Category: Triazoles

Syntheses of D-arabinofuranosyl and 2′-deoxy-D-ribofuranosyl 1,2,3-triazolecarboxamides was written by Makabe, Osamu;Suzuki, Hiroshi;Umezawa, Sumio. And the article was included in Bulletin of the Chemical Society of Japan in 1977.Recommanded Product: 40594-98-7 This article mentions the following:

Several D-arabino- and 2′-deoxy-D-ribonucleosides of 1,2,3-triazolecarboxamides were synthesized by 2 methods, one involving acid-catalyzed fusion reactions of 1-O-acetyl-2,3,5-tri-O-benzyl-D-arabinofuranose or 1-O-acetyl-3,5-di-O-(p-nitrobenzoyl)-D-2-deoxyribofuranose with Et 1,2,3-triazole-4-carboxylate (I), and the other by glycosylation of the trimethylsilyl derivative of I with 2,3,5-tri-O-benzyl-D-arabinofuranosyl chloride or 3,5-di-O-(p-toluoyl)-D-2-deoxyribofuranosyl chloride. Evidence for the N-glycosylation sites (1 or 2 of triazole) and anomeric configurations of the resulting nucleosides is presented. Of the compounds prepared nucleosides II (R = H, OH) showed antiviral and cytotoxic activities (no data). 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. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands. 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.Recommanded Product: 40594-98-7

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

catena-Poly[(chloridozinc)-μ-5-(1-methyl-1H-benzimidazol-2-yl-κN³)-1,2,3-triazol-1-ido-κ²N¹:N³] was written by Sun, Chen-Guang;Song, Ji-Rong. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2012.Application In Synthesis of 1H-1,2,3-Triazole-4,5-dicarboxylic acid This article mentions the following:

In the title complex, [Zn(C₁₀H₈N₅)Cl]_n, the Zn^II ion is four-coordinated by one Cl atom and three N atoms from two in situ-generated deprotonated 5-(1-methyl-1H-benzimidazol-2-yl-κN³)-1,2,3-triazol-1-ide ligands in a slightly distorted tetrahedral geometry. The Zn^II ions are bridged by the ligands, forming a helical chain along [001]. C-H···N and C-H···Cl H bonds and π-π interactions between the imidazole rings [centroid-centroid distance = 3.4244(10) Å] assemble the chains into a three-dimensional supramol. network. Crystallog. data and at. coordinates are given. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Application In Synthesis of 1H-1,2,3-Triazole-4,5-dicarboxylic acid).

1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) belongs to triazole derivatives. Among the nitrogen-containing heterocyclic compounds, triazoles emerge with superior pharmacological applications.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Application In Synthesis of 1H-1,2,3-Triazole-4,5-dicarboxylic acid

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

Syntheses and crystal structures of copper(II) and nickel complexes with 1,2,3-triazole-carboxylic acid was written by Wang, Duo-Zhi;Bai, Mei;Zhang, Jian-Bin;Ma, Peng-Yuan. And the article was included in Chinese Journal of Structural Chemistry in 2012.Safety of 1H-1,2,3-Triazole-4,5-dicarboxylic acid This article mentions the following:

Three novel complexes [Cu(L¹)₂(H₂O)₂] (1), [Ni(L¹)₂(H₂O)₂]·(H₂O)₄ (2, HL¹ = 5-methyl-1-(4-methylphenyl)-1,2,3-triazole-4-carboxylic acid) and [Ni₂(HL²)₂(CH₃OH)₆]·(CH₃OH)₂ (3, H₃L² = 1,2,3-triazole-4,5-dicarboxylic acid) were synthesized and characterized by elemental anal., IR and x-ray diffraction. Complexes 1 and 2 are mononuclear structures, and are assembled into a two-dimensional sheet by C(7)-H(7)···O(3) weak interactions or hydrogen-bonding interaction. Complex 3 is a centrosym. dinuclear structure, and is assembled into a three-dimensional supramol. structure by hydrogen-bonding interaction. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Safety of 1H-1,2,3-Triazole-4,5-dicarboxylic acid).

