136-30-1Relevant articles and documents
Formation of the heteropolynuclear complex ([NH2(C 4H9)2][Au{S2CN(C4H 9)2}2][CdCl4])n during the chemisorption of gold(III) with cadmium dibutyldithiocarbamate: Structure and thermal properties
Ivanov,Sergienko,Gerasimenko,Loseva,Zaeva
, p. 353 - 358 (2010)
The chemisorption properties of cadmium dibutyldithiocarbamate with respect to [AuCl4]- in 2M HCl solutions are studied. The heterogeneous reaction of gold(III) binding affords the heteropolynuclear compound ([NH2(C4H9)2][Au{S 2CN(C4H9)2}2][CdCl 4])n (I). The molecular and crystal structures of compound I are determined from the X-ray diffraction data. Each of three ions is presented in the structure by two conformers. The irreversible decomposition of some dibutyldithiocarbamate groups is observed during the chemisorption of gold(III), which noticeably decreases the efficiency of gold binding with the sorbent studied and its sorption capacity. The study of the thermal properties of compound I shows that gold(III) is reduced to the metal during thermolysis. Pleiades Publishing, Ltd., 2010.
Structural insights into the polymorphism of bismuth(III) di-n-butyldithiocarbamate by X-ray diffraction, solid-state (13C/15N) CP-MAS NMR and DFT calculations
Gowda, Vasantha,Sarma, Bipul,Laitinen, Risto S.,Larsson, Anna-Carin,Ivanov, Alexander V.,Iuga, Dinu,Lantto, Perttu,Antzutkin, Oleg N.
, p. 123 - 132 (2017)
Two crystalline polymorphs of a binuclear tris(di-n-butyldithiocarbamato)bismuth(III) complex, I and II, with an empirical formula of [Bi{S2CN(n-C4H9)2}3] were synthesised and characterised by X-ray diffraction (XRD), solid-state NMR and density functional theory (DFT) calculations. At the supramolecular level, these mononuclear molecular units interact in pairs via secondary Bi?S bonds, yielding binuclear formations of [Bi2{S2CN(n-C4H9)2}6]. The polymorph I (P1ˉ) contains two isomeric non-centrosymmetric binuclear molecules of [Bi2{S2CN(n-C4H9)2}6], which are related to each other as conformers, therefore having four structurally inequivalent bismuth atoms and twelve inequivalent dithiocarbamate ligands. In contrast, the structurally simpler polymorph II (P21/n) exists as a single molecular form of the corresponding centrosymmetric binuclear formation, comprising two structurally equivalent bismuth atoms and three structurally different dithiocarbamate groups. The polymorphs I and II were found to be interconvertible by altering the solvent system during the recrystallisation process. Sun et al. (2012) has reported a crystalline form of the title compound which resembles, but is not identical with, polymorph II. Experimental solid-state 13C and 15N cross-polarisation (CP) magic-angle-spinning (MAS) NMR spectra of both polymorphs I and II were in accord with the direct structural data on these complexes. Assignments of the resonance lines in the solid-state 13C and 15N NMR spectra were assisted by chemical shift calculations of the crystals using periodic DFT.
Multiple isomerization of structural units in ion-polymeric heteronuclear gold(III)–zinc(II) complex ([Au{S2CN(C4H9)2}2]2[ZnCl4])n: Chemisorption-based synthesis, supramolecular structure (self-organization of long-period cation–cationic polymer chains), and thermal behavior
Ivanov,Loseva,Rodina,Smolentsev
, p. 512 - 525 (2017)
Chemisorption of gold(III) from solutions in 2 M HCl with freshly precipitated binuclear zinc dithiocarbamate [Zn2{S2CN(C4H9)2}4] resulted in the formation of a polymeric heteronuclear gold(III)–zinc(II) dithiocarbamato-chlorido complex ([Au{S2CN(C4H9)2}2]2[ZnCl4])n (I), which was characterized by MAS 13C NMR, X-ray diffraction (CIF file CCDC no. 1526616), and simultaneous thermal analysis. Compound I isolated on a preparative scale was found to have a highly intricate supramolecular structure composed of 13 centrosymmetric and non-centrosymmetric isomeric complex cations, [Au{S2CN(C4H9)2}2]+, with 24 structurally non-equivalent BuDtc ligands, and six isomeric [ZnCl4]2– anions. The isomeric gold(III) cations perform different structural functions. Four and six cations are involved in the formation of two sorts of long-period cation–cationic chains (via pair non-valence secondary AuS bonds): (ABCDCB)n and (FGHIJK)n. The discrete E, L, and M cations and the [ZnCl4]2– complex anions are located alongside of the polymer chains and do not take part in the secondary interactions. According to simultaneous thermal analysis, thermolysis of I includes destruction of the dithiocarbamate moiety with reduction of gold to the metal in the cation and liberation of zinc chloride with partial conversion to ZnS in the anion.
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.
Dithiocarbamate-containing benzotriazole derivative and preparation method and application thereof
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Paragraph 0039; 0040, (2019/10/01)
The invention provides a dithiocarbamate-containing benzotriazole derivative and a preparation method and application thereof. Under the alkaline condition, dialkyl amine reacts with carbon disulfideto obtain dithiocarbamate salt, benzotriazole reacts with chloropropanol to obtain 3-(1-benzotriazolyl)propyl-1-alcohol, then 3-(1-benzotriazolyl)propyl-1-alcohol reacts with chloroacetyl chloride toobtain 3-(1-benzotriazolyl) propyl-2-chloroacetate, and finally 3-(1-benzotriazolyl)propyl-2-chloroacetate reacts with the dithiocarbamate salt to obtain the dithiocarbamate-containing benzotriazole derivative as shown in the general formula I. Accordingly, the preparation method is simple, the process condition is mild, raw materials are easy to obtain, the synthesis cost is low, the synthesis yield is high, environmental friendliness is achieved, the product can serve as an extreme pressure, anti-wear, anti-friction and anti-corrosion additive of lubricating oil to use, the bearing capacityof base oil can be obviously improved, and the anti-wear and anti-friction properties are improved.
