Day: October 19, 2022

In 2022,Desai, Shrey P.; Zambri, Matthew T.; Taylor, Mark S. published an article in Journal of Organic Chemistry. The title of the article was 《Borinic Acid Catalyzed Regioselective N-Alkylation of Azoles》.Category: triazoles The author mentioned the following in the article:

A method for regioselective N-alkylation of ambident, azole-type heterocycles with alkene or epoxide electrophiles is described. In the presence of diphenylborinic acid (Ph2BOH) and an amine cocatalyst, heterocyclic nucleophiles such as 1,2,3- and 1,2,4-triazoles, substituted tetrazoles, and purine are activated toward selective N-functionalization. The scope of electrophilic partners includes enones, 2-vinylpyridine, Ph vinyl sulfone, a dehydroalanine derivative, and epoxides. Mechanistic studies, including in situ 11B NMR spectroscopy and kinetic anal., are discussed. The results came from multiple reactions, including the reaction of 1H-1,2,3-Triazole(cas: 288-36-8Category: triazoles)

1H-1,2,3-Triazole(cas: 288-36-8) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties Category: triazoles

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In 2017,Tan, Xiaoli; Chen, Li; Song, Yuguang; Rockenbauer, Antal; Villamena, Frederick A.; Zweier, Jay L.; Liu, Yangping published 《Thiol-dependent reduction of the triester and triamide derivatives of Finland trityl radical triggers O2-dependent superoxide production》.Chemical Research in Toxicology published the findings.Synthetic Route of C12H22F6N6OP2 The information in the text is summarized as follows:

Tetrathiatriaylmethyl (trityl) radicals have found wide biomedical applications as magnetic resonance probes. Trityl radicals and their derivatives are generally stable toward biol. reducing agents such as glutathione (GSH) and ascorbate. We demonstrate that the triester (ET-03) and triamide (AT-03) derivatives of the Finland trityl radical exhibit unique reduction by thiols such as GSH and cysteine (Cys) to generate the corresponding trityl carbanions as evidenced by the loss of EPR signal and appearance of characteristic UV-vis absorbance at 644 nm under anaerobic conditions. The trityl carbanions can be quickly converted back to the original trityl radicals by oxygen (O2) in air, thus rendering the reaction between the trityl derivative and biothiol undetectable under aerobic conditions. The reduction product of O2 by the trityl carbanions was shown to be superoxide radical (O2•-) by EPR spin-trapping. Kinetic studies showed that the reaction rate constants (k) depend on the types of both trityl radicals and thiols with the order of kET-03/Cys (0.336 M-1 s-1) > kET-03/GSH (0.070 M-1 s-1) > kAT-03/Cys (0.032 M-1 s-1) > kAT-03/GSH (0.027 M-1 s-1). The reactivity of trityl radicals with thiols is closely related to the para-substituents of trityl radicals as well as the pKa of the thiols and is further reflected by the rate of O2•- production and consumptions of O2 and thiols. This novel reaction represents a new metabolic process of trityl derivatives and should be considered in the design and application of new trityl radical probes. The results came from multiple reactions, including the reaction of ((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6Synthetic Route of C12H22F6N6OP2)

((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6) is used as a reagent for peptide coupling, lactonization, selective esterification, amidation of alfa amino acids without racemization and synthesis of magnolamide for antioxidative activity and catalyst for 9-acridinecaroboxamide derivative. It acts as a substitute for (Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.Synthetic Route of C12H22F6N6OP2

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Yamazaki, Chisato M.; Yamaguchi, Aiko; Anami, Yasuaki; Xiong, Wei; Otani, Yoshihiro; Lee, Jangsoon; Ueno, Naoto T.; Zhang, Ningyan; An, Zhiqiang; Tsuchikama, Kyoji published their research in Nature Communications in 2021. The article was titled 《Antibody-drug conjugates with dual payloads for combating breast tumor heterogeneity and drug resistance》.Recommanded Product: 510758-28-8 The article contains the following contents:

Breast tumors generally consist of a diverse population of cells with varying gene expression profiles. Breast tumor heterogeneity is a major factor contributing to drug resistance, recurrence, and metastasis after chemotherapy. Antibody-drug conjugates (ADCs) are emerging chemotherapeutic agents with striking clin. success, including T-DM1 for HER2-pos. breast cancer. However, these ADCs often suffer from issues associated with intratumor heterogeneity. Here, we show that homogeneous ADCs containing two distinct payloads are a promising drug class for addressing this clin. challenge. Our conjugates show HER2-specific cell killing potency, desirable pharmacokinetic profiles, minimal inflammatory response, and marginal toxicity at therapeutic doses. Notably, a dual-drug ADC exerts greater treatment effect and survival benefit than does co-administration of two single-drug variants in xenograft mouse models representing intratumor HER2 heterogeneity and elevated drug resistance. Our findings highlight the therapeutic potential of the dual-drug ADC format for treating refractory breast cancer and perhaps other cancers. In the experiment, the researchers used Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine(cas: 510758-28-8Recommanded Product: 510758-28-8)

Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine(cas: 510758-28-8) can stabilizes Cu(I) towards disproportionation and oxidation thus enhancing its catalytic effect in the azide-acetylene cycloaddition.Recommanded Product: 510758-28-8Polytriazolylamines were synthesized by the copper(I)-catalyzed ligation of azides and alkynes.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Andreeva, Anastasia B.; Le, Khoa N.; Kadota, Kentaro; Horike, Satoshi; Hendon, Christopher H.; Brozek, Carl K. published their research in Chemistry of Materials in 2021. The article was titled 《Cooperativity and Metal-Linker Dynamics in Spin Crossover Framework Fe(1,2,3-triazolate)2》.COA of Formula: C2H3N3 The article contains the following contents:

Cooperative interactions are responsible for the useful properties of spin crossover (SCO) materials-large hysteresis windows, critical temperatures near room temperature, and abrupt transitions-with hybrid framework materials exhibiting the greatest cooperativity and hysteresis of all SCO systems. However, little is known about the chem. origin of cooperativity in frameworks. Here, the authors present a combined exptl.-computational approach for identifying the origin of cooperativity in the metal-organic framework (MOF) Fe(1,2,3-triazolate)2 (Fe(TA)2), which exhibits the largest known hysteresis window of all SCO materials and unusually high transition temperatures, as a roadmap for understanding the manipulation of SCO behavior in general. Variable-temperature vibrational spectroscopy provides evidence that soft modes associated with dynamic metal-linker bonding trigger the cooperative SCO transition. Thermodn. anal. also confirms a cooperativity magnitude much larger than those of other SCO systems, while electron d. calculations of Fe(TA)2 support previous theor. predictions that large cooperativity arises in materials where SCO produces considerable differences in metal-ligand bond polarities between different spin states. Taken together, this combined exptl.-computational study provides a microscopic basis for understanding cooperative magnetism and highlights the important role of dynamic bonding in the functional behavior of framework materials. The results came from multiple reactions, including the reaction of 1H-1,2,3-Triazole(cas: 288-36-8COA of Formula: C2H3N3)

1H-1,2,3-Triazole(cas: 288-36-8) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties COA of Formula: C2H3N3

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Kato, Kazuaki; Naito, Masanobu; Ito, Kohzo; Takahara, Atsushi; Kojio, Ken published an article in 2021. The article was titled 《Freestanding Tough Glassy Membranes Produced by Simple Solvent Casting of Polyrotaxane Derivatives》, and you may find the article in ACS Applied Polymer Materials.Category: triazoles The information in the text is summarized as follows:

Mech. tough glassy membranes with a unique confined main-chain motion are prepared by simple solvent-casting of a series of polyrotaxane derivatives Polyrotaxanes composed of polyethylene glycol (PEG) and propionylated α-cyclodextrins are thermomoldable and highly soluble in volatile solvents (e.g., > 30 wt % in acetone). Solvent casting instantly produces freestanding transparent films with thicknesses ranging from several tens of micrometers to the submicrometer regime. The threaded rings completely inhibit the crystallization of the threading polymer. Direct mech. measurement by bulge tests reveals that the membranes are as hard as conventional polymer glasses but extremely extensible and pinhole-free even at submicrometer thickness. The stiffness and extensibility are tunable by manipulating the number of threaded rings in a single threading chain without compromising the high processability and crystallization-inhibitory potency. Because the membrane has neither crosslinking nor additives, it can be easily recycled using the same solution process, thus reproducing the mech. properties. The high mobility of the confined PEG in the glassy materials is confirmed by viscoelastic anal. This mobility appears to contribute to both mech. toughness and the high solubility of CO2 in the membrane, suggesting its potential utility as a base material for separation membranes. The experimental process involved the reaction of ((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6Category: triazoles)

((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6) is used as a reagent for peptide coupling, lactonization, selective esterification, amidation of alfa amino acids without racemization and synthesis of magnolamide for antioxidative activity and catalyst for 9-acridinecaroboxamide derivative. It acts as a substitute for (Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.Category: triazoles

