplet Energy Level Achieved by Tuning the Arrangement of Building Blocks in Phosphorescent Polymer Backbones for Furnishing High Electroluminescent Performances in Both Blue and White Organic Light-Emitting Devices》 was written by Liu, Boao; Dang, Feifan; Tian, Zhuanzhuan; Feng, Zhao; Jin, Deyuan; Dang, Wanping; Yang, Xiaolong; Zhou, Guijiang; Wu, Zhaoxin. Formula: C7H6BrNO2This research focused ontriplet energy phosphorescent polymer blue white organic LED; diode blue white emitting organic phosphorescent polymer triplet energy; electroluminescent device organic blue white phosphorescent polymer triplet energy; OLEDs; charge-carrier injection/transporting; functionalization; high triplet energy level; phosphorescent polymers; polymer backbone. The article conveys some information:

A high triplet energy level (ET) of ∼2.83 eV was achieved in a novel polymer backbone through tuning the arrangement of 2 kinds of building blocks, showing enhanced hole injection/transporting capacity. Based on this new polymer backbone with high ET, both blue and white phosphorescent polymers were developed with a trade-off between high ET and enhanced charge-carrier transporting ability. Their photophys. features, electrochem. behaviors, and electroluminescent (EL) properties were characterized. Benefitting from the advantages associated with the novel polymer backbone, the blue phosphorescent polymers show top-ranking EL performances with a maximum luminance efficiency (ηL) of 15.22 cd A-1, corresponding to a power efficiency (ηP) of 12.64 lm W-1, and external quantum efficiency (ηext) of 6.22% and the stable Commission Internationale de L’Eclairage (CIE) coordinates of (0.19, 0.38). Also, blue-orange (B-O) complementary-colored white phosphorescent polymers based on this novel polymer backbone were also obtained showing encouraging EL efficiencies of 12.34 cd A-1, 9.59 lm W-1, and 4.10% in the optimized WOLED together with exceptionally stable CIE coordinates of (Δx = 0.014, Δy = 0.010) in a wide driving voltage range from 4 to 16 V. All of these attractive EL results achieved by these novel phosphorescent polymers show the great potential of this new polymer backbone in developing highly efficient phosphorescent polymers. The experimental process involved the reaction of Methyl 5-bromopicolinate(cas: 29682-15-3Formula: C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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.Formula: C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Category: pyridine-derivativesIn 2015 ,《Discovery of a High Affinity and Selective Pyridine Analog as a Potential Positron Emission Tomography Imaging Agent for Cannabinoid Type 2 Receptor》 appeared in Journal of Medicinal Chemistry. The author of the article were Slavik, Roger; Grether, Uwe; Muller Herde, Adrienne; Gobbi, Luca; Fingerle, Jurgen; Ullmer, Christoph; Kramer, Stefanie D.; Schibli, Roger; Mu, Linjing; Ametamey, Simon M.. The article conveys some information:

As part of our efforts to develop CB2 PET imaging agents, we investigated 2,5,6-substituted pyridines as a novel class of potential CB2 PET ligands. A total of 21 novel compounds were designed, synthesized, and evaluated for their potency and binding properties toward human and rodent CB1 and CB2. The most promising ligand 6a was radiolabeled with carbon-11 to yield 16 ([11C]RSR-056). Specific binding of 16 to CB2-pos. spleen tissue of rats and mice was demonstrated by in vitro autogadiog. and verified in vivo in PET and biodistribution experiments Furthermore, 16 was evaluated in a lipopolysaccharid (LPS) induced murine model of neuroinflammation. Brain radioactivity was strikingly higher in the LPS-treated mice than the control mice. Compound 16 is a promising radiotracer for imaging CB2 in rodents. It might serve as a tool for the investigation of CB2 receptor expression levels in healthy tissues and different neuroinflammatory disorders in humans. After reading the article, we found that the author used Methyl 5-bromopicolinate(cas: 29682-15-3Category: pyridine-derivatives)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 626-05-1In 2020 ,《Pyridine Bridging Diphenylamine-Carbazole with Linking Topology as Rational Hole Transporter for Perovskite Solar Cells Fabrication》 appeared in ACS Applied Materials & Interfaces. The author of the article were Huang, Peng; Manju; Kazim, Samrana; Sivakumar, Gangala; Salado, Manuel; Misra, Rajneesh; Ahmad, Shahzada. The article conveys some information:

