October 13, 2022 | Triazoles

Miles, Dillon H’s team published research in ACS Medicinal Chemistry Letters in 2020-11-12 | 92276-38-5

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 92276-38-5 belongs to class triazoles, and the molecular formula is C5H3BrN4, Recommanded Product: 6-Bromo-3H-[1,2,3]triazolo[4,5-b]pyridine.

Miles, Dillon H.; Yan, Xuelei; Thomas-Tran, Rhiannon; Fournier, Jeremy; Sharif, Ehesan U.; Drew, Samuel L.; Mata, Guillaume; Lawson, Kenneth V.; Ginn, Elaine; Wong, Kent; Soni, Divyank; Dhanota, Puja; Shaqfeh, Stefan G.; Meleza, Cesar; Chen, Ada; Pham, Amber T.; Park, Timothy; Swinarski, Debbie; Banuelos, Jesus; Schindler, Ulrike; Walters, Matthew J.; Walker, Nigel P.; Zhao, Xiaoning; Young, Stephen W.; Chen, Jie; Jin, Lixia; Leleti, Manmohan Reddy; Powers, Jay P.; Jeffrey, Jenna L. published the artcile< Discovery of Potent and Selective 7-Azaindole Isoindolinone-Based PI3Kγ Inhibitors>, Recommanded Product: 6-Bromo-3H-[1,2,3]triazolo[4,5-b]pyridine, the main research area is cancer immunotherapy immunomodulation PI3K gamma inhibitor azaindole selective.

The successful application of immunotherapy in the treatment of cancer relies on effective engagement of immune cells in the tumor microenvironment. Phosphoinositide 3-kinase γ (PI3Kγ) is highly expressed in tumor-associated macrophages, and its expression levels are associated with tumor immunosuppression and growth. Selective inhibition of PI3Kγ offers a promising strategy in immuno-oncol., which has led to the development of numerous potent PI3Kγ inhibitors with variable selectivity profiles. To facilitate further investigation of the therapeutic potential of PI3Kγ inhibition, we required a potent and PI3Kγ-selective tool compound with sufficient metabolic stability for use in future in vivo studies. Herein, we describe some of our efforts to realize this goal through the systematic study of SARs within a series of 7-azaindole-based PI3Kγ inhibitors. The large volume of data generated from this study helped guide our subsequent lead optimization efforts and will inform further development of PI3Kγ-selective inhibitors for use in immunomodulation.

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

Elguero, J’s team published research in Magnetic Resonance in Chemistry in 1987-03-31 | 88088-95-3

Magnetic Resonance in Chemistry published new progress about NMR (nuclear magnetic resonance). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Reference of 88088-95-3.

Elguero, J.; Claramunt, R. M.; Garceran, R.; Julia, S.; Avila, L.; Del Mazo, J. M. published the artcile< Carbon-13 NMR study of polyphenyl-, poly-N-azolyl- and poly-N-benzazoyl-methanes>, Reference of 88088-95-3, the main research area is NMR carbon azolylmethane; methane derivative NMR carbon.

13C NMR chem. shifts of 69 substituted methanes (general formula R1R2R3R4C, where R1, R2, R3, R4 = H, C6H5, Cl, OH, OR, imidazol-1-yl, pyrazol-1-yl, 1,2,4-triazol-1-yl, benzimidazol-1-yl, indazol-1-yl, indazol-2-yl, benzotriazol-1-yl and benzotriazol-2-yl) are reported. The effects of the various N-substituents on the 13C chem. shifts of the heterocyclic nuclei are reported. The chem. shifts of the methane C atom are discussed using an interactive model. Some 1H-13C coupling constants have been measured.

Magnetic Resonance in Chemistry published new progress about NMR (nuclear magnetic resonance). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Reference of 88088-95-3.

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

Epstein, Samuel S’s team published research in Journal of Protozoology in 1963 | 92276-38-5

Journal of Protozoology published new progress about 92276-38-5. 92276-38-5 belongs to class triazoles, and the molecular formula is C5H3BrN4, COA of Formula: C5H3BrN4.

Epstein, Samuel S.; Timmis, Geoffrey M. published the artcile< Simple antimetabolites of vitamin B12>, COA of Formula: C5H3BrN4, the main research area is .

Nearly 300 compounds (mostly benzimidazoles, diazabenzimidazoles, purines, azapurines, pteridines, azapteridines, pyrimidines, nicotinamide and p-aminobenzoic acid derivatives, imidazoles, and alloxans) which bear no structural analogy to vitamin B12 (I), were tried as antimetabolites for the I on Euglena gracilis. For 43 compds, less than 500 γ/ml. produced a 50% inhibition of growth when the I concentration was 10-11 g./ml.; 10 of these compounds produced competitive antagonism as evidenced by the reversibility of their inhibition by higher (10-10-10-9 g./ml.) concentration of I. It is suggested that such simple metabolites as above may act indirectly by interfering with cofactors concerned with the utilization of I.