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In 2022,Zenchenko, Anastasia A.; Oslovsky, Vladimir E.; Varizhuk, Irina V.; Karpova, Evgenia V.; Osolodkin, Dmitry I.; Kozlovskaya, Liubov I.; Ishmukhametov, Aydar A.; Drenichev, Mikhail S. published an article in Toxicology In Vitro. The title of the article was 《Cytotoxicity reduction by O-nicotinoylation of antiviral 6-benzylaminopurine ribonucleosides》.HPLC of Formula: 56602-33-6 The author mentioned the following in the article:

One of the promising approaches in the development of nucleoside prodrugs is to use the nucleoside analogs containing lipophilic biodegradable residues, which are cleaved to biol. active forms after metabolic transformations in the cell. The introduction of such fragments makes it possible to reduce the general toxicity of the drug candidate and increase its stability in the cell. In order to study the influence of biodegradable lipophilic groups on antiviral activity and cytotoxicity, in this work we synthesized N6-benzyl-2,3,5-tri-O-nicotinoyl adenosine and N6-(3-fluorobenzyl)-2,3,5-tri-O-nicotinoyl adenosine, derivatives of N6-benzyladenosine (BAR) and N6-(3-fluorobenzyl)adenosine (FBAR), which had previously shown prominent antiviral activity against human enterovirus EV-A71 but appeared to be cytotoxic. The obtained fully-O-nicotinoylated BAR and FBAR inhibited reproduction of EV-A71 strains BrCr and 46973 and manifested significantly lower cytotoxicity compared to non-protected compounds In addition, we performed enzymic hydrolysis of the fully-O-nicotinoylated FBAR in the presence of esterases (CalB and PLE) to investigate metabolic degradation of O-nicotinoylated compounds in cells. Both enzymes hydrolyzed the tested substrate to form the corresponding O-deprotected nucleoside that may suggest the role of hydrolase-type enzymes as general participants of metabolic activation of O-nicotinoylated prodrugs in different cells. In addition to this study using ((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V), there are many other studies that have used ((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6HPLC of Formula: 56602-33-6) was used in this study.

((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6) is used as a reagent for peptide coupling, lactonization, selective esterification, amidation of alfa amino acids without racemization and synthesis of magnolamide for antioxidative activity and catalyst for 9-acridinecaroboxamide derivative. It acts as a substitute for (Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.HPLC of Formula: 56602-33-6

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

《Highly Selective Separation of C3H8 and C2H2 from CH4 within Two Water-Stable Zn5 Cluster-Based Metal-Organic Frameworks》 was written by Kan, Liang; Li, Guanghua; Liu, Yunling. HPLC of Formula: 288-36-8This research focused ontriazole zinc triazolediyldiisophthalate terphenyltetracarboxylate metal organic framework preparation structure; crystal structure triazole zinc triazolediyldiisophthalate terphenyltetracarboxylate MOF; propane acetylene methane gas separation triazole zinc triazolediyldiisophthalate terphenyltetracarboxylate; JLU MOF66 MOF67 preparation crystal mol structure gas separation; acetylene; gas separation; metal−organic frameworks; propane; water stability. The article conveys some information:

Adopting the mixed ligands approach, two water-stable Zn5 cluster-based MOFs, [Zn10(TZ)12(TADIPA)2(DMF)4]·DMF·6H2O (JLU-MOF66) and [Zn10(TZ)12(TPTA)2(DMA)2]·2DMA·4H2O (JLU-MOF67), have been constructed (H4TADIPA = 5,5′-(1H-1,2,4-triazole-3,5-diyl)diisophthalic acid, H4TPTA = [1,1′:3′,1”-terphenyl]-3,3”,5,5”-tetracarboxylic acid, and HTZ = 1H-[1,2,3]triazole). Both compounds with [Zn5(TZ)6] clusters exhibit extraordinary stability (pH = 2-11) and selectivity of C3H8/CH4 (308 for JLU-MOF66, and 287 for JLU-MOF67). Compared to JLU-MOF67, JLU-MOF66 with functional groups exhibits higher CO2 and C2H2 uptake capacity and excellent selective separation for C2H2/CH4 (86, 1:1). Such high separation and chem. stability render them as promising materials for industrial applications. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole(cas: 288-36-8HPLC of Formula: 288-36-8)

1H-1,2,3-Triazole(cas: 288-36-8) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties HPLC of Formula: 288-36-8

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

《One-Step Conversion of Azine N-Oxides to α-1,2,4-Triazolo-, 1,2,3-Triazolo, Imidazolo-, and Pyrazoloheteroarenes》 was written by Keith, John M.. SDS of cas: 77451-51-5 And the article was included in Journal of Organic Chemistry on April 16 ,2010. The article conveys some information:

