Triazoles

Mechanism of Glycosylation of Anomeric Sulfonium Ions Glycosylation was written by Fang, Tao;Gu, Yi;Huang, Wei;Boons, Geert-Jan. And the article was included in Journal of the American Chemical Society in 2016.Related Products of 1614-12-6 This article mentions the following:

Anomeric sulfonium ions are attractive glycosyl donors for the stereoselective installation of 1,2-cis glycosides. Although these donors are receiving increasing attention, their mechanism of glycosylation remains controversial. We have investigated the reaction mechanism of glycosylation of a donor modified at C-2 with a (1S)-phenyl-2-(phenylsulfanyl)ethyl chiral auxiliary. Preactivation of this donor results in the formation of a bicyclic β-sulfonium ion that after addition of an alc. undergoes 1,2-cis-glycosylation. To probe the importance of the thiophenyl moiety, analogs were prepared in which this moiety was replaced by an anisoyl or benzyl moiety. Furthermore, the auxiliaries were installed as S- and R-stereoisomers. It was found that the nature of the heteroatom and chirality of the auxiliary greatly influenced the anomeric outcome and only the one containing a thiophenyl moiety and having S-configuration gave consistently α-anomeric products. The sulfonium ions are sufficiently stable at a temperature at which glycosylations proceed indicating that they are viable glycosylation agents. Time-course NMR experiments with the latter donor showed that the initial rates of glycosylations increase with increases in acceptor concentration and the rate curves could be fitted to a second order rate equation. Collectively, these observations support a mechanism by which a sulfonium ion intermediate is formed as a trans-decalin ring system that can undergo glycosylation through a bimol. mechanism. DFT calculations have provided further insight into the reaction path of glycosylation and indicate that initially a hydrogen-bonded complex is formed between sulfonium ion and acceptor that undergoes S_N2-like glycosylation to give an α-anomeric product. In the experiment, the researchers used many compounds, for example, 1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6Related Products of 1614-12-6).

1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6) belongs to triazole derivatives. Triazoles exhibit substantial isomerism, depending on the positioning of the nitrogen atoms within the ring. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.Related Products of 1614-12-6

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

Hydrothermal syntheses and structural characterization of four complexes with in situ formation of 1,2,3-triazole-4-carboxylate ligand was written by Zheng, Ze-Bao;Wu, Ren-Tao;Li, Ji-Kun;Sun, Yi-Feng. And the article was included in Journal of Molecular Structure in 2009.Formula: C4H3N3O4 This article mentions the following:

Four new complexes constructed with 1,2,3-triazole-4-carboxylate and bipyridyl-like ligands, [Cu(ta)(bipy)·H₂O]_n (1), [Mn₂(ta)₂(bipy)₂(H₂O)₂·2H₂O]_n (2), [Zn(ta)(phen)₂·5H₂O]_n (3) and [Ni(ta)(phen)₂·8H₂O]_n (4) (ta = 1,2,3-triazole-4-carboxylate, bipy = 2,2′-bipyridine, phen = 1,10-phenanthroline), were prepared under hydrothermal conditions and characterized by IR, elemental analyses and single-crystal x-ray analyses. The ta ligand is formed in situ by the decarboxylation of 1H-1,2,3-triazole-4,5-dicarboxylic acid. In the complex 1, the Cu(II) ions are bridged by ta ligand into a 1-dimensional zigzag chain coordination polymer motif. Binuclear [Mn₂(ta)₂(bipy)₂(H₂O)₂] units bridged by ta ligands are linked into a two-dimensional layered structure via interdimeric hydrogen bonds within the structure of 2. Compounds 3 and 4 are mononuclear complexes. Most interestingly, the crystal-lattice water mols. in complexes 3 and 4 are connected via intermol. O-H···O hydrogen bonds into 1-dimensional tapes and 2-dimensional layers, resp. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Formula: C4H3N3O4).

1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. The presence of the three nitrogen atoms in triazole structures afforded opportunities for a plethora of structural modification with the generation of novel therapeutically potential agents, which is different from other heterocyclic compounds.Formula: C4H3N3O4

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

Immobilization of polyoxometalate in a cage-based metal-organic framework towards enhanced stability and highly effective dye degradation was written by Chen, Di-Ming;Liu, Xiao-Hui;Zhang, Nan-Nan;Liu, Chun-Sen;Du, Miao. And the article was included in Polyhedron in 2018.Category: triazoles This article mentions the following:

Due to their large surface areas, tunable functionality, and diversiform building blocks, metal-organic frameworks (MOFs) have arisen great attention in the last few decades. Nevertheless, most of MOFs show poor water stability, which seriously hinders their further applications. In this study, through the immobilization of polyoxometalate in a water unstable cage-based MOF material {[(Cu₄Cl)(CPT)₄(H₂O)₄]·3NO₃·5NMP·3.5H₂O} (1), in which HCPT = 4-(4-carboxyphenyl)-1,2,4-triazole and NMP = N-Me pyrrolidone, via a simple one-pot solvothermal reaction, a new hybrid material {[(Cu₄Cl)(CPT)₄]·(HSiW₁₂O₄₀)·31H₂O} (2) can be fabricated. The hybrid material 2 shows a nearly identical network structure to that of 1 but possesses much higher water and chem. stability. Moreover, the visible light dye degradation performance for 2 in water has been illustrated. In the experiment, the researchers used many compounds, for example, 4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2Category: triazoles).

4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2) belongs to triazole derivatives. Triazoles exhibit substantial isomerism, depending on the positioning of the nitrogen atoms within the ring. Many triazoles have antifungal effects: the triazole antifungal drugs include fluconazole, isavuconazole, itraconazole, voriconazole, pramiconazole, ravuconazole, and posaconazole and triazole plant-protection fungicides include epoxiconazole, triadimenol, myclobutanil, propiconazole, prothioconazole, metconazole, cyproconazole, tebuconazole, flusilazole and paclobutrazol.Category: triazoles

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

A homospin cobalt(II) topological ferrimagnet was written by Zou, Ji-Yong;Shi, Wei;Xu, Na;Li, Lei-Lei;Tang, Jin-Kui;Gao, Hong-Ling;Cui, Jian-Zhong;Cheng, Peng. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2013.SDS of cas: 4546-95-6 This article mentions the following:

An unusual 3D homospin Co(II) mol. topol. ferrimagnet was successfully assembled using a mixed ligand approach, which shows a critical temperature of 9 K and a compensation temperature of 5 K. Crystal data: orthorhombic, Fddd, a = 15.6139(8), b = 18.3439(11), c = 34.336(3) Å, Z = 16, R₁ = 0.0490, wR₂ = 0.1473 [I > 2σ(I)]. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6SDS of cas: 4546-95-6).

1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) belongs to triazole derivatives. The triazole ring is a relatively stable functional group, and the triazole bond can be used for a variety of applications, such as replacing the phosphate backbone of DNA. Due to the structural characteristics, both 1,2,3- and 1,2,4-triazoles are able to accommodate a broad range of substituents (electrophiles and nucleophiles) around the core structures and pave the way for the construction of diverse novel bioactive molecules.SDS of cas: 4546-95-6

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

A polyoxometalate template metal-organic framework with unusual {Cu₈(μ₄-OH)₆}¹⁰⁺ secondary building unit for photocatalytic dye degradation was written by Chen, Di-Ming;Zhang, Xue-Jing. And the article was included in Inorganic Chemistry Communications in 2019.Formula: C9H7N3O2 This article mentions the following:

The first polyoxometalate (POM)-template metal-organic framework (MOF) {(H₃O)₂[Cu₈(μ₄-OH)₆Cu₆(H₂O)₆(cpt)₁₂](SiW₁₂O₄₀)₃(EtOH)₄(H₂O)₇} (1) with the {Cu₈(μ₄-OH)₆}¹⁰⁺ cuboctahedron as secondary building unit has been prepared by reaction of a bifunctional organic ligand 4-(4′-carboxyphenyl)-1,2,4-triazole (Hcpt) with Cu(NO₃)_2·3H₂O and H₄SiW₁₂O₄₀ under hydrothermal condition. Base on the single-crystal data, complex 1 is constructed from the {Cu₈(μ₄-OH)₆}¹⁰⁺ and {Cu₂(CO₂)₄} secondary building units which are further connected by the cpt^– ligands to afford the 3D framework with SiWO⁴₁₂^– housing in the octahedral cages. Photocatalytic investigations indicate that complex 1 possesses high photocatalytic methylene blue (MB) and rhodamine B (RhB) degradation activities under visible-light irradiation In the experiment, the researchers used many compounds, for example, 4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2Formula: C9H7N3O2).

