5157-11-9Relevant academic research and scientific papers
Design, synthesis, anti-inflammatory activity, and molecular docking studies of perimidine derivatives containing triazole
Zhang, Hong-Jian,Wang, Xiu-Zhi,Cao, Qi,Gong, Guo-Hua,Quan, Zhe-Shan
, p. 4409 - 4414 (2017)
We report here the design, synthesis, and anti-inflammatory activities of a series of perimidine derivatives containing triazole (5a–s). The chemical structures of the synthesized compounds have been assigned on the basis of IR, 1H NMR, 13C NMR, and HRMS spectral analyses. The anti-inflammatory properties of the synthesized perimidine derivatives were evaluated in a lipopolysaccharide (LPS)-stimulated inflammation model. Among the tested compounds, compound 7-(3-methylbenzyl)-7H-[1,2,4]triazolo[4,3-a]perimidine (hereafter referred to as 5h) and compound 7-(2-fluorobenzyl)-7H-[1,2,4]triazolo[4,3-a]perimidine (hereafter referred to as 5n) caused a reduction in the levels of the pro-inflammatory cytokines—tumor necrosis factor (TNF)-α and interleukin (IL)-6—in RAW264.7 cells. The anti-inflammatory potential of compounds 5h and 5n was also evaluated in vivo in a xylene-induced ear inflammation model. Compound 5n showed the most potent anti-inflammatory activity with an inhibition of 49.26% at a dose of 50 mg/kg. This activity is more potent than that of the reference drug ibuprofen (28.13%), and slightly less than that of indometacin (49.36%). To further elucidate the mechanisms underlying these inhibitory effects, LPS-induced nuclear factor-κB (NF-κB) activation and mitogen-activated protein kinase (MAPK) phosphorylation were studied. The results of western blotting showed that the extract obtained from compound 5n inhibited NF-κB (p65) activation and MAPK (extracellular signal-regulated kinase (ERK) and p38) phosphorylation in a dose-dependent manner. Moreover, the results of a docking study of compound 5n into the COX-2 binding site revealed that its mechanism was possibly similar to that of naproxen, a COX-2 inhibitor. The effect of compound 5n on COX-2 antibody was showed it could significantly inhibit COX-2 activity.
A synthetic nucleoside probe that discerns a DNA adduct from unmodified DNA
Gong, Jiachang,Sturla, Shana J.
, p. 4882 - 4883 (2007)
Selective pairing of engineering nucleosides in DNA duplexes provides a potential means to probe structurally modified DNA bases (i.e., DNA adducts) and address challenges associated with correlating adduct chemical structure with biological impact. The c
Electrochemical access to benzimidazolone and quinazolinone derivatives: Via in situ generation of isocyanates
Saha, Debarshi,Taily, Irshad Maajid,Naik, Sumitra,Banerjee, Prabal
supporting information, p. 631 - 634 (2021/01/29)
Isocyanates are the key intermediates for several organic transformations towards the synthesis of diverse pharmaceutical targets. Herein, we report the development of an oxidant-free protocol for electrochemical in situ generation of isocyanates. This strategy highlights expedient access to benzimidazolones and quinazolinones and eliminates the need for exogenous oxidants. Furthermore, detailed mechanistic studies provide strong support towards our hypothesis of in situ isocyanate generation. This journal is
Concise and Additive-Free Click Reactions between Amines and CF3SO3CF3
Song, Hai-Xia,Han, Zhou-Zhou,Zhang, Cheng-Pan
supporting information, p. 10907 - 10912 (2019/08/02)
Trifluoromethyl trifluoromethanesulfonate has proved to be an excellent reservoir of difluorophosgene and a promising click ligation for amines in the preparation of urea derivatives, heterocycles, and carbamoyl fluorides under metal- and additive-free conditions. The reactions are rapid, efficient, selective, and versatile, and can be performed in benign solvents, giving products in excellent yields with minimal efforts for purification. The characteristics of the reactions meet the requirements of a click reaction. The use of trifluoromethyl trifluoromethanesulfonate as a click reagent is advantageous over other “CO” sources (e.g., TsOCF3, PhCO2CF3, CsOCF3, AgOCF3, and triphosgene) because this reagent is readily accessible; easy to scale up; and highly reactive, even under metal- and additive-free conditions. It is anticipated that CF3SO3CF3 will be increasingly as important as SO2F2 as a click agent in future drug design and development.
Synthesis of Urea Derivatives from CO2 and Silylamines
Xu, Maotong,Jupp, Andrew R.,Ong, Maegan S. E.,Burton, Katherine I.,Chitnis, Saurabh S.,Stephan, Douglas W.
supporting information, p. 5707 - 5711 (2019/04/16)
A series of thirty-three N,N′-diaryl, dialkyl, and alkyl-aryl ureas have been prepared in pyridine or toluene by reaction of silylamines with CO2. This protocol is shown to provide facile access to 13C-labeled ureas, as well as chiral and macrocyclic ureas. These reactions proceed through initial generation of the corresponding silylcarbamates, which subsequently react with silylamine under thermal conditions to afford the thermodynamically favored urea and disilyl ether.
ORGANOMETALLIC COMPOUND, ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE ORGANOMETALLIC COMPOUND, AND ORGANIC LIGHT-EMITTING APPARATUS INCLUDING THE ORGANIC LIGHT-EMITTING DEVICE
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Paragraph 0344; 0345, (2019/09/06)
Provided are an organometallic compound, an organic light-emitting device including the organometallic compound, and an organic light-emitting apparatus including the organic light-emitting device. The organometallic compound has the structure M(L1)n1(L2)n2, wherein M is a transition metal, L1 is a ligand represented by the following structure: wherein n1 is 1, 2, or 3, and when n1 is two or more, two or more L1(s) are identical to or different from each other, L2 is an organic ligand, and n2 is 0, 1, or 2, and when n2 is two or more, two or more L2(s) are identical to or different from each other. The sum of n1 and n2 is 2 or 3. More details about Formula 2 is provided in the disclosure.
Heterocyclic compounds and organic electroluminescence devices thereof
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Paragraph 0062-0064, (2018/12/01)
The invention provides heterocyclic compounds and organic electroluminescence devices thereof, and belongs to the technical field of organic electroluminescence materials. Amine type groups are introduced to specific positions of a naphthalene ring, thus properly adjusting the hole mobility and achieving an objective of balancing the hole mobility and carrier mobility. An exciton composition zoneis completely in a luminescence layer. A triarylamine structure is connected to an amine group on one side of the heterocyclic compounds to increase hole transporting capability. In addition, a carbonatom is provided with two substitute groups, making structures of the compounds similar to the structure of spirofluorene, thus ensuring that the compounds have higher glass transition temperatures.A technical problem that organic electroluminescence materials in the prior art have poor luminescence properties such as low luminescence efficiency and short service lifetime is solved. Compared with the prior art, the organic electroluminescence devices based on organic electroluminescence materials and ink compositions have improved luminescence properties and the compounds are excellent OLEDmaterials.
A heterocyclic compound and its organic light-emitting device (by machine translation)
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Paragraph 0055; 0056; 0057, (2019/01/05)
The present invention provides a heterocyclic compound and its organic light-emitting device, which belongs to the technical field of organic photoelectric material. In particular in the specific position of the naphthalene ring is introduced on the amide group, thus can be appropriate adjusting hole mobility, reach the hole mobility and balance the purpose of carrier mobility. The exciton consistent with the regional totally in the luminescent layer. Heterocyclic compounds at one side of the amide group on the amine structure connected, increase its hole transmission ability. At the same time a relatively large molecule volume and molecular weight it ensures that this material has higher glass transition temperature. In the prior art can be effectively solve the organic photoelectric material luminous efficiency is low, the driving voltage is relatively high, and short service life of the technical problem of poor performance of the. Compared with the prior art, the invention is based on organic electroluminescent material and ink composition of the organic light-emitting device, can significantly improve the luminescence, is an excellent OLED material. (by machine translation)
Stoichiometric Reactions of CO2 and Indium-Silylamides and Catalytic Synthesis of Ureas
Xu, Maotong,Jupp, Andrew R.,Stephan, Douglas W.
supporting information, p. 14277 - 14281 (2017/10/31)
The indium compounds In(N(SiMe3)2)2Cl?THF (2) and In(N(SiMe3)2)Cl2?(THF)n (3) were shown to react with CO2 to give [(Me3Si)2N)InX(μ-OSiMe3)]2 (X=N(SiMe3)2 4, Cl 5). 0.05–2.0 mol % of the species 3 acts as a pre-catalyst for the conversion of aryl and alkyl silylamines under CO2 (2–3 atm) to give the corresponding ureas in 70–99 % yields. A proposed mechanism is supported by experimental and computational data.
TETRAAMINE DERIVATIVE, METHOD FOR PRODUCING THE SAME, AND ORGANIC ELECTRONIC DEVICE USING THE SAME
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Paragraph 0073-0076, (2018/10/24)
PROBLEM TO BE SOLVED: To provide a tetraamine derivative having naphthalene or perylene as a skeleton with cyclic urea bonds, which can be used as a coating-type organic semiconductor material such as an organic thin film transistor (organic TFT), an organic electroluminescent element (organic EL element), and an organic thin film solar cell, and a method for synthesizing the same. SOLUTION: There is provided as a coating-type semiconductor material, for example, a tetraamine derivative having a naphthalene skeleton with cyclic urea bonds, which can be obtained according to the following reaction formula. COPYRIGHT: (C)2015,JPOandINPIT
