76003-76-4Relevant articles and documents
Crystal and molecular structures of two triazole derivatives: 4-Cyclopropyl-4,5-dihydro-1H-1,2,3-triazole and Methyl 1-benzyl-1H-1,2,3- triazole-4-carboxylate
Boechat, Nubia,De L. G. Ferreira, Maria,Bastos, Monica M.,Camilo, Ane L. S.,Wardell, Solange M. S. V.,Wardell, James L.,Tiekink, Edward R. T.
, p. 1137 - 1141 (2010)
The molecule in 4-cyclopropyl-4,5-dihydro-1H-1,2,3-triazole (I) is disposed about a mirror plane with the triazole ring lying in the plane and being orthogonal to the cyclopropyl ring. Considerable delocalization of π-electron density within the triazole
Magnetic Fe3O4 nanoparticles bearing CuI-NHC complexes by an “auto-click” strategy
Fauché, Kévin,Cisnetti, Federico
, (2021/03/15)
Two copper(I)–NHC complexes bearing an azide group were reacted with alkyne-decorated magnetic Fe3O4 nanoparticles without the use of an external copper source. In the case of the least sterically congested complex, the resulting nan
Tris-isocyanide copper(I) complex enabling copper azide-alkyne cycloaddition in neat conditions
Ferraro, Valentina,Sole, Roberto,Bortoluzzi, Marco,Beghetto, Valentina,Castro, Jesús
, (2021/08/13)
The three-coordinated homoleptic Cu(I) complex with 2,6-dimethylphenyl isocyanide in the coordination sphere was easily synthesized and isolated as tetrafluoroborate salt. The structure of the compound was determined by single-crystal X-ray diffraction. T
Azide-alkyne cycloadditions in a vortex fluidic device: Enhanced "on water" effects and catalysis in flow
Oksdath-Mansilla, Gabriela,Kucera, Renata L.,Chalker, Justin M.,Raston, Colin L.
supporting information, p. 659 - 662 (2021/01/29)
The Vortex Fluidic Device is a flow reactor that processes reactions in thin films. Running the metal-free azide-alkyne cycloaddition in this reactor revealed a dramatic enhancement of the "on water"effect. For the copper-catalyzed azide-alkyne cycloaddit
Regioselective reduction of 1h-1,2,3-triazole diesters
Butler, Christopher R.,Bendesky, Justin,Schoffstall, Allen Milton
, (2021/09/24)
Regioselective reactions can play pivotal roles in synthetic organic chemistry. The reduction of several 1-substituted 1,2,3-triazole 4,5-diesters by sodium borohydride has been found to be regioselective, with the C(5) ester groups being more reactive towards reduction than the C(4) ester groups. The amount of sodium borohydride and reaction time required for reduction varied greatly depending on the N(1)-substituent. The presence of a β-hydroxyl group on the N(1)-substituent was seen to have a rate enhancing effect on the reduction of the C(5) ester group. The regioselective reduction was attributed to the lower electron densities of the C(5) and the C(5) ester carbonyl carbon of the 1,2,3-triazole, which were further lowered in cases involving intramolecular hydrogen bonding.
Cu(ii)-alginate-based superporous hydrogel catalyst for click chemistry azide-alkyne cycloaddition type reactions in water
Ablouh, El-Houssaine,Anane, Hafid,Bahsis, Lahoucine,Julve, Miguel,Stiriba, Salah-Eddine,Taourirte, Moha
, p. 32821 - 32832 (2020/09/21)
A novel sustainable hydrogel catalyst based on the reaction of sodium alginate naturally extracted from brown algaeLaminaria digitataresidue with copper(ii) was prepared as spherical beads, namely Cu(ii)-alginate hydrogel (Cu(ii)-AHG). The morphology and
Structure-Based Design, Synthesis, and Biological Evaluation of Triazole-Based smHDAC8 Inhibitors
Kalinin, Dmitrii V.,Jana, Sunit K.,Pfafenrot, Maxim,Chakrabarti, Alokta,Melesina, Jelena,Shaik, Tajith B.,Lancelot, Julien,Pierce, Raymond J.,Sippl, Wolfgang,Romier, Christophe,Jung, Manfred,Holl, Ralph
supporting information, p. 571 - 584 (2020/01/24)
Schistosomiasis is a neglected tropical disease caused by parasitic flatworms of the genus Schistosoma, which affects over 200 million people worldwide and leads to at least 300,000 deaths every year. In this study, initial screening revealed the triazole
A ferrocene functionalized Schiff base containing Cu(ii) complex: Synthesis, characterization and parts-per-million level catalysis for azide alkyne cycloaddition
Gayen, Firdaus Rahaman,Ali, Abdul Aziz,Bora, Debashree,Roy, Saptarshi,Saha, Supriya,Saikia, Lakshi,Goswamee, Rajib Lochan,Saha, Biswajit
supporting information, p. 6578 - 6586 (2020/06/08)
Atom economy is one of the major factors in developing catalysis chemistry. Using the minimum amount of catalyst to obtain the maximum product yield is of the utmost priority in catalysis, which drives us to use parts-per-million (ppm) levels of catalyst
Green methodologies for copper(I)-catalyzed azide-alkyne cycloadditions: A comparative study
Trujillo, Marissa,Hull-Crew, Clayton,Outlaw, Andrew,Stewart, Kevin,Taylor, Loren,George, Laura,Duensing, Allison,Tracey, Breanna,Schoffstall, Allen
, (2019/03/19)
Successful copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reactions may be achieved by several methods. In this paper, four synthetic protocols were performed for direct comparison of time required for the synthesis, yield, and purity of the 1H-1,
Synthesis and biological evaluation of 1-benzyl-N-(2-(phenylamino)pyridin-3-yl)-1H-1,2,3-triazole-4-carboxamides as antimitotic agents
Prasad, Budaganaboyina,Lakshma Nayak,Srikanth,Baig, Mirza Feroz,Subba Reddy,Babu, Korrapati Suresh,Kamal, Ahmed
, p. 535 - 548 (2018/11/26)
A library of 1-benzyl-N-(2-(phenylamino)pyridin-3-yl)-1H-1,2,3-triazole-4-carboxamides (7a–al) have been designed, synthesized and screened for their anti-proliferative activity against some selected human cancer cell lines namely DU-145, A-549, MCF-7 and HeLa. Most of them have shown promising cytotoxicity against lung cancer cell line (A549), amongst them 7f was found to be the most potent anti-proliferative congener. Furthermore, 7f exhibited comparable tubulin polymerization inhibition (IC50 value 2.04 μM) to the standard E7010 (IC50 value 2.15 μM). Moreover, flow cytometric analysis revealed that this compound induced apoptosis via cell cycle arrest at G2/M phase in A549 cells. Induction of apoptosis was further observed by examining the mitochondrial membrane potential and was also confirmed by Hoechst staining as well as Annexin V-FITC assays. Furthermore, molecular docking studies indicated that compound 7f binds to the colchicine binding site of the β-tubulin. Thus, 7f exhibits anti-proliferative properties by inhibiting the tubulin polymerization through the binding at the colchicine active site and by induction of apoptosis.