4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. Due to the structural characteristics, both 1,2,3- and 1,2,4-triazoles are able to accommodate a broad range of substituents (electrophiles and nucleophiles) around the core structures and pave the way for the construction of diverse novel bioactive molecules.Formula: C9H7N3O2

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

Engineering of benzoxazinoid biosynthesis in Arabidopsis thaliana: Metabolic and physiological challenges was written by Abramov, Aleksej;Hoffmann, Thomas;Stark, Timo D.;Zheng, Linlin;Lenk, Stefan;Hammerl, Richard;Lanzl, Tobias;Dawid, Corinna;Schoen, Chris-Carolin;Schwab, Wilfried;Gierl, Alfons;Frey, Monika. And the article was included in Phytochemistry (Elsevier) in 2021.Product Details of 1614-12-6 This article mentions the following:

Plant specialised metabolites constitute a layer of chem. defense. Classes of the defense compounds are often restricted to a certain taxon of plants, e.g. benzoxazinoids (BX) are characteristically detected in grasses. BXs confer wide-range defense by controlling herbivores and microbial pathogens and are allelopathic compounds In the crops maize, wheat and rye high concentrations of BXs are synthesized at an early developmental stage. By transfer of six Bx-genes (Bx1 to Bx5 and Bx8) it was possible to establish the biosynthesis of 2,4-dihydroxy-1,4-benzoxazin-3-one glucoside (GDIBOA) in a concentration of up to 143 nmol/g dry weight in Arabidopsis thaliana. Our results indicate that inefficient channeling of substrates along the pathway and metabolisation of intermediates in host plants might be a general drawback for transgenic establishment of specialised metabolite biosynthesis pathways. As a consequence, BX levels required for defense are not obtained in Arabidopsis. We could show that indolin-2-one (ION), the first specific intermediate, is phytotoxic and is metabolised by hydroxylation and glycosylation by a wide spectrum of plants. In Arabidopsis, metabolic stress due to the enrichment of ION leads to elevated levels of salicylic acid (SA) and in addition to its intrinsic phytotoxicity, ION affects plant morphol. indirectly via SA. We could show that Bx3 has a crucial role in the evolution of the pathway, first based on its impact on flux into the pathway and, second by C3-hydroxylation of the phytotoxic ION. Thereby BX3 interferes with a supposedly generic detoxification system towards the non-specific intermediate. In the experiment, the researchers used many compounds, for example, 1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6Product Details of 1614-12-6).

1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6) belongs to triazole derivatives. Triazoles consist of a five-membered ring containing three nitrogen atoms and are biologically active, especially as antifungal, antimicrobial and enzyme inhibitors. The presence of the three nitrogen atoms in triazole structures afforded opportunities for a plethora of structural modification with the generation of novel therapeutically potential agents, which is different from other heterocyclic compounds.Product Details of 1614-12-6

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

Discovery of a Potent, Selective T-type Calcium Channel Blocker as a Drug Candidate for the Treatment of Generalized Epilepsies was written by Bezencon, Olivier;Heidmann, Bibia;Siegrist, Romain;Stamm, Simon;Richard, Sylvia;Pozzi, Davide;Corminboeuf, Olivier;Roch, Catherine;Kessler, Melanie;Ertel, Eric A.;Reymond, Isabelle;Pfeifer, Thomas;de Kanter, Ruben;Toeroek-Schafroth, Michael;Moccia, Luca G.;Mawet, Jacques;Moon, Richard;Rey, Markus;Capeleto, Bruno;Fournier, Elvire. And the article was included in Journal of Medicinal Chemistry in 2017.Recommanded Product: 40594-98-7 This article mentions the following:

The authors report the discovery and pharmacol. characterization of N-(1-benzyl-1H-pyrazol-3-yl)-2-phenylacetamide derivatives as potent, selective, brain-penetrating T-type calcium channel blockers. Optimization focused mainly on solubility, brain penetration, and the search for an aminopyrazole metabolite that would be neg. in an Ames test. This resulted in the preparation and complete characterization of compound 66b (ACT-709478 (N-(1-((5-cyanopyridin-2-yl)methyl)-1H-pyrazol-3-yl)-2-(4-(1-(trifluoromethyl)cyclopropyl)phenyl)acetamide)), which has been selected as a clin. candidate. In the experiment, the researchers used many compounds, for example, Ethyl 1H-1,2,3-triazole-5-carboxylate (cas: 40594-98-7Recommanded Product: 40594-98-7).