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.Safety of 1H-1,2,3-Triazole-4,5-dicarboxylic acid

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

In vitro metabolism of oprozomib, an oral proteasome inhibitor: role of epoxide hydrolases and cytochrome P450s was written by Wang, Zhican;Fang, Ying;Teague, Juli;Wong, Hansen;Morisseau, Christophe;Hammock, Bruce D.;Rock, Dan A.;Wang, Zhengping. And the article was included in Drug Metabolism & Disposition in 2017.Recommanded Product: 1614-12-6 This article mentions the following:

Oprozomib is an oral proteasome inhibitor currently under investigation in patients with hematol. malignancies or solid tumors. Oprozomib elicits potent pharmacol. actions by forming a covalent bond with the active site N-terminal threonine of the 20S proteasome. Oprozomib has a short half-life across preclin. species and in patients due to systemic clearance via metabolism Potential for drug-drug interactions (DDIs) could alter the exposure of this potent therapeutic; therefore, a thorough investigation of pathways responsible for metabolism is required. In the present study, the major drug-metabolizing enzyme responsible for oprozomib metabolism was identified in vitro. A diol of oprozomib was found to be the predominant metabolite in human hepatocytes, which formed via direct epoxide hydrolysis. Using recombinant epoxide hydrolases (EHs) and selective EH inhibitors in liver microsomes, microsomal EH (mEH) but not soluble EH (sEH) was found to be responsible for oprozomib diol formation. Coincubation with 2-nonylsulfanyl-propionamide, a selective mEH inhibitor, resulted in a significant decrease in oprozomib disappearance (>80%) with concurrent complete blockage of diol formation in human hepatocytes. On the contrary, a selective sEH inhibitor did not affect oprozomib metabolism Pretreatment of hepatocytes with the pan-cytochrome P 450 (P 450) inhibitor 1-aminobenzotriazole resulted in a modest reduction (∼20%) of oprozomib metabolism These findings indicated that mEH plays a predominant role in oprozomib metabolism Further studies may be warranted to determine whether drugs that are mEH inhibitors cause clin. significant DDIs with oprozomib. On the other hand, pharmacokinetics of oprozomib is unlikely to be affected by coadministered P 450 and sEH inhibitors and/or inducers. In the experiment, the researchers used many compounds, for example, 1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6Recommanded Product: 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. 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: 1614-12-6

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

Controllable porosity conversion of metal-organic frameworks composed of natural ingredients for drug delivery was written by Liu, Jiang;Bao, Tian-Yi;Yang, Xi-Ya;Zhu, Pei-Pei;Wu, Lian-He;Sha, Jing-Quan;Zhang, Lei;Dong, Long-Zhang;Cao, Xue-Li;Lan, Ya-Qian. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Electric Literature of C4H3N3O4 This article mentions the following:

Two extremely rare β-cyclodextrin (β-CD) supported metal-organic frameworks (MOFs), CD-MOF-1 and CD-MOF-2, were induced to crystallize for the first time through a template-induced approach. The targeted CD-MOFs were employed to perform controlled drug delivery and cytotoxicity assays that confirmed their favorable biol. potential of being used as drug carriers. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Electric Literature of C4H3N3O4).

1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) 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.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Electric Literature of C4H3N3O4

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

Alkaline cation directed structural diversity of cubic-cage-based cobalt(II) metal-organic frameworks: from pcu to bct net was written by Zou, Ji-Yong;Shi, Wei;Zhang, Jing-Ya;He, Yan-Fei;Gao, Hong-Ling;Cui, Jian-Zhong;Cheng, Peng. And the article was included in CrystEngComm in 2014.Product Details of 4546-95-6 This article mentions the following:

Three 2p-3d heterometallic cubic-cage-based metal-organic frameworks (MOFs), formulated as {[H₂N(CH₃)₂]₉(H₃O)₆[Co(H₂O)₆][Co₈Li₃(TDA)₁₂]·14H₂O}_n (1), {(H₃O)₁₅[Co(H₂O)₆][Co₈Li₃(TDA)₁₂]·10H₂O}_n (2) and {[H₂N(CH₃)₂](H₃O)₁₆[Co₈K₅(μ₂-O)(TDA)₁₂(H₂O)₂]·10H₂O}_n (3) (H₃TDA = 1H-1,2,3-triazole-4,5-dicarboxylic acid), have been successfully synthesized and structurally characterized. In these 2p-3d heterometallic cubic-cage-based MOFs, eight Co²⁺ cations as the vertexes are interconnected by twelve TDA^3- ligands as the edges to form an unusual [Co₈(TDA)₁₂]^20- cubic cage with edges of 6.12 Å, in which a hexahydrated Co²⁺ ion is captured for 1 and 2. The neighboring [Co₈(TDA)₁₂]^20- cubic cages are further bridged by Li⁺ ions for 1 and 2 and K⁺ ions for 3 to give 3D 6-connected pcu nets for 1 and 2 and a 10-connected bct net for 3. The magnetic properties of 1–3 were studied. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Product Details of 4546-95-6).

1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) belongs to triazole derivatives. Among the nitrogen-containing heterocyclic compounds, triazoles emerge with superior pharmacological applications. Both the triazoles and their derivatives have significant biological properties including antimicrobial, antiviral, antitubercular, anticancer, anticonvulsant, analgesic, antioxidant, anti-inflammatory, and antidepressant activities.Product Details of 4546-95-6

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

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

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

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