873-57-4Relevant articles and documents
Synthesis of (Bi1-xSbx)2S3 solid solutions via thermal decomposition of bismuth and antimony piperidinedithiocarbamates
Kun, Walter N.,McNaughter, Paul D.,Nyamen, Linda D.,Spencer, Ben F.,O'Brien, Paul,Ndifon, Peter T.,Revaprasadu, Neerish
, p. 15836 - 15844 (2019)
The synthesis of the complete range of (Bi1-xSbx)2S3 solid solutions, where 0 ≤ x ≤ 1, by the variation of the mole ratio of bismuth and antimony piperidine dithiocarbamate complexes is reported. There was a near linear expansion of a and c lattice parameters as the mole ratio of the antimony precursor was increased. The composition of the particles directionally followed the amount of precursor ratio used. When the composition of particles was compared to cell parameters, a slight deviation from Vegard's law was observed with a corresponding contraction of the b parameter and an approximately 3.5% reduction of the lattice volume. The nanorods obtained showed aspect ratios that depend on the composition of the material. The Bi and Sb rich materials had high aspect ratios of 16.58 and 16.58 respectively with a minimum aspect ratio of 2.58 observed for x = 0.50.
Heterocyclic Bismuth(III) Dithiocarbamato Complexes as Single-Source Precursors for the Synthesis of Anisotropic Bi2S3Nanoparticles
Kun, Walter N.,Mlowe, Sixberth,Nyamen, Linda D.,Ndifon, Peter T.,Malik, Mohammad A.,Munro, Orde Q.,Revaprasadu, Neerish
, p. 13127 - 13135 (2016)
New complexes catena-(μ2-nitrato-O,O′)bis(piperidinedithiocarbamato)bismuth(III) (1) and tetrakis(μ-nitrato)tetrakis[bis(tetrahydroquinolinedithiocarbamato)bismuth(III)] (2) were synthesised and characterised by elemental analysis, FTIR spectroscopy and thermogravimetric analysis. The single-crystal X-ray structures of 1 and 2 were determined. The coordination numbers of the BiIIIion are 8 for 1 and ≥6 for 2 when the experimental electron density for the nominal 6s2lone pair of electrons is included. Both complexes were used as single-source precursors for the synthesis of dodecylamine-, hexadecylamine-, oleylamine and tri-n-octylphosphine oxide-capped Bi2S3nanoparticles at different temperatures. UV/Vis spectra showed a blueshift in the absorbance band edge characteristic of a quantum size effect. High-quality, crystalline, long and short Bi2S3nanorods were obtained depending on the thermolysis temperature, which was varied from 190 to 270 °C. A general trend of increasing particle breadth with increasing reaction temperature and increasing length of the carbon chain of the amine (capping agent) was observed. Powder XRD patterns revealed the orthorhombic crystal structure of Bi2S3.
Functionalised trimethyltetrathiafulvalene (TriMe-TTF) derivatives via reactions of trimethyltetrathiafulvalenyllithium with electrophiles: X-ray crystal structures of benzoyl-TriMe-TTF and benzoylthio-TriMe-TTF
Moore,Bryce,Batsanov,Cole,Howard
, p. 675 - 682 (1995)
A high yielding synthesis of trimethyltetrathiafulvalene is reported and a range of functionalised derivatives have been prepared via reactions of trimethyltetrathiafulvalenyllithium with electrophiles.
Heterocyclo-substituted sulfa drugs: Part XI. Novel biologically active N-(piperidino-, morpholino-, piperazino-) dithiocarbamyl-azo dyes and their chelates
Awad, Ibrahim M.A.
, p. 219 - 251 (2000)
A Series of novel azo-sulfa drugs of piperidino-, morpholino-, mono-, and bis-piperazino-N-dithiocarbamyl-azo dyes (Ia-h - IV a-h) are synthesiezed via a reaction of 4-[(4′-heterocyclo-substituted) suflamoyl and/or sulfonyl] benzenediazonium salts with N-piperidino-, N-morpholino-, mono-, and bis- N-piperazino- dithiocarbamate sodium salts in acid medium to afford the corresponding azo dye legands. Interaction of these ligands with metal salts: iron(III), copper(II) and mercuric(II) chlorides in ethanolic solution afforded the corresponding metal chelates (I′a-h - ′IVa-h), (I″a-h - ″IVa-h) and (I?a-h - ≈IVa-h). Ligands and their metal chelates are characterized by microanalysis, IR, UV-Vis H-NMR spectroscopy and are screened in vitro for their antimicrobial activities. Chelation of ligands induces a remarkable increase in their antimicrobial activity.
The syntheses and structures of Zn(II) heterocyclic piperidine and tetrahydroquinoline dithiocarbamates and their use as single source precursors for ZnS nanoparticles
Nyamen, Linda D.,Nejo, Adeola A.,Pullabhotla, Viswanadha S.R.,Ndifon, Peter T.,Malik, Mohammad Azad,Akhtar, Javeed,O'Brien, Paul,Revaprasadu, Neerish
, p. 129 - 135 (2014)
We report the synthesis and single X-ray structures of bis(dipiperidinyldithio-carbamato)zinc(II) and bis(ditetrahydroquinolinyldithiocarbamato)zinc(II) complexes. The complexes were thermolysed in hexadecylamine (HDA) and tri-n-octylphosphine oxide (TOPO) at different reaction temperatures to produce HDA and TOPO capped ZnS nanoparticles. The microstructure and morphology of the as-prepared ZnS nanoparticles were characterized using X-ray diffraction (XRD), transmission electron microscopy (TEM) and high transmission electron microscopy (HRTEM). Predominantly close to spherical shaped particles were observed in the TEM images of all samples. The optical properties of the particles studied by UV-Vis and photoluminescence (PL) spectroscopy showed evidence of quantum confinement.
Dithiocarbamates combined with copper for revitalizing meropenem efficacy against NDM-1-producing Carbapenem-resistant Enterobacteriaceae
Chen, Cheng,Yang, Ke-Wu,Zhai, Le,Ding, Huan-Huan,Chigan, Jia-Zhu
supporting information, (2021/11/20)
The worldwide prevalence of NDM-1-producing Gram-negative pathogens has drastically undermined the clinical efficacy of carbapenems, prompting a need to devise an effective strategy to preserve their clinical value. Here we constructed a focused compound library of dithiocarbamates and systematically evaluated their potential synergistic antibacterial activities combined with copper. SA09-Cu exhibited excellent inhibition against a series of clinical NDM-1-producing carbapenem-resistant Enterobacteriaceae (CRE) in restoring meropenem effect, and slowed down the development of carbapenem resistance. Enzymatic kinetic and isothermal titration calorimetry studies demonstrated that SA09-Cu was a noncompetitive NDM-1 inhibitor. The electron paramagnetic resonance (EPR) and X-ray photoelectron spectroscopy (XPS) revealed a novel inhibition mechanism, which is that SA09-Cu could convert NDM-1 into an inactive state by oxidizing the Zn(II)-thiolate site of the enzyme. Importantly, SA09-Cu showed a unique redox tuning ability, and avoided to be reduced by intracellular thiols of bacteria. In vivo experiments indicated that SA09 combined with CuGlu could effectively potentiate MER's effect against NDM-1-producing E. coli (EC23) in the murine infection model. This study provides a highly promising scaffold in developing novel inhibitors to combat NDM-1-producing CREs.
Synthesis, Characterization, and Molecular Docking Study of Some Novel Imidazole Derivatives as Potential Antifungal Agents
I??k, Ay?en,Acar ?evik, Ulviye,Sa?l?k, Begüm Nurpelin,?zkay, Yusuf
, p. 142 - 152 (2019/01/04)
The azole pharmacophore is still regarded as a viable lead structure for the synthesis of more effective antifungal agents. In this study, two novel series of imidazole derivatives containing dithiocarbamate (5a–5g) and (benz)azolethiol (6a–6n) side chains that are structurally related to the famous antifungal azole pharmacophore were synthesized, and the structures of them were characterized by spectral (IR, 1H NMR, 13C NMR, and MS spectra) analyses. The synthesized compounds were screened in vitro antifungal activity against pathogenic strains fungi. Theoretical ADME (absorption, distribution, metabolism, and excretion) predictions were calculated for final compounds. A molecular docking study of the most active compound with target “lanosterol 14α-demethylase” (CYP51) was performed to unravel the mode of antifungal action. Compound 5e, which features imidazole and 4-methoxybenzyl piperazine scaffolds, showed the most promising antifungal activity with an MIC50 value of 0.78?μg/mL against C. krusei. Effect of the compound 5e against ergosterol biosynthesis was observed by LC–MS–MS method, which is based on quantification of ergosterol level in C.?krusei.