Journal of Protozoology published new progress about 92276-38-5. 92276-38-5 belongs to class triazoles, and the molecular formula is C5H3BrN4, COA of Formula: C5H3BrN4.

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

Julia, Sebastian’s team published research in Organic Preparations and Procedures International in 1984-10-31 | 88088-95-3

Organic Preparations and Procedures International published new progress about Phase-transfer substitution reaction catalysts. 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Synthetic Route of 88088-95-3.

Julia, Sebastian; Del Mazo, Jose Maria; Avila, Luis; Elguero, Jose published the artcile< Improved synthesis of polyazolylmethanes under solid-liquid phase-transfer catalysis>, Synthetic Route of 88088-95-3, the main research area is polyazolylmethane; pyrazolylmethane; tripyrazolylmethane.

Di(azolyl)methanes, Tri(azolyl)methanes, and tetra(azolyl)methanes were prepared by treating the azole with H2CCl2, HCCl3, or CCl4 in presence of phase transfer catalysts. Thus, 24 mmol pyrazole was treated with 120 mmol K2CO3 and and 1.2 mmol Bu4N+HSO4- in refluxing HCCl3 (25 mL) overnight to give the tripyrazolylmethane I.

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

Chojnacki, K’s team published research in Bioorganic Chemistry in 2021-01-31 | 92276-38-5

Bioorganic Chemistry published new progress about Crystal structure. 92276-38-5 belongs to class triazoles, and the molecular formula is C5H3BrN4, SDS of cas: 92276-38-5.

Chojnacki, K.; Lindenblatt, D.; Winska, P.; Wielechowska, M.; Toelzer, C.; Niefind, K.; Bretner, M. published the artcile< Synthesis, biological properties and structural study of new halogenated azolo[4,5-b]pyridines as inhibitors of CK2 kinase>, SDS of cas: 92276-38-5, the main research area is halogenated azolopyridine synthesis anticancer CK2 kinase inhibition; ATP-Competitive inhibitors; Casein Kinase CK2; Protein Kinase PIM1; Structural study.

The new halogenated 1H-triazolo[4,5-b]pyridines and 1H-imidazo[4,5-b]pyridines were synthesized as analogs of known CK2 inhibitors: 4,5,6,7-tetrabromo-1H-benzotriazole (TBBt) and 4,5,6,7-tetrabromo-1H-benzimidazole (TBBi). Their influence on the activity of recombinant human CK2α, CK2α’ and PIM1 kinases was determined The most active inhibitors were di- and trihalogenated 1H-triazolo[4,5-b]pyridines I-III with IC50 values 2.56, 3.82 and 3.26μM resp. for CK2α. Furthermore, effect on viability of cancer cell lines MCF-7 (human breast adenocarcinoma) and CCRF-CEM (T lymphoblast leukemia) of all final compounds was evaluated. Finally, three crystal structures of complexes of CK2α1-335 with inhibitors I-III were obtained. In addition, new protocol was used to obtain high-resolution crystal structures of CK2α’Cys336Ser in complex with four inhibitors I-IV.

Bioorganic Chemistry published new progress about Crystal structure. 92276-38-5 belongs to class triazoles, and the molecular formula is C5H3BrN4, SDS of cas: 92276-38-5.

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

Berac, Christian M.’s team published research in Macromolecular Rapid Communications in 2020 | CAS: 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.Name: Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine

《Evaluation of charge-regulated supramolecular copolymerization to tune the time scale for oxidative disassembly of β-sheet comonomers》 was written by Berac, Christian M.; Zengerling, Lydia; Strassburger, David; Otter, Ronja; Urschbach, Moritz; Besenius, Pol. Name: Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine And the article was included in Macromolecular Rapid Communications in 2020. The article conveys some information:

A multistimuli-responsive supramol. copolymerization is reported. The copolymerization is driven by hydrogen bond encoded β-sheet-based charge co-assembly into 1D nanorods in water, using glutamic acid or lysine residues in either of the peptide comonomers. The incorporation of methionine as hydrophobic amino acid supports β-sheet formation, but oxidation of the thioether side-chain to a sulfoxide functional group destabilizes the β-sheet ordered domains and induces disassembly of the supramol. polymers. Using H2O2 as reactive oxygen species, the time scale and kinetics of the oxidative disassembly are probed. Compared to the charge neutral homopolymers, it is found that the oxidative disassembly of the charged ampholytic copolymers is up to two times faster and is operative at neutral pH. The strategy is therefore an important addition to the growing field of amphiphilic polythioether containing (macro)mol. building blocks, particularly in view of tuning their oxidation induced disassembly which tends to be notoriously slow and requires high concentrations of reactive oxygen species or acidic reaction media. In the experimental materials used by the author, we found Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine(cas: 510758-28-8Name: Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine)

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

Jiu, Alexander Y.’s team published research in Angewandte Chemie, International Edition in 2021 | CAS: 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 Application of 288-36-8