Ethyl 1H-1,2,3-triazole-5-carboxylate (cas: 40594-98-7) belongs to triazole derivatives. Triazoles exhibit substantial isomerism, depending on the positioning of the nitrogen atoms within the ring. Triazole growth retardants such as uniconazole and paclobutrazol have been known to inhibit the biosynthesis of gibberellins by blocking kaurene oxidase, an P450 enzymeRecommanded Product: 40594-98-7

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

Catalytic Asymmetric Electrochemical α-Arylation of Cyclic β-Ketocarbonyls with Anodic Benzyne Intermediates was written by Li, Longji;Li, Yao;Fu, Niankai;Zhang, Long;Luo, Sanzhong. And the article was included in Angewandte Chemie, International Edition in 2020.Reference of 1614-12-6 This article mentions the following:

Asym. catalysis with benzyne remains elusive because of the highly fleeting and nonpolar nature of benzyne intermediates. Reported herein is an electrochem. approach for the oxidative generation of benzynes (cyclohexyne) and its successful merging with chiral primary aminocatalysis, formulating the first catalytic asym. enamine-benzyne (cyclohexyne) coupling reaction. Cobalt acetate was identified to stabilize the in situ generated arynes and facilitate its coupling with an enamine. This catalytic enamine-benzyne protocol provides a concise method for the construction of diverse α-aryl (α-cyclohexenyl) quaternary carbon stereogenic centers with good stereoselectivities. In the experiment, the researchers used many compounds, for example, 1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6Reference of 1614-12-6).

1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.Reference of 1614-12-6

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

Microporous Metal-Organic Framework Based on a Bifunctional Linker for Selective Sorption of CO₂ over N₂ and CH₄ was written by Chen, Di-Ming;Zhang, Xiao-Ping;Shi, Wei;Cheng, Peng. And the article was included in Inorganic Chemistry in 2015.Electric Literature of C9H7N3O2 This article mentions the following:

A bifunctional organic linker 4-(4-carboxyphenyl)-1,2,4-triazole (HCPT), incorporating both carboxylate and triazole groups, was successfully used in the construction of a 2-fold interpenetrated dynamic metal-organic framework (MOF), {[Cu₃(CPT)₄(μ₃-OH)]·NO₃·7H₂O·EtOH}_n (1) based on a triangular Cu(II)-hydroxo cluster as secondary building unit (SBU). Upon solvation/desolvation and temperature, the crystal cell parameters of 1 could be fine-tuned. More importantly, a transformation from disordered phase to a more ordered phase after activation was observed via a single-crystal-to-single-crystal mode. Gas sorption studies reveal that the activated 1 exhibits highly selective sorption of CO₂ over N₂ and CH₄ at room temperature In the experiment, the researchers used many compounds, for example, 4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2Electric Literature of C9H7N3O2).

4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.Electric Literature of C9H7N3O2

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

A three-dimensional coordination polymer based on 1,2,3-triazole-4,5-dicarboxylic acid (H₃tda): {[Cd₁₂(tda)₈(H₂O)₁₁]·(H₂O)_6.25}_n was written by Zhou, Xin-Hui;Chen, Qiang. And the article was included in Crystallography Reports in 2017.Computed Properties of C4H3N3O4 This article mentions the following:

The title coordination polymer {[Cd₁₂(tda)₈(H₂O)₁₁]·(H₂O)_6.25}_n (H₃tda = 1,2,3-triazole-4,5-dicarboxylic acid), has been hydrothermally synthesized and structurally characterized by single-crystal x-ray diffraction. Complex crystallizes in orthorhombic sp. gr. Pmn2₁ with Z = 4. The Cd₂ unit doublebridged by one carboxylate oxygen atom and two neighboring nitrogen atoms from the tda^3- ligands are linked by the tda^3-ligands to lead to the 2D (4,4) network in the ac plane. The almost coplanar Cd₂(μ₅-tda)₂ unit comprised of two Cd ions double-bridged by two tda^3- ligands through the neighboring nitrogen atoms is connected with the other four Cd₂(μ₅-tda)₂ units form the undulating 2D network in the ac plane. The (4,4) networks and undulating 2D networks are alternatively connected along the b axis by the tda^3- ligands coordinating to the Cd ions to form the 3D framework. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Computed Properties of C4H3N3O4).

1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) belongs to triazole derivatives. Triazoles consist of a five-membered ring containing three nitrogen atoms and are biologically active, especially as antifungal, antimicrobial and enzyme inhibitors. The presence of the three nitrogen atoms in triazole structures afforded opportunities for a plethora of structural modification with the generation of novel therapeutically potential agents, which is different from other heterocyclic compounds.Computed Properties of C4H3N3O4

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