1627-73-2Relevant articles and documents
Experimental and theoretical study on triazole derivatives as chelating agents to remove Fe++ Ions from wastewater in oil field
Azzam, Eid M. S.,Gad, Elshafie A. M.,Al-Fahemi, Jabir H.
, p. 2586 - 2596 (2020)
In this study, we synthesized triazole derivatives as chelating agents (3-(p-methylphenyl)-5-(phenylsulfonyl)-4H-1,2,4-triazoline (MT), 3-phenyl-5-(phenylsulfonyl)-4H-1,2,4-triazoline (PT), and 3-(p-fluorophenyl)-5-(phenylsulfonyl)-4H-1,2,4-triazoline (FT) to remove Fe++ ions from wastewater in oil field. The effect of synthesized compounds on the removal of iron (II) from iron-contaminated samples (Lab. design) and an industrial wastewater sample studied using DR5000 UV-vis spectrophotometer technique. Removal of iron was studied at different concentrations of FeSO4 solution and field sample concentration. In addition, removal of iron (II) was investigated at different times. The performance of the derivative groups (methyl and fluoro) on chelating of Fe++ ions was studied. The prepared compounds show high efficiency in removing the iron ions from the water samples used. The removal efficiency of the title molecules (MT), (PT), and (FT) was investigated using DMol3 (Materials Studio v7.0) based on quantum descriptors such as EHOMO and ELUMO. Mulliken atomic charges distribution and Fukui indices were estimated to verify the local reactive sites of the molecules. The quantum chemical parameters were found to suitable to interpret the performance of the investigated molecules as a chelating agent for Fe++.
Thiosemicarbazones as inhibitors of tyrosinase enzyme
Soares, Mariana A.,Almeida, Mariana A.,Marins-Goulart, Carla,Chaves, Otávio A.,Echevarria, Aurea,de Oliveira, Márcia C.C.
, p. 3546 - 3550 (2017)
In the search for compounds which may inhibit the development of melanomas, a series of thiosemicarbazones has been investigated as possible inhibitors of the tyrosinase enzyme. The results showed that all the thiosemicarbazones tested exhibited significant inhibitory effects on the enzyme. Thiosemicarbazones Thio-1, Thio-2, Thio-3 and Thio-4 substituted with oxygenate moieties, were better inhibitors (IC50 0.42, 0.35, 0.36 and 0.44?mM, respectively) than Thio-5, Thio-6, Thio-7 and Thio-8. For the better inhibitors, molecular docking results suggested that the oxygen present in the para position of the aromatic ring is essential for the tyrosinase inhibition, due its high ability for complexation with Cu2+ ions. Inside the active protein pocket, Thio-2 – the best studied inhibitor – is able to interact with the amino acid residues His-155, Gly-170 and Val-172 via hydrogen bonding and hydrophobic force. Thio-2, containing a substituent on the aromatic ring similar to the substrate L-DOPA, showed a competitive inhibition mechanism as viewed in a Lineweaver–Burk plot. The same results were observed in the UV–Vis curves.
Magnetic nanoparticles with chelating shells prepared by RAFT/MADIX polymerization
Markiewicz, Karolina H.,Zembko, Paula,Pó?torak, Katarzyna,Misztalewska, Iwona,Wojtulewski, S?awomir,Majcher, Anna M.,Fornal, Emilia,Wilczewska, Agnieszka Z.
, p. 9223 - 9231 (2016)
In this study, the preparation of multifunctional materials based on magnetic nanoparticles (MNP) and original thiosemicarbazide derivatives is presented. The synthesized nanohybrids consist of an iron oxide core and a polymeric shell, which possesses the ability to complex metal ions. They exhibit superparamagnetic properties and can thus be easily separated from complex mixtures using an external magnetic field (facile separation, purification, and recyclability). Synthesized carbamohydrazonothioate derivatives were polymerized on dithiocarbonate-coated MNPs using the RAFT/MADIX (reversible addition-fragmentation transfer/macromolecular design by interchange of xanthates) method. Three types of nanohybrids were obtained and their physicochemical properties were investigated. The ability of nanohybrids to complex palladium(ii) ions and the spectroscopic properties of the obtained materials were studied. In addition, the hemolytic activity tests of polymer-coated particles were performed in order to confirm their potential in biomedical applications.