Jiu, Alexander Y.; Slocumb, Hannah S.; Yeung, Charles S.; Yang, Xiao-Hui; Dong, Vy M. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Enantioselective Addition of Pyrazoles to Dienes》.Application of 288-36-8 The article contains the following contents:

We report the first enantioselective addition of pyrazoles to 1,3-dienes [e.g., 1H-pyrazole + (E)-1-phenyl-1,3-butadiene → I (91%, 96:4 er)]. Secondary and tertiary allylic pyrazoles can be generated with excellent regioselectivity. Mechanistic studies support a pathway distinct from previous hydroaminations: a Pd0-catalyzed ligand-to-ligand hydrogen transfer (LLHT). This hydroamination tolerates a range of functional groups and advances the field of diene hydrofunctionalization.1H-1,2,3-Triazole(cas: 288-36-8Application of 288-36-8) was used in this study.

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

Tan, Min’s team published research in Macromolecules (Washington, DC, United States) in 2022 | CAS: 510758-28-8

In 2022,Tan, Min; Wang, Xiaoying; Xie, Tong; Zhang, Zhen; Shi, Yi; Li, Yuanchao; Chen, Yongming published an article in Macromolecules (Washington, DC, United States). The title of the article was 《Fluorogenic Mechanophore Based on Dithiomaleimide with Dual Responsiveness》.Related Products of 510758-28-8 The author mentioned the following in the article:

The maleimide scaffold is widely used for the preparation of fluorogenic probes owing to its good fluorescence quenching ability. Here, we demonstrate that it can be also employed to prepare fluorogenic mechanophores. A dithiomaleimide-based mechanophore with two dansyl fluorophores attached to the maleimide core via the thioether bond is synthesized and incorporated into polymer chains. Upon mechanochem. activation, the relatively weak C-S is cleaved hypothetically due to its low bond dissociation energy, resulting in the removal of the maleimide conjugation and turning on of the dansyl fluorophore with >5-fold increase in the fluorescence emission peak intensity at 510 nm. In addition, an excess of a thiol can also lead to the cleavage of the dansyl fluorophore from the maleimide via thiol-exchange reactions. This mechanophore with dual responsiveness may have potential applications in stress sensing as well as thiol sensing. Moreover, the design concept of the mechanophore may allow access to many other fluorogenic mechanophores, since a number of fluorophores covering a wide range of emission wavelengths have been reported to be quenched by maleimides. The experimental process involved the reaction of Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine(cas: 510758-28-8Related Products of 510758-28-8)

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

Suhina, Tomislav’s team published research in Angewandte Chemie, International Edition in 2015 | CAS: 56602-33-6

((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

In 2015,Suhina, Tomislav; Weber, Bart; Carpentier, Chantal E.; Lorincz, Kinga; Schall, Peter; Bonn, Daniel; Brouwer, Albert M. published 《Fluorescence Microscopy Visualization of Contacts Between Objects》.Angewandte Chemie, International Edition published the findings.HPLC of Formula: 56602-33-6 The information in the text is summarized as follows:

The area of contact between two objects was detected by using the strong enhancement of the fluorescence of rigidochromic probe mols. attached to one of the surfaces. Confinement of the mols. suppresses nonradiative decay and turns on the fluorescence. The approach is demonstrated by imaging of the contact area of a plastic sphere in contact with a flat glass surface. Our results agree excellently with the prediction of Hertz’s classical theory based on elastic deformation. In the experiment, the researchers 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)

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

Gross, Andrew J.’s team published research in Journal of the American Chemical Society in 2017 | CAS: 56602-33-6

In 2017,Gross, Andrew J.; Chen, Xiaohong; Giroud, Fabien; Travelet, Christophe; Borsali, Redouane; Cosnier, Serge published 《Redox-active glyconanoparticles as electron shuttles for mediated electron transfer with bilirubin oxidase in solution》.Journal of the American Chemical Society published the findings.SDS of cas: 56602-33-6 The information in the text is summarized as follows:

We demonstrate the self-assembly, characterization, and bioelectrocatalysis of redox-active cyclodextrin-coated nanoparticles. The nanoparticles with host-guest functionality are easy to assemble and permit entrapment of hydrophobic redox mols. in aqueous solution Bis-pyrene-ABTS encapsulated nanoparticles were investigated electrochem. and spectroscopically. Their use as electron shuttles was demonstrated via an intra-electron transfer chain between neighboring redox units of clustered particles (Dh,DLS = 195 nm) and the mono- and trinuclear Cu sites of bilirubin oxidases. Enhanced current densities for mediated O2 reduction were observed with the redox nanoparticle system compared to equivalent bioelectrode cells with a dissolved mediator. Improved catalytic stability over 2 days was also observed with the redox nanoparticles, highlighting a stabilizing effect of the polymeric architecture. Bioinspired nanoparticles as mediators for bioelectrocatalysis promises to be valuable for future biofuel cells and biosensors. In the experiment, the researchers used ((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6SDS of cas: 56602-33-6)

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