4144-64-3Relevant articles and documents
A novel 1,2,3-benzotriazolium based ionic liquid monomer for preparation of MMT/poly ionic liquid (PIL) pH-sensitive positive charge nanocomposites
Jahed, Fatemeh Soghra,Galehassadi, Mohammad,Davaran, Soodabeh
, (2019)
Abstract : In this work, a new ionic liquid (IL) with two acidic and vinylic functional groups based on 1,2,3-benzotriazolium cation was synthesized. This IL monomer was intercalated into the montmorillonite (MMT) layers by the ion exchange reaction and subsequently copolymerized with the IL monomer and methacrylic acid in order to obtain positive charge pH-sensitive nanocomposites. The structure of the IL monomer was characterized by FT-IR and 1H -NMR spectroscopy, and the structure of the nanocomposites was studied and confirmed by the FT-IR, XRD, TGA, SEM, and EDX data. These pH-sensitive nanocarriers were used to load and in vitro release of the anticancer drug, methotrexate (MTX) in pH?= 4 and pH?= 7.4. The results showed that the release is pH dependent and more effective in acidic pH; therefore, these nanocarriers have potential to be used for cancer therapy. Graphical abstract : SYNOPSIS Synthesis and characterization of a new dual functional ionic liquid monomer and use of it to prepare positive charge pH-sensitive nanocomposites for anti-cancer drug delivery application. Results showed that use of only this monomer in the structure of nanocomposite is more effective to the delivery of negatively charged drugs. [Figure not available: see fulltext.].
Cycloaddition reactions of N-benzotriazolylketene as a heteroarylketene: A practical approach to the synthesis of novel azetidinones
Zigheimat, Fatemeh,Islami, Mohammad Reza,Nourmohammadian, Farahnaz
, p. 229 - 232 (2014)
A series of novel functionalized azetidinones containing the benzotriazole moiety were synthesized stereoselectively by a ?reaction of benzotriazolylacetic acid, aromatic amines, and ?Mukaiyama's reagent in the presence of triethylamine in dichloromethane at ambient temperature. This transformation generates a four-membered lactam and presumably proceeds via in situ generation of benzotriazolylketene as a heteroarylketene. In contrast to the products obtained from the reaction of pyrrolylketene with imines in which cis-azetidinones were formed as major products, the generated benzotriazolylyketene reacted with imines forming the trans-lactams as major products. Georg Thieme Verlag Stuttgart New York.
Visible-Light-Promoted Site-Selective N1-Alkylation of Benzotriazoles with α-Diazoacetates
Duan, Jiaokui,Ma, Ben,Wang, Ganggang,Wu, Chengqi,Xiao, Jianliang,Yang, Jingya,Zhou, Hongyan
, p. 7284 - 7289 (2020)
A visible-light-promoted highly site-selective N1-alkylation of benzotriazoles with diazo compounds has been achieved under mild and metal-free conditions. Using cheap, readily available p-benzoquinone (PBQ) as a catalyst, a wide range of benzotriazoles and diazo compounds are reacted, providing N1-alkylated benzotriazoles in moderate to excellent yields with excellent N1-selectivities. Preliminary mechanistic studies suggest that a radical process accounts for the exclusive site-selectivity of this transformation.
Enhanced proton conductivity of Nafion-azolebisphosphonate membranes for PEM fuel cells
Teixeira, Fátima C.,De Sá, Ana I.,Teixeira, António P. S.,Rangel
, p. 15249 - 15257 (2019)
Fuel cells are among the cleaner alternatives of sustainable energy technologies, where their proton exchange membranes continue to be a key component with many challenges and opportunities ahead. In this study, different indazole-and benzotriazolebisphosphonic acids were prepared and incorporated into new Nafion-doped membranes up to a 5 wt% loading. The new membranes were characterised, and their proton conductivities were evaluated using electrochemical impedance spectroscopy. Membranes with a 1 wt% loading showed better proton conductivities than Nafion N-115 at all temperature and under relative humidity conditions studied. In these conditions, the best value was observed for the membrane doped with [hydroxy(1H-indazol-3-yl)methanediyl]bis(phosphonic acid) (BP2), with a proton conductivity of 98 mS cm-1. Activation energy (Ea) values suggests that both Grotthuss and vehicular mechanisms are involved in the proton conduction across the membrane.
Fundamental structure-activity relationships associated with a new structural class of respiratory syncytial virus inhibitor
Yu, Kuo-Long,Zhang, Yi,Civiello, Rita L.,Kadow, Kathleen F.,Cianci, Christopher,Krystal, Mark,Meanwell, Nicholas A.
, p. 2141 - 2144 (2003)
Structure-activity relationships surrounding the dialkylamino side chain of a series of benzotriazole-derived inhibitors of respiratory syncytial virus fusion based on the screening lead 1a were examined. The results indicate that the topology of the side chain is important but the terminus element offers considerable latitude to modulate physical properties.
Water-soluble benzo triazole imidazoline extreme pressure anti-wear agent and its preparation method
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Paragraph 0009; 0020-0022, (2019/07/04)
The invention relates to a synthetic process of a benzotriazole derivative containing an imidazole group. By taking benzotriazole as a raw material, the synthetic process comprises the steps of reacting benzotriazole with chloroacetic acid to obtain benzotriazole acetic acid; and sequentially reacting benzotriazole acetic acid with diethylenetriamine, N-hydroxy ethanediamine, ethanediamine, triethylene tetramine and tetraethylenepentamine, wherein dimethylbenzene or toluene is used as a water carrying agent, the molar ratio of benzotriazole acetic acid to the amine including diethylenetriamine and N-hydroxy ethanediamine is 1 to 1.1, the reaction temperatures are 130-160 DEG C and 180-220 DEG C, and the reaction time is about 4 hours and about 2 hours. The synthetic process is simple to operate and high in yield, and reaction conditions are easy to control. The product, namely the benzotriazole imidazoline derivative, can be applied to water-based lubricating liquid, a copper corrosion inhibitor, an anti-rust agent and the like.