Pyridine, quinoline, isoquinoline, azaindole, and pyrimidine N-oxides, e.g. I, were converted to their α-triazole and α-diazole derivatives, e.g. II, by treatment with the corresponding p-toluenesulfonylazoles and Hunig’s base at elevated temperatures In the experimental materials used by the author, we found 3-Nitro-1-tosyl-1H-1,2,4-triazole(cas: 77451-51-5SDS of cas: 77451-51-5)

3-Nitro-1-tosyl-1H-1,2,4-triazole(cas: 77451-51-5) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties SDS of cas: 77451-51-5

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

《Triazolium-Based Ionic Liquids: A Novel Class of Cellulose Solvents》 was written by Brehm, Martin; Pulst, Martin; Kressler, Joerg; Sebastiani, Daniel. Safety of 1H-1,2,3-TriazoleThis research focused ontriazolium ionic liquid cellulose solvent solubility synthesis MD simulation. The article conveys some information:

We present first results on triazolium-based ionic liquids (ILs) as a novel class of nonderivatizing solvents for cellulose. Despite their chem. similarity to imidazolium cations, the 1,2,3-triazolium cation lacks the isolated ring proton, leading to reduced formation of N-heterocyclic carbenes (NHCs) and therefore to lower reactivity and less unwanted side reactions. We synthesized six ILs based on 1,2,3-triazolium and 1,2,4-triazolium cations. The acetates are room-temperature ionic liquids and dissolve a similar amount of cellulose as the corresponding imidazolium salt. From NMR spectroscopy of the solution, we rule out polymer degradation The cellulose solubility rises with increasing anion basicity, while being almost independent of the cation. We perform mol. dynamics simulations and compute enthalpies of solvation, which quant. fit the exptl. solubilities. Trajectory anal. reveals strong hydrogen bonds between acetate anions and cellulose hydroxyl groups, while the cations do not form strong hydrogen bonds with cellulose. Thus, the simulations provide an atomistic explanation of our exptl. observations. In the experiment, the researchers used 1H-1,2,3-Triazole(cas: 288-36-8Safety of 1H-1,2,3-Triazole)

1H-1,2,3-Triazole(cas: 288-36-8) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties Safety of 1H-1,2,3-Triazole

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In 2018,Steinmeyer, Jeannine; Wagenknecht, Hans-Achim published 《Synthesis of DNA Modified with Boronic Acid: Compatibility to Copper(I)-Catalyzed Azide-Alkyne Cycloaddition》.Bioconjugate Chemistry published the findings.Application In Synthesis of Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine The information in the text is summarized as follows:

The postsynthetic and sequence specific ligation chem. of a phenylboronic acid to oligonucleotides using the amide bond formation was worked out. In the first coupling experiments with 4 carboxyphenylboronic acid a 5′-hexylamino-modified oligonucleotide was used in order to evaluate and to optimize the reaction conditions. This postsynthetic modification works best in the presence of TBTU and triethanolamine and in a degassed DMF/carbonate buffer solvent mixture The successful attachment of the boronic acid was evidenced by HPLC separation from phenol side products and clear identification via MALDI-TOF mass spectrometry as citric acid derivative This postsynthetic chem. was further combined with the established Cu(I)-catalyzed azide-alkyne cycloaddition chem. to allow the first orthogonal and postsynthetic incorporation of both the phenylboronic acid moiety and two different cyanine-styryl dyes. Due to the undesired reactivity of boronic acids by the presence of copper salts, the dye azides were firstly attached to the pre-synthesized oligonucleotides using the Cu(I)-catalyzed cycloaddition at the 2′-position of a propargylated uridine. After careful removal of all copper contaminants the amide bond with the 4-carboxyphenylboronic acid at the propylamine linker of a 7-deaza-2′-deoxyadenosine as anchor point was formed. These doubly modified oligonucleotides were characterized by their optical properties to elucidate the influence of the phenylboronic acid. The latter modification has only little influence on the fluorescence of the applied dyes. In conclusion, this postsynthetic and orthogonal chem. opens the way to a broad variety of applications, in particular saccharide detection based on fluorescent DNA aptamers.Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine(cas: 510758-28-8Application In Synthesis of Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine) was used in this study.

Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine(cas: 510758-28-8) can stabilizes Cu(I) towards disproportionation and oxidation thus enhancing its catalytic effect in the azide-acetylene cycloaddition.Application In Synthesis of Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)aminePolytriazolylamines were synthesized by the copper(I)-catalyzed ligation of azides and alkynes.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics