- Organotin(IV) O-butyl carbonodithioates: Synthesis, characterization, in vitro bioactivities, and interaction with SS-DNA
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Organotin(IV) O-butyl carbonodithioates [Me2SnL2], [Bu2SnL2], [Ph2SnL2], [Bu3SnL], and [Ph3SnL], where L = C4H9OCS2 –, have been successfully synthesized and characterized by FT-IR, 1H and 13C NMR, and single crystal X-ray analysis. The ligand coordinates to the tin atom via the carbonodithioate group. According to the X-ray diffraction data, the tin atom in [Me2SnL2] has distorted tetrahedral geometry. The synthesized compounds were screened in vitro for antibacterial, antifungal, antileishmanial, cytotoxic, and protein kinase inhibitory activities. The complexes [Bu3SnL] and [Ph3SnL] exhibited the highest anti-leishmanial activity that exceeded the activity of the reference drug amphotericin B, probably by blocking the function of parasitic mitochondria due to which it restricts further growth of the organisms. The ligand and the complexes have been shown to bind to DNA via intercalative interactions resulting in hypochromic effect with a minor red shift as confirmed by UV-Vis spectroscopic studies.
- Javed,Ali,Shahzadi,Tahir,Tabassum,Khalid
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- Synthesis and self-assembly of amphiphilic and biocompatible poly(vinyl alcohol)-block-poly(L-lactide) copolymer
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Well-defined amphiphilic and biocompatible poly(vinyl alcohol)-block-poly(L-lactide) copolymers (PVA-b-PLLA) were synthesized by the combination of reversible addition-fragmentation chain transfer (RAFT), ring opening polymerization (ROP), and click chemistry. First, an innovative azide-functionalized xanthate mediated chain transfer agent (CTA) [S-(3-azidopropyl propanamide)-(O-butyl xanthate)] was synthesized and used for vinyl acetate (VAc) polymerization through RAFT. Then, azide-terminated poly(vinyl acetate) (azide-PVAc) was converted to the corresponding azide-terminated poly(vinyl alcohol) (azide-PVA) through hydrolysis. Alkyne-terminated poly (L-lactide) (alkyne-PLLA) was synthesized via ROP using a bifunctional initiator, having an alkyne and a hydroxyl group. Finally, azide-PVA and alkyne-PLLA were coupled by 1,3 cycloaddition click reaction to get PVA-b-PLLA. Synthesized azide-PVAc, azide-PVA, alkyne-PLLA and PVA-b-PLLA were characterized by size exclusion chromatography and 1H NMR spectroscopy. The self-assembly of PVA-b-PLLA in water was investigated by transmission electron microscope, atomic force microscopy, dynamic light scattering and 1H NMR spectroscopy. Spherical micelles in water were clearly observed. The critical micelle concentration of PVA-b-PLLA in water was determined by fluorescence spectroscopy, and it was decreased with increasing the molecular weight of PLLA block. PVA-b-PLLA exhibited low cytotoxicity which could be used in biomedical application.
- Mishra, Avnish Kumar,Park, Jicheol,Joseph, K.L. Vincent,Maiti, Sandip,Kwak, Jongheon,Choi, Chungryong,Hyun, Seung,Kim, Jin Kon
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- Synthesis and characterization of the adducts of bis(O-butylxanthato)Ni(II) with nitrogen donor ligands and X-ray structure of bis(O-butylxanthato)bis(3-chloropyridine)nickel(II)
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A new series of adducts of bis(O-butylxanthato)nickel(II) with substituted pyridines have been synthesized by treating bis(O-butylxanthato)nickel(II) with substituted pyridines in acetone. The complexes have been characterized by elemental analysis, conductivity measurements, magnetic susceptibility measurements, TGA/DTA studies, infrared and electronic spectral studies. X-ray studies of one of the adduct bis(O-butylxanthato)bis(3-chloropyridine)nickel(II) shows that the central metal is octahedrally coordinated within a trans-N2S4 donor set, with the Ni atom located on a centre of inversion. The complex crystallizes in the monoclinic space group P21/c with unit cell parameters a?=?11.8088(8)??, b?=?12.2042(7)??, c?=?9.0252(5)??, β?=?93.789(6), Z?=?2. Crystal structure was solved by direct methods and refined by full matrix least squares procedures to a final R-value of 0.0380 (wR2?=?0.0885) for 2083 observed reflections. The butyl chain is disordered over two set of sites, with occupancy ratios of 0.741:0.259. These studies suggest a distorted octahedral structure and paramagnetic nature of the adducts.