Novel imidazole derivatives as antifungal agents: Synthesis, biological evaluation, ADME prediction and molecular docking studies
Alt?nda?, Firuze Diyar,Sa?l?k, Begüm Nurpelin,Acar ?evik, Ulviye,I??kda?, ?lhan,?zkay, Yusuf,Karaca Gen?er, Hülya
, p. 887 - 894 (2019/02/03)
A series of 2-(substituteddithiocarbamoyl)-N-[4-((1H-imidazol-1-yl)methyl)phenyl]acetamide derivatives was designed and synthesized to combat the increasing incidence of drug-resistant fungal infections. All synthesized compounds were characterized by IR, 1H-NMR, 13C-NMR, and HRMS spectra and elemental analyses. Antifungal activity tests were performed against four different fungal strains. Molecular docking studies were performed to investigate the mode of action towards the fungal lanosterol 14α-demethylase, a cytochrome P450-dependent enzyme. ADME studies were carried out and a connection between activities and physicochemical properties of the target compounds was determined. Most of the final compounds exhibited significant activity against Candida albicans and Candida krusei with MIC50 value 12.5 μg/mL. The results of in vitro anti-Candida activity, a docking study and ADME prediction revealed that the newly synthesized compounds have potential anti-Candida activity and evidenced the most active derivative, 5b (2-Pyrrolidinthiocarbonylthio-N-[4-((1H-imidazol-1-yl)methyl)phenyl]acetamide), which can be further optimized as a lead compound.
Design, Synthesis, Molecular Docking, and Cholinesterase Inhibitory Potential of Phthalimide-Dithiocarbamate Hybrids as New Agents for Treatment of Alzheimer's Disease
Asadi, Mehdi,Ebrahimi, Mostafa,Mohammadi-Khanaposhtani, Maryam,Azizian, Homa,Sepehri, Saghi,Nadri, Hamid,Biglar, Mahmood,Amanlou, Massoud,Larijani, Bagher,Mirzazadeh, Roghieh,Edraki, Najmeh,Mahdavi, Mohammad
, (2019/11/11)
A novel series of phthalimide-dithiocarbamate hybrids was synthesized and evaluated for in vitro inhibitory potentials against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). The anti-cholinesterase results indicated that among the synthesized compounds, the compounds 7g and 7h showed the most potent anti-AChE and anti-BuChE activities, respectively. Molecular docking and dynamic studies of the compounds 7g and 7h, respectively, in the active site of AChE and BuChE revealed that these compounds as well interacted with studied cholinesterases. These compounds also possessed drug-like properties and were able to cross the BBB.
Dithiocarbamates: Efficient metallo-β-lactamase inhibitors with good antibacterial activity when combined with meropenem
Wang, Ming-Ming,Chu, Wen-Chao,Yang, Yi,Yang, Qian-Qian,Qin, Shang-Shang,Zhang, En
supporting information, p. 3436 - 3440 (2018/09/29)
The activity of β-lactam antibiotics is compromised by metallo-β-lactamases (MBLs). Herein, a series of dithiocarbamate derivatives were designed and synthesized. Their antibacterial activities were tested in combination with meropenem (MEM) against several MBL (NDM and IMP type)-producing clinical isolates. Clinical isolates harboring NDM-1 and IMP-4 became susceptible to MEM when it was combined with dithiocarbamate compounds 4a, 4b or 4f synthesized in this work. Compounds 4a and 4b increased the effectiveness of MEM by up to 2560 times against strains. In vitro bactericidal dynamics tests showed that bacteria died within 24 h when they were treated with compound 4f + MEM. Compounds 4a, 4b and 4f were non-hemolytic and exhibited low toxicity toward HeLa cells in vitro. These data show that compounds containing dithiocarbamate functional group may be helpful in the development of MBL inhibitors.
