3581-30-4Relevant academic research and scientific papers
Cyclometalated rhodium(III) complexes bearing dithiocarbamate derivative: Synthesis, characterization, interaction with DNA and biological study
Mukherjee, Titas,Sen, Buddhadeb,Patra, Animesh,Banerjee, Snehasis,Hundal, Geeta,Chattopadhyay, Pabitra
, p. 127 - 134 (2014)
Reaction of three different dithiocarbamates (4-MePipzcdtH, L1H; MorphcdtH, L2H and 4-BzPipercdtH, L3H) with [Rh(2-C 6H4py)2Cl]2.1/4CH2Cl 2 afforded a class
Synthesis, characterization, interactions with DNA and bovine serum albumin (BSA), and antibacterial activity of cyclometalated iridium(III) complexes containing dithiocarbamate derivatives
Mukherjee, Titas,Mukherjee, Manjira,Sen, Buddhadeb,Banerjee, Snehasis,Hundal, Geeta,Chattopadhyay, Pabitra
, p. 2643 - 2660 (2014)
Three mononuclear cyclometalated iridium(III) complexes having dithiocarbamate ligands, [IrIII(2-C6H4py)2(L)] (where 2-C6H4py = 2-phenylpyridine; and L1H = 4-MePipzcdtH, L2
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.
Structure–activity relationships (SARs) of α- ketothioamides as inhibitors of phosphoglycerate dehydrogenase (PHGDH)
Spillier, Quentin,Ravez, Séverine,Unterlass, Judith,Corbet, Cyril,Degavre, Charline,Feron, Olivier,Frédérick, Rapha?l
, (2020/02/11)
For many years now, targeting deregulation within cancer cells’ metabolism has appeared as a promising strategy for the development of more specific and efficient cancer treatments. Recently, numerous reports highlighted the crucial role of the serine synthetic pathway, and particularly of the phosphoglycerate dehydrogenase (PHGDH), the first enzyme of the pathway, to sustain cancer progression. Yet, because of very weak potencies usually in cell-based settings, the inhibitors reported so far failed to lay ground on the potential of this approach. In this paper, we report a structure–activity relationship study of a series of α-ketothioamides that we have recently identified. Interestingly, this study led to a deeper understanding of the structure–activity relationship (SAR) in this series and to the identification of new PHGDH inhibitors. The activity of the more potent compounds was confirmed by cellular thermal shift assays and in cell-based experiments. We hope that this research will eventually provide a new entry point, based on this promising chemical scaffold, for the development of therapeutic agents targeting PHGDH.
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.
Synthesis, antifungal activities and molecular docking studies of novel 2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl dithiocarbamates
Zou, Yan,Yu, Shichong,Li, Renwu,Zhao, Qingjie,Li, Xiang,Wu, Maocheng,Huang, Ting,Chai, Xiaoxun,Hu, Honggang,Wu, Qiuye
, p. 366 - 374 (2014/02/14)
A series of 2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl) propyl dithiocarbamates as new analogs of fluconazole were synthesized and their antifungal activities were evaluated. Among these compounds, 2a-f and 3a-q exhibited higher activities than fluconazole against nearly all fungi tested except Aspergillus fumigatus. Noticeably, the in vitro biological activities of 2b, 3a, 3c, 3h-k, and 3o-q against Candida species were much better than those of fluconazole and ketoconazole. Also, 2a-d, 3a-d, 3e-f, 3h-k, 3p and 3q showed higher activities against A. fumi than fluconazole. Computational docking experiments indicated that the inhibition of CYP51 involved a coordination bond with iron of the heme group, the hydrophilic H-bonding region, the hydrophobic region, and the narrow hydrophobic cleft.
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.
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.