- Kour, Inderjeet,Kour, Gurvinder,Sachar, Renu,Anthal, Sumati,Kant, Rajni
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- Synthesis and characterization of the adducts of bis (o- butyldithiocarbonato)nickel(ii) with substituted heterocyclic amines and x-ray structure of bis(o-butyldithiocarbonato)bis (4-cyanopyridine)nickel(ii)
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We report the synthesis and study of a new series of the adducts of Bis(O-butyldithiocarbonato)nickel(II) with substituted heterocyclic amines such as amino and cyanopyridines. Analytical results show that the adducts have 1:2 stoichiometry with general formulaM(Xan)2L2 (M = Ni(II), Xan = O-butyldithiocarbonate, L = 2-, 3- and 4-aminopyridines, 3- and 4-cyanopyridines). The complexes have been characterized by analytical, magnetic susceptibility measurements, molar conductivity measurements, IR, electronic spectral data and X-ray diffraction analysis. One of the adducts, bis(O-butyldithiocarbonato)bis(4-cyanopyridine)- nickel(II), crystallizes in the monoclinic space group P21/c with unit cell parameters : a = 12.546(4), b = 11.495(3), c = 9.351(3) A , β = 102.73(3)8, Z = 2. Crystal structure was solved by direct methods and refined by full matrix least squares procedures to a final R-value of 0.0299 for 2,788 observed reflections. The packing of layers of molecules is stabilized by weak C-H...N and C-H...p hydrogen bonds. Springer Science+Business Media, LLC 2011.
- Kapoor, Sanjay,Sachar, Renu,Singh, Kuldeep,Gupta, Vivek K.,Rajnikant, Verma
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- Synthesis, X-ray Single-Crystal Structural Characterization, and Thermal Analysis of Bis(O-alkylxanthato)Cd(II) and Bis(O-alkylxanthato)Zn(II) Complexes Used as Precursors for Cadmium and Zinc Sulfide Thin Films
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This work investigates tuning of the molecular structure of a series of O-alkylxanthato zinc and cadmium precursor complexes to enhance production of ZnS and CdS materials. The structures of several bis(O-alkylxanthato) cadmium(II) complexes (8-13) and bis(O-alkyl xanthato)zinc(II) complexes (18 and 19) are reported based on single crystal X-ray diffraction data. CdS and ZnS films were produced by the spin-coating of these metal complexes followed by their thermal decomposition to the corresponding metal sulfides. Thin films of CdS were deposited by spin-coating the bis(O-alkylxanthato) cadmium(II) precursors (7-13) on glass substrates, followed by annealing at 300 °C for 60 min. Thin films of ZnS were deposited by spin-coating bis(O-alkylxanthato) zinc(II) (14-20), followed by annealing at 200 °C for 60 min. The molecular complexes and solid state materials are characterized using a range of techniques including single-crystal X-ray diffraction, pXRD, EDS and XPS, DSC and TGA, UV-vis and PL spectroscopies, and electron microscopy. These techniques provided information on the influence of alkyl chain length on the thermal conditions required to fabricate metal sulfide films as well as film properties such as film quality, and morphology. For example, the obtained crystallite size of metal sulfide films formed is correlated to the hydrocarbon chain length of xanthate ligands in the precursor. The behavior of the complexes under thermal stress was therefore studied in detail. DTA and TGA profiles explain the relationship between hydrocarbon chain length, decomposition temperatures, and the energies required for decomposition. A higher decomposition temperature for complexes with longer hydrocarbon chains is observed compared to complexes with shorter hydrocarbon chains. Band-gap energies calculated from the optical absorption spectra alongside steady state and time-resolved photoluminescence studies are reported for CdS films.
- Bakly, Ali A.K.,Collison, David,Ahumada-Lazo, Ruben,Binks, David J.,Smith, Matthew,Raftery, James,Whitehead, George F. S.,O'Brien, Paul,Lewis, David J.
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supporting information
p. 7573 - 7583
(2021/05/26)
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- Production method of high-grade potassium xanthate
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The invention discloses a production method of high-grade potassium xanthate. The specific process of the method is as follows: mixing alcohol and flaky alkali, crushing and stirring to obtain a mixedsolution; transferring the mixed solution into a reaction kettle, slowly dropwise adding carbon disulfide, controlling the temperature of the system in the reaction kettle to be 30-35 DEG C in the dropwise adding process, continuously carrying out heat preservation reaction at 30-35 DEG C, and sequentially removing alcohol and drying the reacted system to obtain potassium xanthate. The preparation method comprises the following steps: adding flaky alkali into alcohol and carrying out wet crushing; so that the reaction is promoted, side reactions are reduced, and the conversion rate of materials is increased the grade of the potassium xanthate is increased to 95% or above, the problem that the grade of the potassium xanthate synthesized in the prior art is low is solved, an alkali grindingprocess is avoided, safe production is realized, and the environmental protection and safety pressure is reduced.
