Month: October 2022

In 2018,Tolmachova, Kateryna A.; Moroz, Yurii S.; Konovets, Angelika; Platonov, Maxim O.; Vasylchenko, Oleksandr V.; Borysko, Petro; Zozulya, Sergey; Gryniukova, Anastasia; Bogolubsky, Andrey V.; Pipko, Sergey; Mykhailiuk, Pavel K.; Brovarets, Volodymyr S.; Grygorenko, Oleksandr O. published 《(Chlorosulfonyl)benzenesulfonyl Fluorides-Versatile Building Blocks for Combinatorial Chemistry: Design, Synthesis and Evaluation of a Covalent Inhibitor Library》.ACS Combinatorial Science published the findings.Electric Literature of C5H5BrN2 The information in the text is summarized as follows:

Multigram synthesis of (chlorosulfonyl)benzenesulfonyl fluorides is described. Selective modification of these building blocks at the sulfonyl chloride function under parallel synthesis conditions is achieved. It is shown that the reaction scope includes the use of (hetero)aromatic and electron-poor aliphatic amines (e.g., amino nitriles). Utility of the method is demonstrated by preparation of the sulfonyl fluoride library for potential use as covalent fragments, which is demonstrated by a combination of in silico and in vitro screening against trypsin as a model enzyme. As a result, several inhibitors were identified with activity on par with that of the known inhibitor. In the part of experimental materials, we found many familiar compounds, such as 6-Bromopyridin-3-amine(cas: 13534-97-9Electric Literature of C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Electric Literature of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Asian Journal of Organic Chemistry included an article by Zhou, Nengneng; Wu, Meixia; Zhang, Man; Zhou, Xiaoqiang. Formula: C33H24IrN3. The article was titled 《Visible-Light-Induced Difluoroacetylation of O-(Allyloxy)Aryl-Aldehydes: Access to Difluoroacetylated Chroman-4-ones》. The information in the text is summarized as follows:

A visible-light photoredox-catalyzed radical cascade cyclization for the synthesis of various difluoroacetylated chroman-4-ones was described. This reaction features high functional-group tolerance, mild reaction conditions and excellent functional-group compatibility. The experimental process involved the reaction of fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Formula: C33H24IrN3)

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Formula: C33H24IrN3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Tu, Yujie; Liu, Junkai; Zhang, Haoke; Peng, Qian; Lam, Jacky W. Y.; Tang, Ben Zhong. SDS of cas: 1539-42-0. The article was titled 《Restriction of Access to the Dark State: A New Mechanistic Model for Heteroatom-Containing AIE Systems》. The information in the text is summarized as follows:

Restriction of intramol. motion (RIM), as the working mechanism of aggregation-induced emission (AIE), cannot fully explain some heteroatom-containing systems. Now, two excited states are taken into account and a mechanism, restriction of access to dark state (RADS), is specified to elaborate RIM and complete the picture of AIE mechanism. A nitrogen-containing mol. named APA is chosen as a model compound; its weak fluorescence in solution is ascribed to the easy access from the bright (π,π*) state to the close-lying dark (n,π*) state. By either metal complexation or aggregation, the dark state is less accessible due to restriction of the mol. motion leading to the dark state and elevation of the dark state energy, thus the bright state emission is restored. RADS is powerful in elucidating the AIE effect of mols. with excited states favoring non-radiative decay, including overlap-forbidden states such as (n,π*) and CT states, spin-forbidden triplet states, and so on. The experimental process involved the reaction of Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0SDS of cas: 1539-42-0)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. SDS of cas: 1539-42-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of the American Chemical Society included an article by Su, Lebin; Ren, Tianbing; Dong, Jianyu; Liu, Lixin; Xie, Shimin; Yuan, Lin; Zhou, Yongbo; Yin, Shuang-Feng. Electric Literature of C7H5N. The article was titled 《Cu(I)-Catalyzed 6-endo-dig Cyclization of Terminal Alkynes, 2-Bromoaryl Ketones, and Amides toward 1-Naphthylamines: Applications and Photophysical Properties》. The information in the text is summarized as follows:

Functional group substituted 1-naphthylamines, especially N-methylated ones, play important roles in numerous chem. and biol. processes. However, these compounds’ general and step-economic syntheses are highly limited, which seriously restricts efforts to improve the properties and develop new functions for this kind of compound In this report, we describe the development of an efficient, convenient, and general method for the synthesis of valuable functionalized 1-naphthylamines directly from readily available terminal alkynes, 2-bromoaryl ketones, and amides via Cu(I)-catalyzed benzannulation in a green solvent (i.e., water) under Pd- and ligand-free conditions. A total of 82 functionalized 1-naphthylamines, especially synthetically and biol. useful N-methylated compounds, are synthesized in isolated yields up to 95%. Some unique features of the reaction are as follows: (1) exclusive 6-endo-dig selectivity, (2) ready incorporation of a broad range of functional groups directly from easily available substrates, and (3) amides that can be used as aminating agents and that are excellent alternatives to toxic and/or odorous amines. Due to facile tuning of functional groups for the reaction, the products possess good electronic donor-acceptor structures and exhibit intriguing photophys. properties, such as tunable and polarity-sensitive fluorescence emission and large Stokes shifts (up to 258 nm). Utilizing the products’ unique polarity-sensitive fluorescence response, we successfully applied the 1-naphthylamine derivatives, such as compound 91, to image lipid droplets (LDs) and monitor cellular LDs growth. The previously mentioned advantages of this methodol., along with the mild conditions, simple operation, and scalable synthesis, may allow this novel reaction to be extended to varied applications in chem., biol., and materials science. The experimental part of the paper was very detailed, including the reaction process of 4-Ethynylpyridine(cas: 2510-22-7Electric Literature of C7H5N)

4-Ethynylpyridine(cas: 2510-22-7) 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. Electric Literature of C7H5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Sensors and Actuators, B: Chemical included an article by Dugandzic, Vera; Kupfer, Stephan; Jahn, Martin; Henkel, Thomas; Weber, Karina; Cialla-May, Dana; Popp, Juergen. Related Products of 1539-42-0. The article was titled 《A SERS-based molecular sensor for selective detection and quantification of copper(II) ions》. The information in the text is summarized as follows:

A novel SERS-based mol. sensor for detection and quantification of copper(II) ions with very good specificity and selectivity is reported in this work. The sensing is enabled by the employment of a synthesized dipicolylamine-based ligand anchored onto plasmonic gold nanoparticles through the sulfur atom of the methylthio group. The interaction of the ligand with copper(II) ions is followed by changes in the spectral features associated with pyridine ring breathing, as indicated by quantum chem. calculations performed at the d. functional level of theory, which are proportional to the copper(II) concentration The detection of copper(II) was possible down to 5 × 10-8 M in water. The proposed mol. sensor was applied for the detection of copper(II) ions in white wine, with the ability to detect amounts of copper(II) in wine lower than the maximum recommended amount of 7.87 × 10-6 M (0.5μg/mL), indicating that the proposed mol. sensor is of potential interest as a routine test for the control of the copper(II) content in wine during wine production and in the final product. The experimental part of the paper was very detailed, including the reaction process of Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Related Products of 1539-42-0)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. Related Products of 1539-42-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Australian Journal of Chemistry included an article by Wegeberg, Christina; Nielsen, David; Mossin, Susanne; Abrahams, Brendan F.; McKee, Vickie; McKenzie, Christine J.. SDS of cas: 100-48-1. The article was titled 《Reversible and Vapochromic Chemisorption of Ammonia by a Copper(II) Coordination Polymer》. The information in the text is summarized as follows:

The single crystal x-ray structure determination of {[Cu(tpt)(o-phthalate)]·3 1/3(C2H2Cl4)}n (tpt = 2,4,6-tri-4-pyridyl-1,3,5-triazine, C2H2Cl4 = 1,1,2,2-tetrachloroethane = TCE) shows a 3-dimensional network in which Cu centers are linked by 3-connecting tpt ligands with the topol. of a 12,3 net. Cu centers are further linked by o-phthalate dianions. The copper coordination geometry is square pyramidal, with o-phthalate oxygen donors trans to each other in the basal plane and the remaining positions taken by the pyridines of three linking tpt units. The solvent accessible void space is ∼65%. The pale blue-green crystalline desolvate, obtained by heating to 200° or washing the TCE solvate with acetone is [Cu(tpt)(o-phthalate)]n. Powder x-ray diffraction and ESR spectroscopy show that the crystal structure and the Cu geometry changes upon desolvation. The crystalline desolvated phase sorbs two equivalent of ammonia per copper ion. The adduct, mauve [Cu(tpt)(o-phthalate)(NH3)2]n, shows reasonable crystallinity and is stable up to ∼150° under ambient conditions before the reversible desorption (min. 10 cycles) of the guest ammonia. The color change and high desorption temperature, along with changes in g values, is suggestive of chemisorption in two steps with Cu-ammine bonding in the loaded phase. In the experimental materials used by the author, we found 4-Cyanopyridine(cas: 100-48-1SDS of cas: 100-48-1)

4-Cyanopyridine(cas: 100-48-1) 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. SDS of cas: 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of Organometallic Chemistry included an article by Haque, Ashanul; Al Balushi, Rayya A.; Al-Busaidi, Idris Juma; Ilmi, Rashid; Al Rasbi, Nawal; Jayapal, Maharaja; Khan, Muhammad S.; Raithby, Paul R.. Safety of 4-Ethynylpyridine. The article was titled 《Synthesis, optical spectroscopy, structural, and DFT studies on dimeric iodo-bridged Copper(I) complexes》. The information in the text is summarized as follows:

Three new iodo-bridged Cu(I) complexes [CuI(PPh3)L]2, where L = ArC5H4N, Ar = Ph (C1), biphenyl (C2) and fluorenyl (C3) were synthesized via coordination-driven self-assembly processes. Two of the Cu(I) complexes, C2 and C3, were characterized by single-crystal x-ray diffraction studies. The complexes have two mols. of the P-donor ligand and two mols. of the N-donor ligand in trans configurations, supporting the central Cu2I2 unit. Absorption properties of the complexes were studied. Extensive DFT calculations were carried out to delineate the influence of the aromatic spacers on the optical properties and the nature of the excited states. The ease of synthesis of these Cu(I) dimers and the wide range of ethynylpyridine supporting ligands that can be incorporated highlight the potential for these materials to form polymers by linking through the ethynylpyridine ligands.4-Ethynylpyridine(cas: 2510-22-7Safety of 4-Ethynylpyridine) was used in this study.

4-Ethynylpyridine(cas: 2510-22-7) 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 4-Ethynylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of the American Chemical Society included an article by Zhu, Min; Zheng, Chao; Zhang, Xiao; You, Shu-Li. SDS of cas: 94928-86-6. The article was titled 《Synthesis of Cyclobutane-Fused Angular Tetracyclic Spiroindolines via Visible-Light-Promoted Intramolecular Dearomatization of Indole Derivatives》. The information in the text is summarized as follows:

An intramol. dearomatization of indole derivatives based on visible-light-promoted [2+2] cycloaddition was achieved via energy transfer mechanism. The highly strained cyclobutane-fused angular tetracyclic spiroindolines, which were typically unattainable under thermal conditions, could be directly accessed in high yields (up to 99%) with excellent diastereoselectivity (> 20:1 dr) under mild conditions. The method was also compatible with diverse functional groups and amenable to flexible transformations. In addition, DFT calculations provided guidance on the rational design of substrates and deep understanding of the reaction pathways. This process constituted a rare example of indole functionalization by exploiting visible-light-induced reactivity at the excited states. The results came from multiple reactions, including the reaction of fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6SDS of cas: 94928-86-6)

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) 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. SDS of cas: 94928-86-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Excimer Disaggregation Enhanced Emission: A Fluorescence “”Turn-On”” Approach to Oxoanion Recognition》 were Yang, Jian; Dong, Chao-Chen; Chen, Xu-Lang; Sun, Xin; Wei, Jin-Yan; Xiang, Jun-Feng; Sessler, Jonathan L.; Gong, Han-Yuan. And the article was published in Journal of the American Chemical Society in 2019. Safety of 2,6-Dibromopyridine The author mentioned the following in the article:

A new approach to anion sensing that involves excimer disaggregation induced emission (EDIE) is reported. It involves the anion-mediated disaggregation of the excimer formed from a cationic macrocycle. This leads to an increase in the observed fluorescence intensity. The macrocycle in question, cyclo[1]N2,N6-dimethyl-N2,N6-bis(6-(1H-imidazolium-1-yl)pyridin-2-yl)pyridine-2,6-diamine[1]1,4-dimethylbenzene (12+; prepared as its PF6- salt), is obtained in ca. 70% yield via a simple cyclization. X-ray diffraction analyses of single crystals revealed that, as prepared, this macrocycle exists in a supramol. polymeric form in the solid state. Macrocycle 12+ is weakly fluorescent in acetonitrile. The emission intensity is concentration dependent, with the maximum intensity being observed at [12+] ≈ 0.020 mM. This finding is ascribed to formation of an excimer, followed possibly by higher order aggregates as the concentration of 12+ is increased. Addition of tetrabutylammonium pyrophosphate (HP2O73-) to 12+ (0.020 mM in acetonitrile) produces a ca. 200-fold enhancement in the emission intensity (λex = 334 nm; λem = 390-650 nm). These findings are rationalized in terms of the HP2O73- serving to break up essentially non-fluorescent excited-state dimers of 12+ through formation of a highly fluorescent anion-bound monomeric complex, 12+·HP2O73-. A turn-on in the fluorescence intensity is also seen for H2PO4- and, to a lesser extent, HCO3-. Little (HSO4-, NO3-) or essentially no (N3-, SCN-, F-, Cl-, Br- and I-) response is seen for other anions. Solid-state structural anal. of single crystals obtained after treating 12+ with HP2O73- in the presence of water revealed a salt form wherein a H2P2O72- anion sits above the cone-like macrocycle. In the experimental materials used by the author, we found 2,6-Dibromopyridine(cas: 626-05-1Safety of 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) 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 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Combining structure- and property-based optimization to identify selective FLT3-ITD inhibitors with good antitumor efficacy in AML cell inoculated mouse xenograft model》 were Heng, Hao; Wang, Zhijie; Li, Hongmei; Huang, Yatian; Lan, Qingyuan; Guo, Xiaoxing; Zhang, Liang; Zhi, Yanle; Cai, Jiongheng; Qin, Tianren; Xiang, Li; Wang, Shuxian; Chen, Yadong; Lu, Tao; Lu, Shuai. And the article was published in European Journal of Medicinal Chemistry in 2019. COA of Formula: C7H6BrNO2 The author mentioned the following in the article:

FLT3 mutation is among the most common genetic mutations in acute myeloid leukemia (AML), which is also related with poor overall survival and refractory in AML patients. Recently, FLT3 inhibitors have been approved for AML therapy. Herein, a series of new compounds with pyrazole amine scaffold was discovered, which showed potent inhibitory activity against FLT3-ITD and significant selectivity against both FLT3-ITD and AML cells expressing FLT3-ITD. Compound 46, possessing the most promising cellular activity, blocked the autophosphorylation of FLT3 pathway in MV4-11 cell line. Furthermore, the apoptosis and down regulation of P-STAT5 were also observed in tumor cells extracted from the MV4-11 cell xenografts model upon compound 46 treatment. Compound 46 was also metabolically stable in vitro and suppressed tumor growth significantly in MV4-11 xenografts model in vivo. Compound 46 showed no toxicity to the viscera of mice and caused no decrease in body weight of mice. In conclusion, the results of this study could provide valuable insights into discovery of new FLT3 inhibitors, and compound 46 was worthy of further development as potential drug candidate to treat AML.Methyl 5-bromopicolinate(cas: 29682-15-3COA of Formula: C7H6BrNO2) was used in this study.

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. COA of Formula: C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem