64798-32-9Relevant academic research and scientific papers
Anti-methicillin resistant Staphylococcus aureus activity, synergism with oxacillin and molecular docking studies of metronidazole-triazole hybrids
Negi, Beena,Kumar, Deepak,Kumbukgolla, Widuranga,Jayaweera, Sampath,Ponnan, Prija,Singh, Ramandeep,Agarwal, Sakshi,Rawat, Diwan S.
, p. e426 - e437 (2016)
MRSA causes 60-70% of Staphylococcus aureus infection in hospitals and it has developed resistance against the currently available drugs. Interestingly, a series of 35 metronidazole-triazole hybrids on screening against MRSA were found to be active. Compound 22 was found to be effective at 4 μg/mL concentration against nine strains of MRSA. The inhibitory activity was further enhanced upto 1 μg/mL when this compound was used in combination with oxacillin in 1:1 ratio. All the compounds were found to be non-toxic in THP-1 cell line upto a concentration of 50 μM. The time-kill kinetics studies suggested bacteriostatic nature of the compounds. In silico studies show that these compounds interact with Thr600, Ser598, Asn464, His583 and Tyr446 in the active site of PBP2a crystal structure from MRSA.
Synthesis and biological evaluation of coumarin-linked 4-anilinomethyl-1,2,3-triazoles as potent inhibitors of carbonic anhydrases ix and xiii involved in tumorigenesis
Thacker, Pavitra S.,Tiwari, Prerna L.,Angeli, Andrea,Srikanth, Danaboina,Swain, Baijayantimala,Arifuddin, Mohammed,Supuran, Claudiu T.
, (2021/04/22)
A series of coumarin-linked 4-anilinomethyl-1,2,3-triazoles (6a–t) was synthesized via a molecular hybridization approach, through carbon C-6 of the coumarin moiety. The synthesized compounds were evaluated for their inhibition of carbonic anhydrase (CA)
Synthesis and Activity of 1,2,3-Triazole Aminopyrimidines against Cyanobacteria as PDHc-E1 Competitive Inhibitors
Zhou, Yuan,Feng, Jiangtao,Feng, Lingling,Xie, Dan,Peng, Hao,Cai, Meng,He, Hongwu
, p. 12538 - 12546 (2019/11/13)
Cyanobacteria harmful algal blooms are of global concern, but all currently available algicides in the market are nonselective and have potential side effects on nontarget species. In the present work, two series of compounds (4 and 6) comprising 16 novel
Synthesis and Photophysical Characterization of 2,3-Dihydroquinolin-4-imines: New Fluorophores with Color-Tailored Emission
Chou, Chih-Hung,Rajagopal, Basker,Liang, Chien-Fu,Chen, Kuan-Lin,Jin, Dun-Yuan,Chen, Hsing-Yin,Tu, Hsiu-Chung,Shen, Yu-Ying,Lin, Po-Chiao
supporting information, p. 1112 - 1120 (2017/12/26)
In this study, a series of variously substituted 2,3-dihydroquinolin-4-imines (DQIs) were synthesized from N-substituted propargylanilines by copper(I)-catalyzed annulation. The approach adopted in this study under mild, effective conditions exhibited broad substrate tolerance, particularly for functional groups substituted on anilines. Most of the DQI derivatives synthesized under optimal conditions were obtained in good isolated yields of 63–88 %. 2,3-Dihydroquinolinimine thus obtained was easily converted to important structures like 2,3-dihydroquinolone and tetrahydrobenzodiazepin-5-one, confirming the importance of this strategy in constructing various heterocycles. Surprisingly, 2,3-dihydroquinolinimines thus obtained exhibited bright fluorescence with quantum yields up to 66 %. The density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations were performed for understanding the excited-state nature of DQI system. Accordingly, a tailored DQI derivative bearing methoxy group at C-6 position and acetoxy group at C-7 position was designed and synthesized to give emission at 559 nm with redshift compared to the 7-methoxy substituted DQI. A detailed study of DQI structures with their photophysical properties was performed with five control molecules and consequently demonstrated the uniqueness of the chemical structures of DQIs.
Stereospecific Ring Opening and Cycloisomerization of Aziridines with Propargylamines: Synthesis of Functionalized Piperazines and Tetrahydropyrazines
Das, Bijay Ketan,Pradhan, Sourav,Punniyamurthy, Tharmalingam
supporting information, p. 4444 - 4448 (2018/08/07)
Stereospecific Cu-catalyzed nucleophilic ring opening of N-sulfonylaziridines with propargylamines and subsequent hydroamination afford piperazines, which leads to double-bond isomerization to furnish tetrahydropyrazines. Optically active aziridines can be cross-coupled with high enantiomeric purities (>98% ee).
Synthesis of substituted 3-indolylimines and indole-3-carboxaldehydes by rhodium(II)-catalyzed annulation
Rajagopal, Basker,Chou, Chih-Hung,Chung, Ching-Cheng,Lin, Po-Chiao
supporting information, p. 3752 - 3755 (2014/08/05)
An efficient Cu/Rh-catalyzed method is proposed for the synthesis of 3-indolylimines from N-propargylanilines through Rh(II)-catalyzed denitrogenative annulation of N-sulfonyl-1,2,3-triazoles. Further combined with hydrolysis or reduction, a one-pot method is developed to enable the direct incorporation of an imine, aldehyde, or amine group into an indole system from an alkyne. A variety of substituted 3-indolylimines, indole-3-carboxaldehydes, and 3-Indolylmethanamines are synthesized in good yields.
INFLUENCE OF THE NATURE OF THE LEAVING GROUP ON THE RATES OF THE REACTIONS OF ALKYNYL HALIDES AND ALKYNYL SULFONATES WITH PRIMARY ARYLAMINES IN ACETONITRILE
Vizgert, R. V.,Korostylev, A. P.,Kru'tko, I. N.,Zen'kova, S. E.,Yakusheva, I. G.
, p. 120 - 124 (2007/10/02)
For aminolysis reactions we have determined and quantitatively asessed the nonadditivity of the joint influence of the electronic effects of the substituents and the nature of the leaving group in alkynyl halide-alkynyl sulfonate-arylamine systems.
MUTUAL EFFECT OF STRUCTURE AND TEMPERATURE IN THE REACTIONS OF PROPARGYL BROMIDE WITH PRIMARY ARYLAMINES IN ACETONITRILE
Vizgert, R. V.,Korostylev, A. P.,Krut'ko, I. N.,Zenkova, S. E.
, p. 1018 - 1021 (2007/10/02)
For the reactions of propargyl bromide with arylamines at various temperatures there is a direct relationship between the reactivity and the sensitivity to the structure of the arylamines and to temperature.The dependance of the correlation parameters on
