- Bulk optodes based on neutral dithiocarbamate ionophores with high selectivity and sensitivity for silver and mercury cations
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Membranes for optically sensing Ag+ and Hg2+ based on plasticized poly(vinyl chloride) (PVC) containing a metal ion-selective ionophore, a hydrogen ion-selective chromoionophore, and lipophilic anionic sites are presented. Different dithiocarbamate ionophores have been used to develop novel optical sensors for environmental analysis. Optode membranes based on the ionophore methylene bis(diisobutyldithiocarbamate) (MBDiBDTC) reversibly respond to Ag+ and Hg2+ and show extremely high selectivities over Li+, Na+, K+, Mg2+, Cu2+, Cd2+, and Pb2+. The detection limit for Ag+ is 2.5 × 10-9 M at pH 4.7. The dynamic range, response behavior, reversibility, and selectivity of the optode membranes are discussed.
- Lerchi, Markus,Reitter, Elmar,Simon, Wilhelm,Pretsch, Ernoe,Chowdhury, Didarul A.,Kamata, Satsuo
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- Cr(III),Mn(II),Fe(III),Co(II),Ni(II),Cu(II) and Zn(II) complexes with diisobutyldithiocarbamato ligand
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The synthesis of sulphur and nitrogen containing dithiocarbamato ligand derived from diisobutylamine as well as its coordination compounds with 3d series transition metals is presented. These synthesized compounds were characterized on the basis of elemental analysis, conductometric measurements and IR spectral studies. The analytical data showed the stoichiometry 1:2 and 1:3 for the compounds of the types ML2 {M=Mn(II), Co(II), Ni(II), Cu(II) and Zn(II)} and M'L3{M'=Cr(III) and Fe(III)} respectively. The conductometric measurements proved the non-electrolytic behaviour of all the compounds. The bidentate nature of dithiocarbamato moiety was confirmed on the basis of IR spectral data. Copyright E-Journal of Chemistry 2004-2011.
- Tarique, Mohammad
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- Principles of the Construction of Polymer Structures, Heteronuclear (13C, 15N) CP-MAS NMR, and Thermal Behavior of Heteroleptic Bismuth(III) Complexes of the General Composition [Bi(S2CNR2)2X] (X = NO3, Cl)
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Abstract: The crystalline heteroleptic bismuth(III) complexes, [Bi{S2CN(iso-C4H9)2}2(NO3)] (I) and [Bi{S2CN(C3H7)2}2Cl] (II), are isolated in preparative yields. Both compounds form 1D polymer structures and are characterized by X-ray diffraction analysis (CIF files CCDC nos. 1877115 (I) and 1876364 (II)) and (13C, 15N) CP-MAS NMR spectroscopy. The coordination mode of each of the dialkyldithiocarbamate ligands is S,S′-anisobidentately terminal. The inorganic anions performing the μ2-bridging function participate in the binding of the adjacent metallic atoms to form zigzag polymer chains. A new mode of bismuth(III) binding involving all oxygen atoms (O,O'-anisobidentate coordination to each adjacent bismuth atom) is found for the bridging nitrate groups in compound I. The bismuth atoms in the studied compounds are characterized by the eightfold [BiS4O4] (I) or sixfold [BiS4Cl2] (II) environment. The thermal behavior of the synthesized complexes is characterized by the data of simultaneous thermal analysis, using parallel recording of thermogravimetry and differential scanning calorimetry curves. In both cases, Bi2S3 is the only final product of the thermal transformations of compounds I and II.
- Novikova,Ivanov,Egorova,Troshina,Rodionova,Smolentsev,Antzutkin
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- A pyridine adduct of bis(di-iso-butyldithiocarbamato-S,S′)cadmium(II) : Multinuclear (13C, 15N, 113Cd) CP/MAS NMR spectroscopy, crystal and molecular structure, and thermal behaviour
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Crystalline bis(N,N-di-iso-butyldithiocarbamato-S,S′)(pyridine) cadmium(II) - adduct 1 was prepared and studied by means of multinuclear 13C, 15N, 113Cd CP/MAS NMR spectroscopy, single-crystal X-ray diffraction and simultaneous thermal analysis (STA). In molecular structure 1, the cadmium atom coordinates with four sulphur atoms and one nitrogen atom of pyridine, forming a coordination polyhedron [CdS 4N], whose geometry is an almost ideal tetragonal pyramidal (C 4v). The coordinated py molecule is in the apical position, while two structurally non-equivalent di-iso-butyldithiocarbamate ligands, playing the same terminal S,S′-chelating function, define the basal plane. To characterise additionally the structural state of the cadmium atom in this fivefold coordination, 113Cd chemical shift anisotropy (CSA) parameters, δaniso and η, were calculated from experimental MAS NMR spectra that revealed an almost axially symmetric 113Cd chemical shift tensor. From a combination of TG and DSC measurements taken under an argon atmosphere, we found that the mass of adduct 1 is lost in two steps involving initial desorption of coordinated py molecules with subsequent thermal destruction of liberated cadmium(II) di-iso-butyldithiocarbamate, with yellow-orange, fine-powdered solid CdS as the final product.