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Paragraph 0022-0024; 0085-0088
(2020/09/12)
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- Water-soluble three qinqin amines benzene sulfonic acid alkali metal salt derivative and its preparation method and application
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The invention discloses a water soluble triazine amino benzene sulfonic acid alkali metal salt derivative and a preparation method and application thereof. The invention relates to a synthesis process and application of an amino benzene sulfonic acid sodium and xanthonic acid group-containing triazine derivative, and is characterized in that: the 2-alkyl xanthate-4, 6-diamino benzene sulfonic acid alkali metal salt-1,3,5-s-triazine has the following structural formula shown in the specification, wherein X is Na, R is C1-C4 straight chain or branched chain alkyl. The preparation method is as follows: using cyanuric chloride, amino benzene sulfonic acid and potassium alkyl xanthate with the molar ratio of 1: 1.1: 2-2.1 as raw materials for reaction in an organic solvent. The amino benzene sulfonic acid sodium-containing triazine derivative can be used as additives used in pure water, water-glycol, synthetic ester, lithium base grease or calcium base grease, and by compounding with other water-based lubricant additives, the water soluble triazine amino benzene sulfonic acid alkali metal salt derivative has good abrasion resistance, extreme pressure resistance, corrosion resistance, and oxidation resistance. The synthesis process has the advantages of simple operation, high yield, and easy control of reaction condition.
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Paragraph 0028
(2019/03/02)
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- Water-soluble triazine xanthogen derivative and its preparation method and application
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The invention discloses a water-soluble triazine xanthic acid derivative, and a preparation method and application thereof. The invention relates to a synthetic technology and application of a water-soluble triazine derivative containing a xanthic acid group. The derivative is characterized in that the derivative has the chemical name of 2,4-bis(N,N-dihydroxyalkylamino)-6-(alkylxanthate)-1,3,5-sym-triazine, and has the structural formula shown in the specification, and in the structural formula, R1 is a C1-C2 linear or branched alkyl, and R is a C1-C5 linear or branched alkyl. The preparation method of the derivative comprises utilizing cyanuric chloride, a dialkyl alcohol amine and an alkyl xanthate as raw materials, controlling the reaction molar ratio to be 1:2:1.1, taking an alcohol as a solvent, and reacting at 60-90 DEG C for 4-6 h. The derivative can be applied to pure water, water-glycol, water-glycerin, synthetic esters, polyesters and lubricating grease as an additive, also can be combined with other aqueous lubricating additives for usage, and has good wear resistance and extreme pressure resistance, and capabilities of resisting corrosion and resisting oxidation. The method is simple in operation, high in yield and easily controllable in reaction conditions.
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Paragraph 0026
(2019/03/29)
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- Accessing γ-Ga2S3 by solventless thermolysis of gallium xanthates: A low-temperature limit for crystalline products
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Alkyl-xanthato gallium(iii) complexes of the form [Ga(S2COR)3], where R = Me (1), Et (2), iPr (3), nPr (4), nBu (5), sBu (6) and iBu (7), have been synthesized and fully characterised. The crystal structures for 1 and 3-7 have been solved and examined to elucidate if these structures are related to their decomposition. Thermogravimetric analysis was used to gain insight into the decomposition temperatures for each complex. Unlike previously explored metal xanthate complexes which break down at low temperatures (2S3 was the sole product formed. In the case of R = Me, Chugaev elimination did not occur and amorphous GaxSy products were formed. We conclude therefore that the low-temperature synthesis route offered by the thermal decomposition of metal xanthate precursors, which has been reported for many metal sulfide systems prior to this, may not be appropriate in the case of gallium sulfides.
- Alderhami, Suliman A.,Collison, David,Lewis, David J.,McNaughter, Paul D.,O'Brien, Paul,Spencer, Ben F.,Vitorica-Yrezabal, Inigo,Whitehead, George
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p. 15605 - 15612
(2019/11/03)
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- Copper-catalyzed synthesis of thiazol-2-yl ethers from oxime acetates and xanthates under redox-neutral conditions
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A novel copper-catalyzed annulation of oxime acetates and xanthates for the synthesis of thiazol-2-yl ethers with remarkable regioselectivity has been developed. Various oxime acetates, whether derived from aryl ketones or alkyl ketones, or natural product cores are suitable for this conversion. Unique dihydrothiazoles were also obtained when both reaction sites were methine. Mechanistic studies indicated that imino copper(iii) intermediates were involved. In addition, this protocol proceeded under redox-neutral conditions and did not require additives or ligands.