Developing cost-effective and rational hole transporting materials is critical for fabricating high-performance perovskite solar cells (PSCs) and to promote their com. endeavor. We have designed and developed pyridine (core) bridging diphenylamine-substituted carbazole (arm) small mols., named as 2,6PyDANCBZ and 3,5PyDANCBZ. The linking topol. of core and arm on their photophys., thermal, semiconducting, and photovoltaic properties were probed systematically. We found that the 2,6PyDANCBZ shows higher mobility and conductivity along with uniform film-forming ability as compared to 3,5PyDANCBZ. The PSCs fabricated with 2,6PyDANCBZ supersede the performance delivered by Spiro-OMeTAD and importantly also gave improved long-term stability. Our findings put forward small mols. based on core-arm linking topol. for cost-effective hole selective layers designing. In the experiment, the researchers used 2,6-Dibromopyridine(cas: 626-05-1Related Products of 626-05-1)

2,6-Dibromopyridine(cas: 626-05-1) 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.Related Products of 626-05-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Wodtke, Robert; Hauser, Christoph; Ruiz-Gomez, Gloria; Jaeckel, Elisabeth; Bauer, David; Lohse, Martin; Wong, Alan; Pufe, Johanna; Ludwig, Friedrich-Alexander; Fischer, Steffen; Hauser, Sandra; Greif, Dieter; Pisabarro, M. Teresa; Pietzsch, Jens; Pietsch, Markus; Loeser, Reik published 《Nε-Acryloyllysine Piperazides as Irreversible Inhibitors of Transglutaminase 2: Synthesis, Structure-Activity Relationships, and Pharmacokinetic Profiling》.Journal of Medicinal Chemistry published the findings.Recommanded Product: Methyl 5-bromopicolinate The information in the text is summarized as follows:

Transglutaminase 2 (TGase 2)-catalyzed transamidation represents an important post-translational mechanism for protein modification with implications in physiol. and pathophysiol. conditions, including fibrotic and neoplastic processes. Consequently, this enzyme is considered a promising target for the diagnosis of and therapy for these diseases. In this study, we report on the synthesis and kinetic characterization of Nε-acryloyllysine piperazides as irreversible inhibitors of TGase 2. Systematic structural modifications on 54 new compounds were performed with a major focus on fluorine-bearing substituents due to the potential of such compounds to serve as radiotracer candidates for positron emission tomog. The determined inhibitory activities ranged from 100 to 10,000 M-1 s-1, which resulted in comprehensive structure-activity relationships. Structure-activity correlations using various substituent parameters accompanied by covalent docking studies provide an advanced understanding of the mol. recognition for this inhibitor class within the active site of TGase 2. Selectivity profiling of selected compounds for other transglutaminases demonstrated an excellent selectivity toward transglutaminase 2. Furthermore, an initial pharmacokinetic profiling of selected inhibitors was performed, including the assessment of potential membrane permeability and liver microsomal stability. The experimental part of the paper was very detailed, including the reaction process of Methyl 5-bromopicolinate(cas: 29682-15-3Recommanded Product: Methyl 5-bromopicolinate)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Recommanded Product: Methyl 5-bromopicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Rabal, Obdulia; Sanchez-Arias, Juan A.; Cuadrado-Tejedor, Mar; de Miguel, Irene; Perez-Gonzalez, Marta; Garcia-Barroso, Carolina; Ugarte, Ana; Estella-Hermoso de Mendoza, Ander; Saez, Elena; Espelosin, Maria; Ursua, Susana; Haizhong, Tan; Wei, Wu; Musheng, Xu; Garcia-Osta, Ana; Oyarzabal, Julen published 《Design, Synthesis, and Biological Evaluation of First-in-Class Dual Acting Histone Deacetylases (HDACs) and Phosphodiesterase 5 (PDE5) Inhibitors for the Treatment of Alzheimer’s Disease》.Journal of Medicinal Chemistry published the findings.Electric Literature of C7H6BrNO2 The information in the text is summarized as follows:

