666751-32-2Relevant articles and documents
Click chemistry based regioselective one-pot synthesis of coumarin-3-yl-methyl-1,2,3-triazolyl-1,2,4-triazol-3(4H)-ones as newer potent antitubercular agents
Somagond, Shilpa M.,Kamble, Ravindra R.,Bayannavar, Praveen K.,Shaikh, Saba Kauser J.,Joshi, Shrinivas D.,Kumbar, Vijay M.,Nesaragi, Aravind R.,Kariduraganavar, Mahadevappa Y.
, (2019)
Coumarin-3-yl-methyl-1,2,3-triazolyl-1,2,4-triazol-3(4H)-ones (8k-z) were synthesized via copper(I)-catalyzed azide-alkyne cycloaddition click chemistry. The synthesized hybrid molecules were characterized by spectral studies. Compounds 8k-z were screened for their in vitro anti-TB activity by using the Microplate Alamar Blue assay and for cytotoxicity using the MTT assay. Some of the compounds were found to be most potent against the tested Mycobacterium tuberculosis H37Rv strain with a MIC of 1.60 μg/ml. Further, docking the compounds into the InhA binding pocket showed strong binding interactions and effective overall docking scores were recorded. The drug-likeness and toxicity studies were computed using Molinspiration and Protox, respectively.
Cu microcrystals garnished with copper nanoparticles catalyzed one-pot facile synthesis of novel 1,2,3-triazoles via click chemistry as antifungal agents
Kodasi, Barnabas,Joshi, Shrinivas D.,Kamble, Ravindra R.,Keri, Rangappa S.,Bayannavar, Praveen K.,Nesaragi, Aravind R.,Dixit, Shruti,Vootla, Shyam Kumar,Metre, Tukaram V.
, (2022/04/07)
A remarkable, efficacious, and environmental friendly one-pot procedure affianced for the synthesis of 1,2,3-triazoles by 1,3-dipolar cycloaddition of aromatic azides, terminal alkynes over Cu microcrystals (CuMCs) by click chemistry as subsequent way. The predominance of this method is green synthetic pathway, transient reaction times, facile workup, exceptional yields (87% to 90%) with excellent purity, regioselective single product formation, and eco-friendliness of the CuMCs catalyst. Docking studies manifested strong binding interactions with enzyme sterol 14-alpha-demethylase (PDB ID: 3KHM) with excellent C-score values. The antifungal screening of synthesized compounds revealed promising activity.
Microwave assisted regioselective synthesis of quinoline appended triazoles as potent anti-tubercular and antifungal agents via copper (I) catalyzed cycloaddition
Nesaragi, Aravind R.,Kamble, Ravindra R.,Bayannavar, Praveen K.,Shaikh, Saba Kauser J.,Hoolageri, Swati R.,Kodasi, Barnabas,Joshi, Shrinivas D.,Kumbar, Vijay M.
supporting information, (2021/04/12)
Quinolin-3-yl-methyl-1,2,3-triazolyl-1,2,4-triazol-3(4H)-ones 8j-v were synthesized by click chemistry as an ultimate tactic where [3 + 2] cycloaddition of azides with terminal alkynes has been evolved. Herein, we are inclined to divulge the implication and prevalence of CuSO4·5H2O and THF/water promoted [3 + 2] cycloaddition reactions. The foremost supremacy of this method are transitory reaction times, facile workup, excellent yields (88–92%) with exorbitant purity and regioselective single product formation both under conventional and microwave method. Docking studies illustrated strong binding interactions with enzyme InhA-D148G (PDB ID: 4DQU) by means of high C-score values. The anti-tubercular and antifungal screening of synthesized compounds proclaimed promising activity. The in vitro and in silico studies imply that these triazoles appended quinolines may acquire the ideal structural prerequisites for auxiliary expansion of novel therapeutic agents.
Design, synthesis, docking and in vitro antifungal study of 1,2,4-Triazole hybrids of 2-(aryloxy)quinolines
Somagond, Shilpa M.,Kamble, Ravindra R.,Kattimani, Pramod P.,Joshi, Shrinivas D.,Dixit, Sheshagiri R.
, p. 317 - 324 (2017/08/15)
Substituted quinolines containing a 1,2,4-Triazole moiety were synthesized using reported methods. The molecular docking studies support the experimental results that these compounds are active against A. fumigatus and C. albicans where N-myristoyl transf
Zinc triflate catalyzed facile synthesis of novel 1,2,4-triazolinone derivatives using 3-Arylsydnone as synthon
Dorababu, Atukuri,Kamble, Ravindra R.,Kattimani, Pramod P.
, p. 510 - 517 (2013/08/23)
A series of novel tetrazoles (4a-k) and thiazolidinones (6a-k) appended to 2-Aryl-1,2,4-triazolin-3-ones were efficiently synthesized from 3-Arylsydnones (1a-k) in excellent yields using Zinc triflate as catalyst.
Facile TICl4-catalyzed synthesis of novel 1,2,4-triazoles appended to thiazoles
Gireesh,Kamble,Hunnur,Taj,Kariduraganavar
scheme or table, p. 877 - 885 (2012/04/04)
The reaction of sydnone-derived 3-aryl-5-methyl-1,3,4-oxadiazol-2(3H)-ones with thiourea and α-bromoacetophenone derivatives in the presence of a catalytic amount of TiCl4 produces 2-aryl-4-(4-aryl-1,3-thiazol-2-yl) -5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-ones. The title compounds were screened for their antibacterial and antifungal activity. The toxicity of the compounds was evaluated in terms of mutagenicity, tumorigenicity, and reproductive effects. The drug-relevant properties (ClogP, drug-likeness, and drug score) were calculated, and the structure-activity relationship was discussed.
Syntheses of α-Haloformylarylhydrazines and Their Self-dimerizations
Kuo, C. N.,Wu, M. H.,Chen, S. P.,Li, T. P.,Huang, C. Y.,Yeh, M. Y.
, p. 849 - 856 (2007/10/03)
α-Haloformylarylhydrazine hydrohalides 1 were prepared through ring opening of 3-aryl-4-halosydnones 7 with hydrohalic acids in EtOAc in moderate yields.Reactions between compounds 1 and primary alcohols gave alkyl 1-arylhydrazinecarboxylates 12 and 14, important intermediates in syntheses of antiinflammatory drugs.Compounds, 16, 4-aryl-2-(arylhydrazin-1-yl)-1,3,4-oxadiazolin-5-ones, and compounds 18, 1,4-diaryl-1,4-dihydro-1,2,4,5-tetrazine-3,6-(2H,5H)-diones, were synthesized by self-dimerization of compounds 1.Compounds 18 were also converted to compounds 17 via intramolecular rearrangement.Structural elucidation and verification of the reaction mechanisms are presented.Key Words 3-Aryl-4-halosydnone; α-Haloformylarylhydrazine hydrohalide; Acid hydrolysis; Self-dimerization; Intramolecular rearrangement.