- Rodina, Tatyana A.,Ivanov, Alexander V.,Gerasimenko, Andrey V.,Ivanov, Maxim A.,Zaeva, Anna S.,Philippova, Tatyana S.,Antzutkin, Oleg N.
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- Synthesis, toxicities and bio-activities of manganese complexes with CO and H2S dual donors
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A series of H2S–CO dual-donors [Mn(CO)4CS2NR1R2] was synthesized, and evaluated from toxicity and bioactivity. The CO–H2S measuring test showed all the complexes not only released CO, but released H2S. The resulting data of cytotoxicity showed all the complexes had activities against the cell proliferation; among them, complexes 1, 2 and 7 displayed higher activities than the others, and their potencies were close to cis-platinum (DDP); whereas the precursors A1-A22 had almost no activities against all five tumor cell lines and W138 cell line proliferation. It is worth noting that complex 1 displayed the highest activity to MCF-7, complex 2 displayed the highest activity to HePG2, and complex 7 showed selectivity inhibition to both A549 and HeLa. The developmental toxicities of the complex were assessed using zebrafish embryos. The results showed complexes 1 and 2 had effect on the mortality and hatching rate of zebrafish embryos in dose-dependent manner. They caused zebrafish malformations when they were over 10 μM. Meanwhile, they displayed dose-dependent toxicities to larval zebrafish. In the test of bio-activities, complexes 1 and 2 had strong anti-inflammatory activities; they not only down-regulated the expression levels of iNOS and TNF-α up-regulated the expression of HO-1 and IL-10, but also up-regulated COX-2 levels. In contrast, the precursor compound (A1 or A2) displayed lower anti-inflammatory activity than the corresponding complex, which suggests both the CO and H2S from the complex took synergistic effects in the process of anti-inflammation. In addition, the complex showed antihypertensive effect and myocardial protection. This effect also possibly resulted from this synergistic effect. All these suggest the complexes have potential to be candidate medicines.
- Bai, Zhongjie,Zhang, Jinlong,Zhang, Qiuping,Zhang, Taofeng,Li, Jili,Zhao, Quanyi,Wang, Zhen,He, Dian,Cheng, Jie,Zhang, Jingke,Liu, Bin
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p. 339 - 356
(2018/10/20)
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- Gold(III)-iron(III) heteropolynuclear complexes ([Au{S2CNR2}2][FeCl4]) n (R = C4H9, iso-C4H9): Chemisorption synthesis, supramolecular self-organization, and thermal behavior
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The reactions of iron(III) dibutyl and di-iso-butyl dithiocarbamates [Fe(S2CNR2)3] (R = C4H9, iso-C4H9) with anions [AuCl4]- in 2 M HCl are studied. The result of heterogeneous reactions of gold(III) chemisorption binding from a solution is the formation of gold(III)-iron(III) heteropolynuclear complexes of the ionic type. The crystal and supramolecular structures of polymer complexes ([Au{S2CN(C4H9)2}2][FeCl4]) n (I) and ([Au{S2CN(iso-C4H9)2}2][FeCl4]) n (II) are determined by X-ray diffraction analysis (CIF files CCDC 1407704 (I) and 1407802 (II)). The structure of complex I contains two centrosymmetrical structurally nonequivalent complex cations [AuS{2CN(C4H9)2}2]+ (A and B) and complex anion [FeCl4]-. Structure II is formed by three isomeric complex cations [Au{S2CN(iso-C4H9)2}2]+ (A, B, and C) and two anions [FeCl4]- related as conformers. The isomeric cations are involved in the formation of linear (?A?B?) n (in I) or zigzag (?A?B?A...C...) n (in II) polymer chains due to pairs of weak secondary interactions Au?S. The thermal behavior of the complexes is studied by simultaneous thermal analysis. Thermal destruction includes the thermolysis of the dithiocarbamate moiety of the complexes and anions [FeCl4]- with the reduction of gold(III), release of FeCl3, and partial formation of Fe2O3. The final thermolysis products are metallic gold and Fe2O3.