Simultaneous inhibition of phosphodiesterase 5 (PDE5) and histone deacetylases (HDAC) has recently been validated as a potentially novel therapeutic approach for Alzheimer’s Disease (AD). To further extend this concept, the authors designed and synthesized the first chem. series of dual acting PDE5 and HDAC inhibitors, and the authors validated this systems therapeutics approach. Following the implementation of structure- and knowledge-based approaches, initial hits were designed and were shown to validate the hypothesis of dual in vitro inhibition. Then, an optimization strategy was pursued to obtain a proper tool compound for in vivo testing in AD models. Initial hits were translated into mols. with adequate cellular functional responses (histone acetylation and cAMP/cGMP response element-binding (CREB) phosphorylation in the nanomolar range), an acceptable therapeutic window (>1 log unit) and the ability to cross the blood-brain barrier, leading to the identification of 7 as a candidate for in vivo proof-of-concept testing. In the experimental materials used by the author, we found Methyl 5-bromopicolinate(cas: 29682-15-3Electric Literature of C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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. Electric Literature of C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Zhang, Mengjia; Weng, Zhiqiang published 《Copper-Mediated Trifluoromethylthiolation of Heteroaryl Bromides》.Advanced Synthesis & Catalysis published the findings.Related Products of 29682-15-3 The information in the text is summarized as follows:

An efficient protocol for the copper-mediated trifluoromethylthiolation of heteroaryl bromides has been achieved using the copper complex (bpy)Cu(SCF3) as trifluoromethylthiolation reagent. This procedure provides a straightforward synthetic method for heteroaryl trifluoromethyl sulfides from readily available, simple starting materials. The reaction demonstrates a broad substrate scope and tolerates a wide array of functional groups, including nitrile, ester, chloro, nitro, or methoxy substituents. The synthesis of the target compounds was achieved by a reaction of (2,2′-bipyridine-κN1,κN1′)(1,1,1-trifluoromethanethiolato-κS)copper with aryl bromides, such as 2-bromopyridine derivatives, 3-bromopyridine derivatives, 4-bromopyridine derivatives, bromoquinoline derivatives, 2-bromoquinoxaline, 2-bromopyrimidine, 2-bromothiazole derivatives, 6-(bromo)imidazo[1,2-a]pyridine. After reading the article, we found that the author used Methyl 5-bromopicolinate(cas: 29682-15-3Related Products of 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Related Products of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wu, Chunjiang; Xu, Shan; Guo, Yuping; Wu, Jielian; Luo, Rong; Wang, Wenhui; Tu, Yuanbiao; Le Chen; Zhu, Wufu; Zheng, Pengwu published an article on February 28 ,2018. The article was titled 《Design, synthesis and biological evaluation of phenylpicolinamide sorafenib derivatives as antitumor agents》, and you may find the article in Medicinal Chemistry Research.HPLC of Formula: 1158763-55-3 The information in the text is summarized as follows:

Two series of phenylpicolinamide sorafenib derivatives (14a-k, 15a-k) were designed and synthesized. They were evaluated for IC50 values against three cancer cell lines (A549, Hela, and MCF-7) and VEGFR2/KDR, BRAF, and CRAF kinases. Fourteen target compounds showed moderate to excellent cytotoxicity activity against the different cancer cells with potency from the single-digit μM to nanomole range. What’s more, six of them were equal to more potent than sorafenib against one or more cell lines. Most of the compounds showed bad activity against VEGFR2/KDR, BRAF, or CRAF kinases. The most promising compound 15f showed strong antitumor activities against A549 and MCF-7 cell lines with IC50 values of 5.43 ± 0.74 and 0.62 ± 0.21 μM, which were 1.29-6.79-fold more active than sorafenib (6.53 ± 0.82, 4.21 ± 0.62 μM), resp. and it exhibited moderate IC50 (7.1 μM) than 14f (IC50 = 3.1 μM). Structure-activity relationships (SARs) and docking studies indicated that replacement of diarylurea of sorafenib with phenylpicolinamide moiety benefits to the activity. The position of aryl group and the substitutions of aryl group have a great influence on antitumor activity and selectivity. Small volume groups of aryl group such as (substituted) alkyl groups (-CH3, -CF3), halogen atoms (-F) were favorable to the cytotoxicity. Exact action mechanism of target compounds is not quite clear and further study will be carried out to identify the target in near future. After reading the article, we found that the author used 5-(3-Fluorophenyl)picolinic acid(cas: 1158763-55-3HPLC of Formula: 1158763-55-3)

5-(3-Fluorophenyl)picolinic acid(cas: 1158763-55-3) 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. HPLC of Formula: 1158763-55-3The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Spinck, Martin; Bischoff, Matthias; Lampe, Philipp; Meyer-Almes, Franz-Josef; Sievers, Sonja; Neumann, Heinz published an article in 2021. The article was titled 《Discovery of Dihydro-1,4-Benzoxazine Carboxamides as Potent and Highly Selective Inhibitors of Sirtuin-1》, and you may find the article in Journal of Medicinal Chemistry.Product Details of 31106-82-8 The information in the text is summarized as follows:

Sirtuins are signaling hubs orchestrating the cellular response to various stressors with roles in all major civilization diseases. Sirtuins remove acyl groups from lysine residues of proteins, thereby controlling their activity, turnover, and localization. The seven human sirtuins, SirT1-7, are closely related in structure, hindering the development of specific inhibitors. Screening 170,000 compounds, we identify and optimize SirT1-specific benzoxazine inhibitors, Sosbo, which rival the efficiency and surpass the selectivity of selisistat (EX527). The compounds inhibit the deacetylation of p53 in cultured cells, demonstrating their ability to permeate biol. membranes. Kinetic anal. of inhibition and docking studies reveal that the inhibitors bind to a complex of SirT1 and NAD, similar to selisistat. These new SirT1 inhibitors are valuable alternatives to selisistat in biochem. and cell biol. studies. Their greater selectivity may allow the development of better targeted drugs to combat SirT1 activity in diseases such as cancer, Huntington’s chorea, or anorexia. In the part of experimental materials, we found many familiar compounds, such as 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Product Details of 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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. Product Details of 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Strategic Approach on N-Oxides in Gold Catalysis – A Case Study》 were Schiessl, Jasmin; Stein, Philipp M.; Stirn, Judith; Emler, Kirsten; Rudolph, Matthias; Rominger, Frank; Hashmi, A. Stephen K.. And the article was published in Advanced Synthesis & Catalysis in 2019. Safety of 2,6-Dibromopyridine The author mentioned the following in the article:

An extensive kinetic study of selected key reactions of (oxidative) gold catalysis concentrates on the decrease of the catalytic activity due to inhibition of the gold(I) catalyst caused by pyridine derivatives that were obtained as byproducts if N-oxides are applied as oxygen donors. The choice of the examined pyridine derivatives and their corresponding N-oxides has been made regardless of their com. availability; particular attention has been paid to the practical benefit which up to now has been neglected in most of the reaction screenings. The test reactions were monitored by GC and 1H NMR spectroscopy. The received reaction constants provide information concerning a correlation between the electronic structure of the heterocycle and the catalytic activity. Based on the collected kinetic data, it was possible to develop a basic set of three N-oxides which have to be taken into account in further oxidative gold(I)-catalyzed reactions. The experimental part of the paper was very detailed, including the reaction process of 2,6-Dibromopyridine(cas: 626-05-1Safety of 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Safety of 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem