25769-03-3Relevant articles and documents
Pharmacological investigation of mono-, di- and tri-organotin(IV) derivatives of carbodithioates: Design, spectroscopic characterization, interaction with SS-DNA and POM analyses
Sirajuddin, Muhammad,Ali, Saqib,Tahir, Muhammad Nawaz
, p. 145 - 158 (2016)
Ten complexes of sodium salt of pyrrolidine-1-carbodithioate with mono, di and tri-organotin(IV) derivatives, [SnR3(S2CR′); {R′ = pyrrolidine, R = CH3 (1), C2H5 (2) C6H11 (3), CH2-C6H5 (4)}; SnR2(S2CR′)2; {R = CH3 (5), C(CH3)3 (6) CH2-C6H5 (7)}; SnRCl2(S2CR′); {R = C4H8 (8), C6H5 (9, 10)], have been synthesized and characterized by elemental, FT-IR and multinuclear NMR (1H, 13C and 119Sn) techniques. The FT-IR data reveals that in triorganotin(IV) the CSS unit acts as a monodentate (Δνasym is >20) while in mono and diorganotin(IV) derivatives it acts bidentate as the difference (a single and unsplit peak is observed). The crystal structures of the complexes 3, 5, 6 and 9 were also determined by X-ray single crystal analysis. In complex 3 the geometry around of tin atoms is 4-coordinated tetrahedral while complex 9 demonstrated 5-coordinated geometry trigonal bipyramidal. Complexes 5 and 6 show 6-coordinated octahedral geometry. They were also screened for interaction with DNA by UV-visible spectroscopy. From the UV-visible spectroscopic result it was confirmed that the binding mode of these compounds with DNA is an intercalation. This was further conformed by viscosity measurements. The screening results show that the complex exhibit good antibacterial activity. POM analyses reveal that the compounds are slightly toxic and present a potential antibacterial activity. Moreover, they have 5-85% drug score which is an important parameter for the compound possessing the drug properties.
Visible-Light-Induced Photocatalytic Synthesis of β-Keto Dithiocarbamates via Difunctionalization of Styrenes
Vishwakarma, Ramesh Kumar,Kumar, Saurabh,Singh, Krishna Nand
supporting information, p. 4147 - 4151 (2021/05/26)
A facile photocatalyzed strategy for difunctionalization of styrenes in the presence of CS2 and amines providing β-keto dithiocarbamates has been developed. In the case of 4-nitrostyrene and 2-vinylpyridine, however, only 2-arylethylthiocarbamates are interestingly formed without the aid of photoredox catalysis/TBHP.
Dithiocarbamation of spiro-aziridine oxindoles: a facile access to C3-functionalised 3-thiooxindoles as apoptosis inducing agents
Bhandari, Sonal,Godugu, Chandraiah,Laxmikeshav, Kritika,Panda, Biswajit,Sakla, Akash P.,Shankaraiah, Nagula,Soni, Jay Prakash
, p. 10622 - 10634 (2021/12/27)
Herein, we report the first dithiocarbamation of spiro-aziridine oxindoles involving regiospecific ring-opening by usingin situgenerated nucleophilic dithiocarbamates as an instant source of sulfur. This approach afforded C3-functionalised-3-thiooxindoles in good to excellent yields with a wide substrate scope under catalyst-free and mild reaction conditions. These compounds were screened for their anticancer activity against a panel of human cancer cell lines, wherein compound3uexhibited significant cytotoxic activity against human lung cancer cells with an IC50value of 4.31 ± 1.88 μM. Phase contrast microscopy as well as different staining assays such as acridine orange/ethidium bromide (AO/EB), DAPI and DCFDA demonstrated the induction of apoptosis in A549 lung cancer cells after treatment with compound3u. In addition, the clonogenic assay and migration assay demonstrated the ability of compound3uto inhibit colony formation and cell migration, respectively, in A549 cells in a dose-dependent manner.
Synthesis of novel dithiocarbamates and xanthates using dialkyl azodicarboxylates: S–N bond formation
Ziyaei Halimehjani, Azim,Klepetá?ová, Blanka,Beier, Petr
, p. 1850 - 1858 (2018/03/06)
A one?pot three?component route for the synthesis of a novel category of dithiocarbamates or xanthates is developed by a reaction of in-situ generated dithiocarbamic acids or xanthates with dialkyl azodicarboxylates under mild and catalyst-free conditions. The reaction is characterized by a wide scope, high efficiency and straightforward isolation protocol. The synthetic utility of the dithiocarbamates and xanthates was demonstrated on the preparation of symmetrical and unsymmetrical thioureas, isothiocyanates, and thiocarbamates.
