873-58-5Relevant articles and documents
Simultaneous determination of cobalt and nickel using morpholinedithiocarbamate (MDTC) as reagent by first and second derivative spectrophotometry
Kaur, Varinder,Malik, Ashok Kumar,Verma, Neelam
, p. 715 - 722 (2007)
A selective and sensitive derivative method has been proposed for the simultaneous determination of trace amounts of Co(II) and Ni(II) with morpholinedithiocarbamate (MDTC) in the presence of sodium lauryl sulphate (SLS). The molar absorption coefficients of the 1:2 complex of Co(II) and Ni(II) at 326 nm and 322 nm are 2.248 × 104 and 2.505 × 10 4 L mol-1 cm-1 for zero order. The analytical sensitivity for the second derivative of Co(II) and Ni(II) complexes are 0.0044 μg mL-1 and 0.0060 μg mL-1. The developed derivative procedure, using the zero-crossing technique, has been successfully applied for the analysis of Co(II) and Ni(II) simultaneously in different alloy samples.
Synthesis, crystal structures and anticancer studies of morpholinyldithiocarbamato Cu(II) and Zn(II) complexes
Ajibade, Peter A.,Andrew, Fartisincha P.,Botha, Nandipha L.,Solomane, Nolwazi
, (2020)
Cu(II) and Zn(II) morpholinyldithiocarbamato complexes, formulated as [Cu(MphDTC)2] and [Zn(μ-MphDTC)2(MphDTC)2], where MphDTC is morpholinyldithiocarbamate were synthesized and characterized by elemental analysis, spectroscopic techniques and single-crystal X-ray crystallography. The molecular structure of the Cu(II) complex revealed a mononuclear compound in which the Cu(II) ion was bonded to two morpholinyl dithiocarbamate ligands to form a four-coordinate distorted square planar geometry. The molecular structure of the Zn(II) complex was revealed to be dinuclear, and each metal ion was bonded to two morpholinyl dithiocarbamate bidentate anions, one acting as chelating ligand, the other as a bridge between the two Zn(II) ions. The anticancer activity of the morpholinyldithiocarbamate ligand, Cu(II) and Zn(II) complexes were evaluated against renal (TK10), melanoma (UACC62) and breast (MCF7) cancer cells by a Sulforhodamine B (SRB) assay. Morpholinyldithiocarbamate was more active than the standard drug parthenolide against renal and breast cancer cell lines, and [Zn(μ-MphDTC)2(MphDTC)2] was the most active complex against breast cancer. The copper(II) complex had a comparable activity with the standard against renal and breast cancer cell lines but showed an enhanced potency against melanoma when compared to parthenolide.
Synthesis and crystal structure of bis(morpholino dithiocarbamato) Cd(II) complex and its use as precursor for CdS quantum dots using different capping agents
Mphahlele, Lebogang L. R.,Ajibade, Peter A.
, p. 648 - 663 (2019)
Cadmium(II) morpholine dithiocarbamate complex [Cd(morphdtc)2] was synthesized and characterized by single crystal X-ray crystallography. The molecular structure of the complex showed Cd(II) ion in a distorted 4 + 2 octahedral geometry, in which the two morpholine dithiocarbamates act as bidentate chelating and the central Cd ion bond the sulfur atoms of adjacent morpholine acting as bridging ligands to form centrosymmetric five coordinate dimeric molecules. The Cd(II) complex was thermolysed at 180°C to prepare CdS nanoparticles using three different capping agents. The pXRD patterns revealed a mixture of hexagonal and cubic crystalline phases of CdS nanocrystals. TEM images revealed semi-spherical and spherical nanoparticles, with the size range of 4.50–5.70 nm for OLM-CdS, 3.33–5.96 nm for HDA-CdS, and 3.00–5.83 nm for ODA-CdS. The particle size distribution of the CdS nanocrystallite is within the range 1.06 nm (SD ± 0.73) for OLM-CdS, 0.68 nm, (SD ±0.73) for HDA-CdS and 1.18 nm, (SD ± 0.60) for ODA-CdS. The lattice fringes showed that the particles are almost in the same environment with the interplanar of 0.32 nm for OLM-CdS, 0.34 nm for HDA-CdS, and 0.32 nm ODA-CdS. The band gaps energy were confirmed to be 1.59 eV for OLM-CdS, 1.65 eV for HDA-CdS, and 1.62 eV for ODA-CdS nanoparticles, respectively.
Structure and characterization of tris(4-morpholinedithiocarbamato-S, S′)cobalt(·)-acetonitrile solvate complex:[Co(S2CNC4H8O)3]·CH3CN
Zhang, Jiangrun,Jian, Fangfang,Lu, Lude,Yang, Xujie,Wang, Xin
, p. 251 - 254 (2001)
The crystal and molecular structure of the complex [Co(S2CNC4H8O)3]·CH3CN has been determined by X-ray crystallography. The compound crystallizes in the triclinic system, space group P1, with lattice parameters a = 10.561(2), b = 11.114(2), c = 13.011(3) A, α = 103.88(3), β= 101.58(3), γ = 114.91(1)°, and Z = 2. X-ray analysis reveals that the cobalt(III) atom is located at the apparent intersection of D3 symmetry. 'Despite the apparent presence of the rotational axes, all of the atoms in the structure were found to be unique; there are no symmetry-related atoms. The central cobalt atom is octahedrally coordinated by an arrangement of six S atoms. The octahedron is distorted as a result of the forced configuration of the four-membered chelate ring. The average Co-S distance is 2.273 A. The FT-IR spectra clearly show there are acetonitrile molecules in the crystal lattice.
Transesterification reactions of dimethoxycarbonylethyltin- morpholinodithiocarbamate, [(MeO2CCH2CH2)2Sn(MDTC)2]: Synthesis, spectroscopy, X-ray structural characterization and DFT calculations of new diestertin dithiocarbamate complexes – Part II
de Morais,Donnici,Rodrigues,de Lima,Wardell,Nascimento,Bitzer
, p. 161 - 168 (2017)
The scarcity of studies concerning diestertin(IV) dithiocarbamate complexes led us to investigate the spectroscopic and structural properties of [(RO2CCH2CH2)2Sn(MDTC)2] (R?=?Me (1) or Et (2); MDTC?=?morpholinodithiocarbamate). The reaction of [(MeO2CCH2CH2)2SnCl2] with sodium morpholinodithiocarbamate (NaMDTC) in CHCl3 afforded (1), while the transesterification reaction of (1) with EtOH in the presence of dmso yielded (2). Both diestertin(IV) complexes were characterized by elemental analysis, FTIR and multinuclear (1H, 13C and 119Sn) NMR spectroscopy, and single-crystal X-ray diffraction. Our X-ray structural analysis revealed that (1) and (2) exhibit a distorted pentagonal bipyramidal coordination geometry. In both cases, the apical positions are occupied by ester groups while the equatorial plane displays two bidentate morpholinodithiocarbamate ligands and one intramolecular C[dbnd]O?Sn interaction. The O?Sn distances amount to 2.632 (1) and 2.618?? (2). According to our supramolecular analysis, the crystal arrangement of each product is assembled by weak C–H?O and C–H?S hydrogen bonds. Finally, a DFT study of the six- and seven-coordinate forms of (1) and (2) allowed an upper-bound estimate of the intramolecular C[dbnd]O?Sn interaction energy, ?3.7?kcal?mol?1.
Three-Dimensional Polymeric Thallium(I) Morpholinedithiocarbamate [Tl2{S2CN(CH2)4O}2]n and Its Capability of Binding Gold(III) from Solutions: Chemisorption Synthesis of a Heteronuclear Gold(III)–Thallium(III) Complex of the Ionic Type, ([Au{S2CN(CH2)4O}2][TlCl4])n, the Role of Secondary Interactions Tl…O, Tl…S, and Au…S in the Supramolecular Self-Organization, 13C MAS NMR, and Thermal Behavior
Bredyuk,Loseva,Ivanov,Gowda,Antzutkin
, p. 638 - 651 (2017)
Crystalline polymeric thallium(I) morpholinedithiocarbamate [Tl2{S2CN(CH2)4O}2]n (I) and the heteronuclear ion–polymeric gold(III)–thalium(III) complex ([Au{S2CN(CH2)4O}2][TlCl4])n (II) are preparatively isolated and characterized by X-ray diffraction analysis and 13C MAS NMR spectroscopy. According to the X-ray diffraction data, the main structural units of compounds I and II (CIF files CCDC 1548079 and 1548080) are presented by the binuclear centrosymmetric molecule [Tl2{S2CN(CH2)4O}2], noncentrosymmetric complex cation [Au{S2CN(CH2)4O{2]+, and isomeric complex anions [TlCl4]–. The formation of the three-dimensional polymeric structure (coordination number of Tl is 7), which is not characteristic of thallium(I) dithiocarbamates, is a consequence of the participation of the secondary Tl…O and Tl…S bonds of two types in the supramolecular self-organization of compound I. Nonequivalent secondary interactions of the first type join the binuclear molecules [Tl2{S2CN(CH2)4O}2] into polymer layers, which, in turn, form the three-dimensional polymeric framework due to the secondary bonds Tl…S. The revealed ability of freshly precipitated compound I to the chemisorption of gold(III) from solutions (2 M HCl) makes it possible to obtain heteronuclear supramolecular complex II as an individual form of binding. In the structure of the latter, the pairs of stronger secondary Au…S bonds join the gold(III) cations into dimers [Au2{S2CN(CH2)4O}4]2+ of the angular structure, the structural ordering of which is achieved in the cationcationic polymeric chain ([Au2{S2CN(CH2)4O}4]2+)n of the helical type involving the pairs of less strong Au…S bonds between the adjacent binuclear units. The distorted tetrahedral anions [TlCl4]– are localized between the polymeric chains. The study of the thermal behavior of compounds I and II by simultaneous thermal analysis makes it possible to establish the character of thermal transformations of the substances and to identify Tl2S (I), TlCl, and elemental gold (II) as thermolysis products.