- Zhu, Zhongzhi,Tang, Xiaodong,Cen, Jinghe,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng
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supporting information
p. 3767 - 3770
(2018/04/17)
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- Novel Xanthate Complexes for the Size-Controlled Synthesis of Copper Sulfide Nanorods
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We present a simple, easily scalable route to monodisperse copper sulfide nanocrystals by the hot injection of a series of novel copper(I) xanthate single-source precursors [(PPh3)2Cu(S2COR)] (R = isobutyl, 2-methoxyethyl, 2-ethoxyethyl, 1-methoxy-2-propyl, 3-methoxy-1-butyl, and 3-methoxy-3-methyl-1-butyl), whose crystal structures are also reported. We show that the width of the obtained rods is dependent on the length of the xanthate chain, which we rationalize through a computational study, where we show that there is a relationship between the ground-state energy of the precursor and the copper sulfide rod width.
- Al-Shakban, Mundher,Matthews, Peter D.,Deogratias, Geradius,McNaughter, Paul D.,Raftery, James,Vitorica-Yrezabal, Inigo,Mubofu, Egid B.,O'Brien, Paul
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p. 9247 - 9254
(2017/08/14)
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- In situ synthesis of pbs nanocrystals in polymer thin films from lead(II) xanthate and dithiocarbamate complexes: Evidence for size and morphology control
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Lead sulfide has been grown from single molecular precursors within a polymer matrix to form networks of PbS nanocrystals. These materials are model systems for the processing of polymer-nanoparticle layers for flexible hybrid photovoltaic devices. Processing is achieved by spin coating a solution containing the precursor and polymer onto a substrate, followed by heating of the film to decompose the precursor. The effect of precursor chemistry has been explored using lead(II) dithiocarbamates, their 1,10-phen adducts, and lead(II) xanthates with different alkyl chain lengths (butyl, hexyl, and octyl). The xanthates were found to be more promising precursors giving control over nanocrystal size and shape on variation of the alkyl chain length. The lead(II) octyl xanthate complex causes anisotropic growth, forming PbS nanowires within the polymer matrix.
- Lewis, Edward A.,McNaughter, Paul D.,Yin, Zhongjie,Chen, Yiqiang,Brent, Jack R.,Saah, Selina A.,Raftery, James,Awudza, Johannes A. M.,Malik, M. Azad,Obrien, Paul,Haigh, Sarah J.
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p. 2127 - 2136
(2015/04/14)
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- Synthesis and antitumor activity of tetrahydrocarbazole hybridized with dithioate derivatives
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The present study reported the synthesis of tetrahydrocarbazoles hybridized with dithioate derivatives. Three series were synthesized namely alkyl dithiocarbonates (4a-d), heterocyclic dithiocarbamates (6a-g) and dialkyl dithiocarbamate (7). The synthesized compounds were tested in vitro on human breast adenocarcinoma cell line (MCF7) and the human colon tumor cell line (HCT116). Most of the synthesized compounds exploited potent antitumor activity, especially compound 6f [4-chlorophenylpiperazine derivative], which showed cytotoxic activity against MCF7 superior to doxorubicin with IC50 value of 7.24 nM/mL.
- El-Nassan, Hala Bakr
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p. 308 - 315
(2015/04/14)
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- Synthesis and characterization of various xanthates and their effects on germination and early seedling growth in wheat (Triticum aestivum L.)
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Potassium n-propyl xanthate potassium iso-propyl xanthate, potassium n-butyl xanthate and potassium iso-butyl xanthate were synthesized and characterized by melting point, elemental analysis and infrared spectra and their effect on germination and early seedling growth in wheat (Triticum aestivum L.) were studied. All chemical treatments decreased per cent germination length and dry weight of shoots decreased at all concentrations except at 5 and 10 ppm n-propyl xanthate. Root length also decreased except at 5,10 and 25 ppm of potassium iso-propyl xanthate and potassium iso-butyl xanthate, root dry weight decreased with all chemical treatments except at 5 and 10 ppm in case of potassium n-butyl xanthate.
- Rani, Alka,Gupta
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p. 6995 - 6996
(2013/07/26)
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- Synthesis, characterization and X-ray structure of the adducts of bis(O-butyldithiocarbonato)nickel(II) with substituted pyridines
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Some mixed ligand complexes of Ni(II) with O-butyldithiocarbonate as a primary ligand and substituted pyridines as secondary ligands have been isolated and characterized on the basis of analytical data, molar conductance, magnetic susceptibility, electronic and infrared spectral studies. The molar conductance studies show their non-electrolytic behavior. Magnetic and electronic spectral studies suggest octahedral stereochemistry around Ni(II) ions. Infrared spectral studies suggest bidentate chelating behavior of O-butyldithiocarbonate monoanion while other ligands show unidentate behavior in their complexes. One of the adduct bis(O-butyldithiocarbonato)bis(3,5-dimethylpyridine)nickel(II) crystallizes in the monoclinic space group P21/c with unit cell parameters. The crystal structure has been solved by direct methods and refined by full matrix least-squares procedures to a final R-value of 0.0379 for 2460 observed reflections. The Ni2+ ion is in a octahedral coordination environment formed by an N2S4 donor set, defined by two chelating dithiocarbonate anions as well as two 3,5-dimethylpyridine ligands with the Ni2+ ion located at the inversion centre. The packing of layers of molecules is stabilized by weak π-π and C-H·π interactions.
- Neerupama,Sachar, Renu,Sambyal, Neha,Kapoor, Kamini,Singh, Kuldeep,Gupta, Vivek K.,Rajnikant
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p. 397 - 402
(2013/08/23)
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- Alkylxanthate, production thereof, photopolymerization initiator, and polymerization employing the same
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Alkylxanthate compound having the general formula: where R1 is an alkyl group of 1 to 18 carbons. The compound is useful as an initiator of photopolymerization of various radical-polymerizable monomers, and produced by reacting an aliphatic alcohol having the general formula:, , R2OH, , where R2 is an alkyl group of 1 to 18 carbons with carbon disulfide, alkali metal hydroxide or alkali metal, and p-xylylene dichloride. Photopolymerization initiator comprising the alkylxanthate. Process for producing a polymer having a xanthate end group at the both ends, comprising irradiating ultraviolet ray to a mixture of the alkylxanthate and a radical-polymerizable monomer and chloroprene polymer having the general formula: where R1 is an alkyl group of 1 to 18 carbons; M is a chloroprene radical; n denotes the polymerization degree, and having a number-average molecular weight of from 1,000 to 15,000.
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- Novel thiadiazoles
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Novel thiadiazoles of the formula STR1 wherein R is alkyl of 1 to 3 carbon atoms, W is selected from the group consisting of oxygen and sulfur, X is selected from the group consisting of --O--, --S-- and STR2 R" is selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms, n is 1, 2, 3 or 4 and R' is selected from the group consisting of hydrogen, --CN, alkoxy of 1 to 3 carbon atoms, alkoxycarbonyl of 2 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, phenyl optionally substituted with one member of the group consisting of halogen, alkyl of 1 to 3 carbon atoms and alkoxy of 1 to 3 carbon atoms or substituted with two members of the group consisting of halogen, alkyl of 1 to 3 carbon atoms and alkoxy of 1 to 3 carbon atoms, having insecticidal and nematocidal activity.
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- Certain 2-carbamoyl-1,2,4-thiadiazole-3-one herbicides
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Novel thiadiazoles of the formula STR1 wherein R is selected from the group consisting of alkoxy of 1 to 8 carbon atoms, cycloalkyloxy of 3 to 7 carbon atoms, alkylthio of 1 to 8 carbon atoms optionally substituted with carbalkoxy of 2 to 5 carbon atoms, alkenylthio of 2 to 4 carbon atoms, STR2 and benzyloxy, benzylthio, benzyl and phenyl, all aryl being optionally substituted with 1 to 2 members of the group consisting of chlorine, bromine, alkyl of 1 to 3 carbon atoms and alkoxy of 1 to 3 carbon atoms, Z and Z1 are alkyl of 1 to 4 carbon atoms and R1 is selected from the group consisting of alkyl of 1 to 6 carbon atoms optionally substituted with a member of the group consisting of chlorine, bromine and alkyloxy of 1 to 4 carbon atoms, phenyl optionally substituted with 1 to 2 members of the group consisting of bromine, chlorine, alkyl of 1 to 3 carbon atoms and alkoxy of 1 to 3 carbon atoms, alkenyl of 2 to 4 carbon atoms optionally substituted with at least one member of the group consisting of chlorine and alkoxy of 1 to 3 carbon atoms, STR3 and carbalkoxy of 2 to 6 carbon atoms and X is selected from the group consisting of alkyl of 1 to 4 carbon atoms and alkenyl of 2 to 4 carbon atoms, both optionally substituted with at least one chlorine having herbicidal properties and novel intermediates.
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