Synthesis, crystal structure, spectroscopic, electronic and nonlinear optical properties of potent thiazole based derivatives: Joint experimental and computational insight
Haroon, Muhammad,Khalid, Muhammad,Akhtar, Tashfeen,Tahir, Muhammad Nawaz,Khan, Muhammad Usman,Muhammad, Shabbir,Al-Sehemi, Abdullah G.,Hameed, Shahid
, (2020)
Herein, two new thiazole derivatives: ethyl2-(2-benzylidenehydrazinyl)thiazole-4-carboxylate (3) and ethyl2-(2-(2-hydroxybenzylidene)hydrazinyl)thiazole-4-carboxylate (4) were synthesized by cyclization of 1-benzylidenethiosemicarbazide with ethyl bromopyruvate. The synthesis was validated by spectroscopic techniques like FTIR, 1H- NMR, 13C-NMR and chemical structure of title compounds 3 and 4 has been determined using SC-XRD. Ancillary to experimental analysis, DFT calculations with B3LYP/6-311 + G (d,p) level were performed for comparative analysis of FT-IR spectroscopic data, optimized geometry, frontier molecular orbitals (FMOs), natural bond orbital (NBO) analysis and nonlinear optical (NLO) properties. Overall, experimental findings were supported by corresponding DFT computed results. TDDFT calculations were executed at M06/6-311 + G (d,p) level of theory to calculate the vertical electronic transition states. NBO analysis disclosed that intramolecular charge transfer and hyper-conjugative interactions among bonds provide stability to the investigated compounds 3 and 4. The global reactivity parameters calculated from energy of FMOs indicates that 3 and 4 enclose larger softness and fewer hardness values. NLO results of 3 and 4 were observed better than standard molecule recommended the NLO activity of said compounds. We hope that this joint experimental and computational insight may provide new ways for the utilization of title molecules as NLO material for optoelectronic applications.
Combined experimental and theoretical studies on a phenyl thiadiazole-based novel turn-on fluorescent colorimetric Schiff base chemosensor for the selective and sensitive detection of Al3+
Manna, Amit Kumar,Chowdhury, Shubhamoy,Patra, Goutam K.
, p. 10819 - 10832 (2020)
Herein, we have presented a phenyl thiadiazole-based Schiff base receptor, 2-[(Z)-(5-phenyl-1,3,4-thiadiazol-2-ylimino)methyl]-6-methoxy-4-nitrophenol (L) for the first time for turn-on fluorescent, colourimetric detection of Al3+ ions. The chemosensor L displayed very quick responses, excellent selectivity and sensitivity towards Al3+ ions in methanol-Tris-HCl buffer medium (10 mM, pH 7.2, and 1?:?1 v/v) with colourimetric and fluorometric detection limit values of 1.43 × 10-7 M and 1.15 × 10-7 M, respectively. The binding stoichiometry was obtained as 2?:?1 from the Job plot analysis and ESI-MS spectra with the association constant value of 1.76 × 102 M-1/2. The experimental results have further been supported by thorough DFT and TD-DFT studies. The chemosensor L can be applied for the formation of binary logical devices, recovery of contaminated water samples and smartphone-based chemical analysis.
Synthesis of Emodin Amide Derivatives Containing 1,3,4-Thiadiazole and Their Inhibitory Activity on Vibrio harveyi
Cao, Lian-Gong,Cao, Zhi-Ling,Chen, Chao,Jiang, Kai-Jun,Liu, Shu-Hao,Liu, Wei-Wei,Ruan, Xin-Chi,Shao, Zhong-Bai,Shi, Da-Hua,Su, Zi-Qin,Wang, You-Xian,Wu, Yu-Ran,Wu, Yu-Yu
, p. 281 - 286 (2021/08/05)
A series of new 1,3,4-thiadiazole Emodin amide derivatives were synthesized through the connection of 5-substituted-1,3,4-thiadiazole-2-amine and Emodin carboxylic acids which were obtained by a two-step procedure starting from Emodin. Vibrio harveyi inhibition activities of the newly prepared compounds were evaluated. Results revealed that all compounds showed different degrees of inhibition on V. harveyi. Among them, compound 7a showed the best V. harveyi inhibition effect and the minimum inhibitory concentration (MIC) was 0.0625 mg/mL.
Thiosemicarbazones exhibit inhibitory efficacy against New Delhi metallo-β-lactamase-1 (NDM-1)
Ge, Ying,Kang, Peng-Wei,Li, Jia-Qi,Gao, Han,Zhai, Le,Sun, Le-Yun,Chen, Cheng,Yang, Ke-Wu
, p. 574 - 579 (2021/07/17)
The superbug infection caused by metallo-β-lactamases (MβLs) carrying drug-resistant bacteria, specifically, New Delhi metallo-β-lactamase (NDM-1) has become an emerging threat. In an effort to develop novel inhibitors of NDM-1, thirteen thiosemicarbazones (1a-1m) were synthesized and assayed. The obtained molecules specifically inhibited NDM-1, with an IC50 in the range of 0.88–20.2 μM, and 1a and 1f were found to be the potent inhibitors (IC50 = 1.79 and 0.88 μM) using cefazolin as substrate. ITC and kinetic assays indicated that 1a irreversibly and non-competitively inhibited NDM-1 in vitro. Importantly, MIC assays revealed that these molecules by themselves can sterilize NDM-producing clinical isolates EC01 and EC08, exhibited 78-312-fold stronger activities than the cefazolin. MIC assays suggest that 1a (16 μg ml?1) has synergistic antimicrobial effect with ampicillin, cefazolin and meropenem on E. coli producing NDM-1, resulting in MICs of 4-32-, 4-32-, and 4-8-fold decrease, respectively. These studies indicate that the thiosemicarbazide is a valuable scaffold for the development of inhibitors of NDM-1 and NDM-1 carrying drug-resistant bacteria.