- Ivanov,Loseva,Rodina,Gerasimenko,Novikova
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p. 104 - 115
(2016/04/05)
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- A disulphide diisobutylcarbamoylmethyl thiuram method for the preparation of (by machine translation)
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The invention discloses a method for the preparation of diisobutyl thiuram sulfide, its steps are: the two isobutyl amine into solvent, then dropping to the carbon disulfide, reaction after the dipping 0.5-1h, shall be diisobutylcarbamoylmethyl dithio Carbamic reaction liquid; the step (1) the diisobutylcarbamoylmethyl dithiocarbamate is slowly dripped into the reaction solution in a hydrogen peroxide solution, oxidizing reaction temperature rise after the dipping, filtering the reaction liquid after the reaction, the obtained precipitate washing, drying, be disulphide diisobutylcarbamoylmethyl thiuram disulfide. The preparation process of the invention is simple, by controlling the solvent, drop conditions, such as acceleration and dropping sequence, no longer add strong acid and strong alkali, reduce the production cost, reduces the potential safety hazard, less pollution, energy saving and environmental protection, the resulting product quality is good, high yield, the policy requirements of the green chemical States. (by machine translation)
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Paragraph 0003; 0031
(2016/11/21)
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- CARBONIC ANHYDRASE INHIBITOR COMPRISING A DITHIOCARBAMATE
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A carbonic anhydrase inhibitor which comprises a compound of general formula: R 1RZN-CSz-M+ for use in the treatment of microbial infection, eye disease or cancer; wherein R1 and R2 are each independently selected from H or an organic substituent, or together form a ring, and optionally contain one or more heteroatoms; wherein R and R2 together comprise at least 5 carbon atoms or at least 2 carbon atoms and a heteroatom, or R2 comprises at least 4 carbon atoms; and wherein M+ comprises a monovalent cation
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Page/Page column 18-19
(2013/04/24)
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- Dithiocarbamates: A new class of carbonic anhydrase inhibitors. Crystallographic and kinetic investigations
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The zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1) is inhibited by several classes of zinc-binders (sulfonamides, sulfamates, and sulfamides) as well as by compounds which do not interact with the metal ion (phenols, polyamines and coumarins). Here we report a new class of potent CA inhibitors which bind the zinc ion: the dithiocarbamates (DTCs). They coordinate to the zinc ion from the enzyme active site in monodentate manner and establish many favorable interactions with amino acid residues nearby. Several low nanomolar CA I, II and IX inhibitors were detected.
- Carta, Fabrizio,Aggarwal, Mayank,Maresca, Alfonso,Scozzafava, Andrea,McKenna, Robert,Supuran, Claudiu T.
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supporting information; experimental part
p. 1868 - 1870
(2012/03/11)
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- Dithiocarbamates strongly inhibit carbonic anhydrases and show antiglaucoma action in vivo
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A series of dithiocarbamates were prepared by reaction of primary/secondary amines with carbon disulfide in the presence of bases. These compounds were tested for the inhibition of four human (h) isoforms of the zinc enzyme carbonic anhydrase, CA (EC 4.2.1.1), hCA I, II, IX, and XII, involved in pathologies such as glaucoma (CA II and XII) or cancer (CA IX). Several low nanomolar inhibitors targeting these CAs were detected. The X-ray crystal structure of the hCA II adduct with morpholine dithiocarbamate evidenced the inhibition mechanism of these compounds, which coordinate to the metal ion through a sulfur atom from the dithiocarbamate zinc-binding function. Some dithiocarbamates showed an effective intraocular pressure lowering activity in an animal model of glucoma.
- Carta, Fabrizio,Aggarwal, Mayank,Maresca, Alfonso,Scozzafava, Andrea,McKenna, Robert,Masini, Emanuela,Supuran, Claudiu T.
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supporting information; experimental part
p. 1721 - 1730
(2012/05/04)
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- Methylene Bis(diisobutyldithiocarbamate) Neutral Carrier as Lead Sensing Material
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The sensitive and selective electrodes for lead(II) ion were developed by using the membrane based on methylene bis(diisobutyldithiocarbamate).The membrane electrode exhibited good response for Nernstian slope (28mV/decade), linearity range (10-2-10-6 M) and selectivity factor of different metal ions, except for copper(II) ion.
- Kamata, Satsuo,Onoyama, Kazuhiro
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p. 653 - 656
(2007/10/02)
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- Reactions of Hydrazidoyl Chlorides with Sodium N,N-Dialkyldithiocarbamates
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The reaction of N-arylbenzhydrazidoyl chlorides (1) with sodium N,N-dialkyldithiocarbamates yields the hydrazone derivatives 2, which react further to form 4 unless the reaction sites are sterically crowded.
- Kaugars, Girts,Rizzo, Victor L.
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p. 411 - 412
(2007/10/02)
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