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Upstream product

• 149-30-4 2-Mercaptobenzothiazole 
• 106-96-7 propargyl bromide 
• 137-07-5 2-amino-benzenethiol 
• 2003-82-9 3-bromo-2-propyne 
• 107-19-7 propargyl alcohol 

Downstream Products

• 1362125-09-4 2-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1362125-14-1 2-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1362125-18-5 2-((1-(2-methylphenyl)-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1362125-07-2 2-((1-(3-chlorophenyl)-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1362125-10-7 2-((1-(4-fluorophenyl)-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1362125-12-9 2-((1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1362125-16-3 2-((1-(3-nitrophenyl)-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1362125-20-9 2-((1-(4-ethoxyphenyl)-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1362125-22-1 2-((1-phenyl-1H-1,2,3-triazol-4-yl)methylthio)benzo[d]thiazole 
• 1485822-38-5 C₁₇H₁₇N₇O₂S₂ 

Relevant academic research and scientific papers

Synthesis of benzothiazole-benzoxazole dendrimers with triazole as bridging unit and their application in dye-sensitized solar cells

Dendrimers with benzothiazole-benzoxazole surface groups and electron transporting triazole as bridging units and diphenyl sulfone as core unit were synthesized successfully by Cu(i)-catalysed Huisgen 'click reaction' using a convergent approach. All the dendrimers exhibit excellent optical and electrochemical properties. Higher-generation dendrimers exhibit better current generating capacity and show better power conversion efficiency than lower-generation dendrimers when used as additives in dye-sensitized solar cells.

Design, synthesis, DNA binding, modeling, anticancer studies and DFT calculations of Schiff bases tethering benzothiazole-1,2,3-triazole conjugates

In an attempt to design and prepare a new library of anticancer candidates, focused thiopropargylated benzothiazole was reacted with ethyl azidoacetate and/or ethyl azidobenzoate to yield newer 1,2,3-triazole-benzothiazole conjugates bearing ester functionality through click chemistry approach. The hydrazinolysis of the obtained ester-based triazoles was also carried out to give the corresponding 1,2,3-triazole acid hydrazide derivatives as precursors for the synthesis of the focused Schiff bases by their condensation with various benzaldehyde derivatives. Spectroscopic study was investigated on the establishment of the structures of all newly synthesized Schiff bases bearing benzothiazole-1,2,3-triazole molecular conjugate. The newly designed hydrazones showed two isomers (cis-E and trans-E) with different isomeric distribution as confirmed by NMR spectral data and supported by DFT carried out in gas phase at B3LYP 6?311G (d,p) basis set. The DFT results showed that the cis-E isomer is the lower energy structure and this finding was illustrated in terms of the intermolecular H-bonding. These molecules were screened for anticancer activities with A549 and H1299 lung cancer cell lines. The anticancer activities ranged from 55 to 90percent. DNA binding study was also carried out to see the mechanism of action and the DNA binding constants were of good value ranging from of 2.0 × 105 and 14.7 × 105 M?1; indicating good interactions of the reported molecules with DNA. Finally, the modeling was confirmed and it was found that the results of modeling were in good agreement with the results of anticancer and DNA binding studies. All these finding confirmed that the reported molecules work as anticancer agents by interacting with DNA.

Design, synthesis and structure-activity relationships of novel chalcone-1,2,3-triazole-azole derivates as antiproliferative agents

A series of novel chalcone-1,2,3-triazole-azole hybrids were designed, synthesized and evaluated for their antiproliferative activity against three selected cancer cell lines (SK-N-SH, EC-109 and MGC-803). Most of the synthesized compounds exhibited moderate to good activity against all the cancer cell lines selected. Particularly, compound I-21 showed the most excellent antiproliferative activity with an IC50 value of 1.52 μM against SK-N-SH cancer cells. Further mechanism studies revealed that compound I-21 induced morphological changes of SK-N-SH cancer cells possibly by inducing apoptosis. Novel chalcone-1,2,3-triazole-azole derivatives in this work might be a series of promising lead compounds to develop anticancer agents for treating neuroblastoma.

Synthesis and antibacterial activity of benzothiazole and benzoxazole-appended substituted 1,2,3-triazoles

Abstract: A series of benzothiazole and benzoxazole linked 1,4-disubstituted 1,2,3-triazoles was synthesized through copper(I) catalyzed azide-alkyne cycloaddition reaction. FTIR, 1H, 13C-NMR and HRMS techniques were used to examine the structure of synthesized derivatives. Further, these triazole derivatives were screened for in vitro antibacterial activities against two Gram-positive bacteria S. aureus, B. subtilis; two Gram-negative bacteria E. coli and K. pneumoniae by serial dilution technique, reflecting moderate to good activity. Compound 7s exhibited promising antibacterial activity among all the synthesized triazoles. Graphic abstract: [Figure not available: see fulltext.]

Synthesis of novel antiproliferative 1,2,3-triazole hybrids using the molecular hybridisation approach

A series of nine novel 1,2,3-triazole-chalcone derivatives were designed using the molecular hybridisation approach and synthesised by click chemistry. Most of the synthesised compounds exhibited moderate to good antiproliferative activity against oesophagus, gastric and neuroendocrine cancer cell lines, but a compound containing a p-bromo group in the A ring and a [(4,5-dihydrothiazol-2-yl)thio]methyl group attached at the 4-position of a p-[3-(1,2,3-triazol-1-yl)propyloxy] group in the B ring showed the highest activity with an IC50 value of 8.16 μM against neuroendocrine cancer cells. The structure activity relationships of all nine compounds were discussed.

In Vitro microbial time-killing curve for newly synthesized aminoacetylenic-2-mercaptobenzothiazole compound

Objective: To determine the time needed for killing different types of microorganisms by a newly synthesized 2-mercapto-1,3-benzothiazole derivative in comparison to ciprofloxacin and fluconazole. Methods: The minimum bactericidal concentration (MBC) and minimum fungicidal concentration (MFC) for 2-{[4-(2,6-dimethylPiperidin-1-yl)but-2-yn-1-yl]Sulfanyl}-1,3-benzothiazole(AZ3) compound were determined, using the broth dilution method. The MBC and MFC dilutions were prepared. Broth cultures of Staphylococcus aureus (S. aureus), Bacillus subtilis (B. subtilis), Escherichia coli (E. coli), and Pseudomonas aeruginosa (P. aeruginosa) were incubated at 37 °C for 24 h, and Candida albicans (C. albicans) was incubated at 25 °C for 48 h. 0.1 ml of each broth culture represent 1.5 x 106CFU/ml was challenged with 9.9 ml broth containing the MBC or MFC concentrations of the AZ3 compound. From each sample at different time intervals, 1 ml was taken and added to 9 ml of sterile distilled water, in order to neutralize the effect of AZ3. Serial dilution was done and a viable count was determined from the appropriate dilutions.Results: The viability of the P. aeruginosa, E. coli, S. aureus, B. subtilis and C. albicans were killed within 3.5 h, 5 h, 24 h, 3 h and 5 h respectively. The time killing curves showed that AZ3 needed longer time for killing S. aureus than the time needed to kill B. subtilis. On the other hand, AZ3 needed a shorter time to kill P. aeruginosa, than the time needed to kill E. coli. In comparison with ciprofloxacin, AZ3 needed a shorter time to kill P. aeruginosa and E. coli, and the same time to kill B. subtilis, while it needed longer time than ciprofloxacin to kill S. aureus. In comparison with fluconazole, AZ3 with lower MFC than fluconazole needed longer time to kill C. albicans.Conclusion: AZ3 showed promising antimicrobial killing activities, in compared with ciprofloxacin and fluconazole, which promoted our interest to investigate the time of killing needed for other 2-mercaptobenzothiazole derivatives against different types of microorganisms.

Design, Synthesis, Spectroscopic Characterisation and In Vitro Cytostatic Evaluation of Novel Bis(coumarin-1,2,3-triazolyl)benzenes and Hybrid Coumarin-1,2,3-triazolyl-aryl Derivatives

In this work, a series of novel 1,2,3-triazolyl-coumarin hybrid systems were designed as potential antitumour agents. The structural modification of the coumarin ring was carried out by Cu(I)-catalysed Huisgen 1,3-dipolar cycloaddition of 7-azido-4-methylcoumarin and terminal aromatic alkynes to obtain 1,4-disubstituted 1,2,3-triazolyl-coumarin conjugates 2a–g, bis(1,2,3triazolyl-coumarin)benzenes 2h–i and coumarin-1,2,3-triazolyl-benzazole hybrids 4a–b. The newly synthesised hybrid molecules were investigated for in vitro antitumour activity against five human cancer cell lines, colon carcinoma HCT116, breast carcinoma MCF-7, lung carcinoma H 460, human T-lymphocyte cells CEM, cervix carcinoma cells HeLa, as well as human dermal microvascular endothelial cells (HMEC-1). Most of these compounds showed moderate to pronounced cytotoxic activity, especially towards MCF-7 cell lines with IC50 = 0.3–32 μM. In addition, compounds 2a–i and 4a–b were studied by UV-Vis absorption and fluorescence spectroscopy and their basic photophysical parameters were determined.

Benzothiazole-[1,2,3]triazolo[5,1-a]isoindoles: Synthesis, anticancer activity, bioavailability and in silico studies against Gama-Tubulin protein

We, herein, reported the CuI catalyzed synthesis of some novel fused benzothiazole-1,2,3-triazole hybrids (5a-5o) in one-pot. The in vitro anticancer activity of these compounds revealed that the compounds 5 h, 5i, 5l, 5n and 5o showed superior activity against human cancer cell lines like MCF-7, A-549, DU-145 and HeLa than the standard Etoposide. Remarkably, the in vitro tubulin polymerization inhibitory assay of compounds 5 h, 5i, 5l, 5n and 5o revealed that the compounds 5i and 5l showed superior activity than the standard CA-4, while the compounds 5 h, 5n and 5o were shown comparable activity with the CA-4. Besides, the results of in vitro and in silico ADME studies of most potent compounds 5i, 5n, 5o, 5 h and 5l were supported the corresponding in vitro anticancer activity data. Finally, the molecular docking studies of compounds (5a–5o) on human γ-tubulin receptor suggested that the most potent compounds 5i, 5n, 5o, 5 h and 5l strongly bind to the protein and energy calculations were in good agreement with the corresponding IC50 values.

Ligand Rearrangement Leads to Tetrahydrothiophene-Functionalized N,S-Heterocyclic Carbene Palladium(II) Complexes

Tetrahydrothiophene-functionalized N,S-heterocyclic carbene palladium(II) complexes are synthesized through an unexpected rearrangement that proceeds with palladium(II) trifluoroacetate but not with palladium(II) acetate, palladium(II) bromide, or palladium(II) chloride. A series of these complexes were isolated and characterized by X-ray crystallography. The mechanism of formation of these [3.2.1]palladabicycles was explored, and the catalytic capabilities of these complexes were demonstrated in representative C-C coupling reactions.

Unravelling the potency of triazole analogues for inhibiting α-synuclein fibrillogenesis andin vitrodisaggregation

A series of triazole-based compounds was synthesized using a click chemistry approach and evaluated for the inhibition of α-synuclein (α-syn) fibrillogenesis and its disaggregation. CompoundsTr3,Tr7,Tr12,Tr15, andTr16exhibited good effect in inhibiting α-