Pseudo-Polymeric Mercury(II) Morpholinedithiocarbamate [Hg{S2CN(CH2)4O}2] n: Supramolecular Structure (a Role of Secondary Hg···S Bonds), 13C and 15N CP-MAS NMR Spectra, and Thermal Behavior
Loseva,Rodina,Ivanov
, p. 22 - 29 (2019)
Abstract: A new representative of mercury(II) dithiocarbamate complexes, crystalline bis(morpholinedithiocarbamato-S,S')mercury(II) with the pseudo-1D-polymeric structure, is preparatively synthesized. The structure is characterized by 13С and 15N MAS NMR spectroscopy and X-ray diffraction analysis (CIF file CCDC no. 1821609). Pairs of symmetric secondary Hg???S bonds (3.400 ?) combine mononuclear [Hg{S2CN(CH2)4O}2] molecules, including planar polygons [HgS4], into a linear pseudo-polymeric chain. The study of the thermal behavior shows that the two-stage mass loss detected by thermogravimetry is due to the thermal destruction of the complex with the formation of HgS and its subsequent sublimation.
Interpretation of the Cytostatic Properties of Sodium Morpholyldithiocarbamate, a Chelating Agent
Cao, R.,Fragoso, A.,Villalonga, R.
, p. 775 - 782 (1996)
The antioxidant properties of sodium morpholyldithiocarbamate (MorDTC) were studied in order to contribute to the interpretation of its antitumor activity and synergetic effect over cis-platinum.MorDTC inhibits pyrogallol autooxidation better than vitamin C but does not dismutate the superoxide radical generated by the xanthine - xanthine oxidase system.Nevertheless, the complexes formed in situ between MorDTC and Mn(II), Co(II), Ni(II), and Cu(II) to dismutate the superoxide radical with a SOD-like activity (SOD = superoxide dismutase), expressed in terms of IC 50 values within the range of 3.2 to 62 μM.The highest activity corresponds to Mn(II) and Cu(II) complexes.The possible inhibitory action of MorDTC on erythrocyte SOD was also studied in vitro; however, the results were negative.Therefore, MorDTC should dismulate the superoxide radical after chelating metals without inhibiting SOD, the enzyme playing this role in vivo. - Keywords: Dithiocarbamates; SOD inhibition; SOD mimic
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 in?vitro anticancer studies of chlorido(triphenylphosphine)ruthenium(II) dithiocarbamate complexes
Ajibade, Peter A.,Andrew, Fartisincha P.
, p. 832 - 838 (2021/05/27)
Three chlorido(triphenylphosphine)ruthenium(II) dithiocarbamate complexes - [RuCl(PPh3)3(Mbzdtc)] 1, [RuCl(PPh3)3(Ppipdtc)] 2, and [RuCl(Ph3)3(Mordtc)] 3 with Mbzdtc = N-methylphenyldithiocarbamate, Ppipdtc = phenylpiperazyldithiocarbamate and (Mordtc) = morpholinyldithiocarbamate were synthesized and characterized by elemental analysis and spectroscopic techniques. The Ru(II) atom is six coordinate and displays an octahedral coordination geometry, in which it is bonded to one dithiocarbamato anion acting as bidentate ligand. Electrochemical studies indicate for complexes 1 and 2 a quasi-reversible one electron redox couple due to Ru(III)/Ru(II), whereas complex 3 showed two redox couples due to Ru(III)/Ru(II) and Ru(II)/Ru(I). The E 1/2 values observed toward the cathodic region are consequence of the presence of S-S donor atom of the dithiocarbamate ligand. The anticancer potential of the complexes was assessed using sulforhodamine B (SRB) assay against renal (TK10) melanoma (UACC62) and breast (MCF7) human cancer cell lines. Complex 1 exhibits the highest cytotoxic activity against MCF7 with an IC50 value of 33.36 μM, whereas complex 3 exhibits the lowest activity against TK10 with an IC50 value of 91.95 μM.