Benzotriazole imidazoline derivative, and preparation method and application thereof
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Paragraph 0047; 0048; 0049, (2017/10/25)
The invention discloses an imidazoline group-containing benzotriazole derivative, and a synthesis process and application thereof. The synthesis process comprises the following steps: taking benzotriazole as a raw material, and reacting with sodium monochloroacetate/ethyl chloroacetate/ethyl bromoacetate (wherein the reacting yield of the sodium monochloroacetate is highest) to form benzotriazole acetic acid, and performing dehydration and cyclization reaction with diethylenetriamine/triethylenetetramine/tetraethylenepentamine to generate the benzotriazole imidazoline derivative. The reaction conditions are easy to control; and the yield is high. The benzotriazole imidazoline derivative has a good corrosion inhibiting effect on YG8 hard alloy and Q235 low-carbon steel in an acidic water environment.
NITROGEN SUBSTITUTED AROMATIC TRIAZOLES AS CORROSION CONTROL AGENTS
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Paragraph 0043, (2017/12/01)
Compositions and methods for inhibiting corrosion of metallic surfaces in contact with an aqueous medium such as copper, copper alloy, and steel surfaces of an open recirculating cooling water system. In certain embodiments, an aromatic triazole having an anionic substituent bonded to a nitrogen atom of the triazole (ANST) is used as the corrosion inhibitor. In other embodiments, the corrosion inhibitor is a reaction product of an aromatic triazole and an aldehyde (ATA).
Design and Synthesis of Alanine Triazole Ligands and Application in Promotion of Hydration, Allene Synthesis and Borrowing Hydrogen Reactions
Yang, Yongchun,Qin, Anni,Zhao, Keyan,Wang, Dawei,Shi, Xiaodong
, p. 1433 - 1439 (2016/05/19)
A new type of alanine triazole (ATA) ligand was found to be an efficient partner for the stabilization of gold(III), thus rendering improved stability and high catalytic activities in allene synthesis and hydration reactions through the 3,3′-arrangement of propargyl esters and propargyl alcohols. In addition to Au(I), ATA-gold(III) was also proven to be an effective catalyst in promoting the formation of allenes with high yields. Furthermore, alanine triazole ruthenium has exhibited excellent potential as a means to catalyze borrowing hydrogen of alcohols and amines, ketones and alcohols.
Targeting zoonotic viruses: Structure-based inhibition of the 3C-like protease from bat coronavirus HKU4 - The likely reservoir host to the human coronavirus that causes Middle East Respiratory Syndrome (MERS)
St. John, Sarah E.,Tomar, Sakshi,Stauffer, Shaun R.,Mesecar, Andrew D.
, p. 6036 - 6048 (2015/11/10)
The bat coronavirus HKU4 belongs to the same 2c lineage as that of the deadly Middle East Respiratory Syndrome coronavirus (MERS-CoV) and shows high sequence similarity, therefore potentiating a threat to the human population through a zoonotic shift or 'spill over' event. To date, there are no effective vaccines or antiviral treatments available that are capable of limiting the pathogenesis of any human coronaviral infection. An attractive target for the development of anti-coronaviral therapeutics is the 3C-like protease (3CLpro), which is essential for the progression of the coronaviral life cycle. Herein, we report the screening results of a small, 230-member peptidomimetic library against HKU4-CoV 3CLpro and the identification of 43 peptidomimetic compounds showing good to excellent inhibitory potency of HKU4-CoV 3CLpro with IC50 values ranging from low micromolar to sub-micromolar. We established structure-activity relationships (SARs) describing the important ligand-based features required for potent HKU4-CoV 3CLpro inhibition and identified a seemingly favored peptidic backbone for HKU4-CoV 3CLpro inhibition. To investigate this, a molecular sub-structural analysis of the most potent HKU4-CoV 3CLpro inhibitor was accomplished by the synthesis and testing of the lead peptidomimetic inhibitor's sub-structural components, confirming the activity of the favored backbone (22A) identified via SAR analysis. In order to elucidate the structural reasons for such potent HKU4-CoV 3CLpro inhibition by the peptidomimetics having the 22A backbone, we determined the X-ray structures of HKU4-CoV 3CLpro in complex with three peptidomimetic inhibitors. Sequence alignment of HKU4-CoV 3CLpro, and two other lineage C Betacoronaviruses 3CLpro's, HKU5-CoV and MERS-CoV 3CLpro, show that the active site residues of HKU4-CoV 3CLpro that participate in inhibitor binding are conserved in HKU5-CoV and MERS-CoV 3CLpro. Furthermore, we assayed our most potent HKU4-CoV 3CLpro inhibitor for inhibition of HKU5-CoV 3CLpro and found it to have sub-micromolar inhibitory activity (IC50 = 0.54 ± 0.03 μM). The X-ray structures and SAR analysis reveal critical insights into the structure and inhibition of HKU4-CoV 3CLpro, providing fundamental knowledge that may be exploited in the development of anti-coronaviral therapeutics for coronaviruses emerging from zoonotic reservoirs.
