113293-42-8Relevant academic research and scientific papers
Novel fused 1,2,3-triazolo-benzodiazepine derivatives as potent anticonvulsant agents: design, synthesis, in vivo, and in silico evaluations
Shafie, Arefeh,Mohammadi-Khanaposhtani, Maryam,Asadi, Mehdi,Rahimi, Nastaran,Ranjbar, Parviz Rashidi,Ghasemi, Jahan B.,Larijani, Bagher,Mahdavi, Mohammad,Shafaroodi, Hamed,Dehpour, Ahmad Reza
, p. 179 - 189 (2020)
Abstract: A novel series of 1,2,3-triazolo-benzodiazepine derivatives 6a–o has been synthesized and evaluated in vivo for their anticonvulsant activities using by pentylenetetrazole (PTZ)- and maximal electroshock (MES)-induced seizures in mice. The synth
Silver(I)-Catalyzed Regioselective Synthesis of Triazole Fused-1,5-Benzoxazocinones
Barve, Indrajeet J.,Thikekar, Tushar Ulhas,Sun, Chung-Ming
, p. 2370 - 2373 (2017)
An efficient and regioselective synthesis of novel 1,2,3-triazole-fused-1,5-benzoxazocinones through intramolecular cyclization of substituted ethynyl triazoyl benzoic acids was explored. A crucial precursor 5-iodo-1,2,3-triazole benzoate was obtained fro
Synthesis of Diverse Nitrogen Heterocycles via Palladium-Catalyzed Tandem Azide–Isocyanide Cross-Coupling/Cyclization: Mechanistic Insight using Experimental and Theoretical Studies
Ansari, Arshad J.,Pathare, Ramdas S.,Maurya, Antim K.,Agnihotri, Vijai K.,Khan, Shahnawaz,Roy, Tapta Kanchan,Sawant, Devesh M.,Pardasani, Ram T.
supporting information, p. 290 - 297 (2017/12/07)
A rapid and elegant tandem azide–isocyanide cross-coupling/cyclization protocol has been developed based on a nitrene transfer reaction. The palladium-catalyzed ligand-free methodology led to the synthesis of three different heterocyclic scaffolds with excellent atom/step/redox economy. Studies based on first-principles-based quantum calculations and control experiments unraveled a concerted process of nitrene transfer reaction on isocyanides, ruling out the metallaaziridine intermediate reported earlier. This finding could pave the way for novel applications of nitrene transfer reactions to generate bioactive heterocycles. (Figure presented.).
Promise of Retinoic Acid-Triazolyl Derivatives in Promoting Differentiation of Neuroblastoma Cells
Lone, Ali Mohd,Dar, Nawab John,Hamid, Abid,Shah, Wajaht Amin,Ahmad, Muzamil,Bhat, Bilal A.
, p. 82 - 89 (2016/02/05)
Retinoic acid induces differentiation in various types of cells including skeletal myoblasts and neuroblasts and maintains differentiation of epithelial cells. The present study demonstrates synthesis and screening of a library of retinoic acid-triazolyl derivatives for their differentiation potential on neuroblastoma cells. Click chemistry approach using copper(I)-catalyzed azide-alkyne cycloaddition was adopted for the preparation of these derivatives. The neurite outgrowth promoting potential of retinoic acid-triazolyl derivatives was studied on neuroblastoma cells. Morphological examination revealed that compounds 8a, 8e, 8f, and 8k, among the various derivatives screened, exhibited promising neurite-outgrowth inducing activity at a concentration of 10 μM compared to undifferentiated and retinoic acid treated cells. Further on, to confirm this differentiation potential of these compounds, neuroblastoma cells were probed for expression of neuronal markers such as NF-H and NeuN. The results revealed a marked increase in the NF-H and NeuN protein expression when treated with 8a, 8e, 8f, and 8k compared to undifferentiated and retinoic acid treated cells. Thus, these compounds could act as potential leads in inducing neuronal differentiation for future studies. (Chemical Equation Presented).
Click chemistry based rapid one-pot synthesis and evaluation for protease inhibition of new tetracyclic triazole fused benzodiazepine derivatives
Mohapatra, Debendra K.,Maity, Pradip K.,Shabab,Khan
scheme or table, p. 5241 - 5245 (2010/03/24)
We describe herein a one-pot synthesis of novel tetracyclic scaffolds that incorporate a fusion of a proline, 1,2,3-triazole ring with [1,4]-benzodiazepin-8(4H)-one ring systems following click chemistry. The expected peptide bond formation followed by in
Substituted 1,2,3-triazolo[1,5-a]quinazolines: Synthesis and binding to benzodiazepine and adenosine receptors
Bertelli, Lucia,Biagi, Giuliana,Giorgi, Irene,Livi, Oreste,Manera, Clementina,Scartoni, Valerio,Lucacchini, Antonio,Giannaccini, Gino,Barili, Pier Luigi
, p. 333 - 341 (2007/10/03)
This paper reports the synthesis and evaluation of the biological affinity towards benzodiazepine and A1 and A(2A) adenosine receptors of some 3-ethoxycarbonyl or 3-phenyl-substituted 1,2,3-triazolo[I,5-a]quinazolines. Starting from the appropriate chloro-substituted phenylazides, the series of 7 or 8 chloro-substituted triazoloquinazolines were prepared. Nitration reactions of the triazoloquinazoline ring and chlorination reactions of the hydroxyl group in the 5 position of the same ring are also reported. By nucleophilic displacement of halogen, the corresponding 5-amino derivatives and some analogous derivatives bearing cyclohexylamino and p-toluidino substituents were obtained. The binding assays showed a generalized decrease in the affinity towards the benzodiazepine receptors and confirmed a moderate affinity towards the A1 adenosine receptors in comparison with the previously studied triazoloquinazoline derivatives. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