Generation of a structurally diverse library through alkylation and ring closure reactions using 3-dimethylamino-1-(thiophen-2-yl)propan-1-one hydrochloride
Roman, Gheorghe
, p. 70 - 80 (2013/06/27)
3-Dimethylamino-1-(thiophen-2-yl)propan-1-one hydrochloride (2), a ketonic Mannich base derived from 2-acetylthiophene, was used as a starting material in different types of alkylation and ring closure reactions with a view to generate a structurally diverse library of compounds. Compound 2 reacts with S-alkylated dithiocarbamic acid salts and aryl mercaptans to produce dithiocarbamates and thioethers, respectively. The dimethylamino moiety in compound 2 was exchanged with various aliphatic secondary and aromatic primary and secondary amines, whereas monocyclic NH-azoles such as pyrazole, imidazole, 1,2,4-triazole, and tetrazole were N-alkylated by compound 2. Ketones, pyrrole and indoles have been the substrates subjected to C-alkylation reactions by compound 2. Ring closure reactions of compound 2 with a suitable bifunctional nucleophile yielded pyrazolines, pyridines, 2,3-dihydro-1,5-1H-benzodiazepines, 2,3-dihydro-1,5-1H- benzothiazepine, pyrimido[1,2-a]benzimidazole and 4-hydroxypiperidine derivatives.
Synthesis of S- and N-functionalized dithiocarbamates from cyclic sulfates
Parada-Aliste, Jose,Megia-Fernandez, Alicia,De La Torre-Gonzalez, Diego,Hernandez-Mateo, Fernando,Santoyo-Gonzalez, Francisco
, p. 3758 - 3763 (2013/07/19)
A novel methodology for the synthesis of S- and N-functionalized dithiocarbamates starting from cyclic sulfates, amines and carbon disulfide by using different protocols, including microwave assistance and a multicomponent variant, has been developed. The procedure is highly versatile, simple and efficient. As an efficient route to dithiocarbamates, a simple and versatile method for preparing S- and N-functionalized dithiocarbamates starting for readily available cyclic sulfates and commercial amines under environmentally friendly conditions is reported. Copyright
Reaction under ball-milling: Solvent-, ligand-, and metal-free synthesis of unsymmetrical diaryl chalcogenides
Mukherjee, Nirmalya,Chatterjee, Tanmay,Ranu, Brindaban C.
, p. 11110 - 11114 (2013/11/19)
A convenient, efficient, and general procedure for the synthesis of diaryl chalcogenides including sulfides, selenides and tellurides has been developed by the reaction of diazonium tetrafluoroborates and diaryl dichalcogenides on the surface of alumina u
Design, synthesis, molecular docking and biological evaluation of new dithiocarbamates substituted benzimidazole and chalcones as possible chemotherapeutic agents
Bacharaju, Keerthana,Jambula, Swathi Reddy,Sivan, Sreekanth,Jyostnatangeda, Saritha,Manga, Vijjulatha
experimental part, p. 3274 - 3277 (2012/06/18)
A series of novel dithiocarbamates with benzimidazole and chalcone scaffold have been designed synthesised and evaluated for their antimitotic activity. Compounds 4c and 9d display the most promising antimitotic activity with IC 50 of 1.66 μM and 1.52 μM respectively.
Transition metal-free procedure for the synthesis of S-aryl dithiocarbamates using aryl diazonium fluoroborate in water at room temperature
Chatterjee, Tanmay,Bhadra, Sukalyan,Ranu, Brindaban C.
experimental part, p. 1837 - 1842 (2011/10/01)
A convenient, efficient and green procedure for the synthesis of S-aryl dithiocarbamates has been developed by a simple one-pot condensation of aryl diazonium fluoroborate, carbon disulfide and amine in the absence of any transition metal catalyst in water at room temperature. The reactions of a variety of substituted aryl diazonium fluoroborates, and cyclic and open chain amines, have been addressed. The products are purified by crystallization from ethanol and the process does not involve any hazardous solvent.
First fused perpendicular hybrid tetrathiafulvalene (TTF) dimers: A new strategy in π-extended and rigidified TTF
Gautier, Nicolas,Gallego-Planas, Nuria,Mercier, Nicolas,Levillain, Eric,Hudhomme, Pietrick
, p. 961 - 963 (2007/10/03)
(equation presented) The synthesis, theoretical calculations, and crystallographic and electrochemical properties of fused perpendicular tetrathiafulvalene (TTF) dimers incorporating both a TTF unit and a quinonoid π-extended TTF are described as a new st
