5715-80-0

Upstream product

• 75-15-0 carbon disulfide 
• 92-54-6 4-phenyl-1-piperazine 

Downstream Products

• 91630-81-8 phenylpiperazyldithiocarbamato-S,S' copper(II) 
• 106756-24-5 Co[(C₆H₅)C₄H₈N₂(CS₂)]2 
• 106756-24-5 bis(4-phenylpiperazine-1-carbodithioato)cobalt(II) 
• 114075-44-4 UO₂(C₆H₅C₄H₈N₂CS₂)2 

Relevant academic research and scientific papers

Synthesis, characterization, and in?vitro anticancer studies of chlorido(triphenylphosphine)ruthenium(II) dithiocarbamate complexes

Three chlorido(triphenylphosphine)ruthenium(II) dithiocarbamate complexes - [RuCl(PPh3)3(Mbzdtc)] 1, [RuCl(PPh3)3(Ppipdtc)] 2, and [RuCl(Ph3)3(Mordtc)] 3 with Mbzdtc = N-methylphenyldithiocarbamate, Ppipdtc = phenylpiperazyldithiocarbamate and (Mordtc) = morpholinyldithiocarbamate were synthesized and characterized by elemental analysis and spectroscopic techniques. The Ru(II) atom is six coordinate and displays an octahedral coordination geometry, in which it is bonded to one dithiocarbamato anion acting as bidentate ligand. Electrochemical studies indicate for complexes 1 and 2 a quasi-reversible one electron redox couple due to Ru(III)/Ru(II), whereas complex 3 showed two redox couples due to Ru(III)/Ru(II) and Ru(II)/Ru(I). The E 1/2 values observed toward the cathodic region are consequence of the presence of S-S donor atom of the dithiocarbamate ligand. The anticancer potential of the complexes was assessed using sulforhodamine B (SRB) assay against renal (TK10) melanoma (UACC62) and breast (MCF7) human cancer cell lines. Complex 1 exhibits the highest cytotoxic activity against MCF7 with an IC50 value of 33.36 μM, whereas complex 3 exhibits the lowest activity against TK10 with an IC50 value of 91.95 μM.

Synthesis, characterization, and electrochemical studies of Co(II, III) dithiocarbamate complexes

Cobalt(II) complexes of N-methyl phenyl, 1-phenylpiperazyl, and morpholinyl dithiocarbamates have been synthesized and characterized by UV–Visible, FTIR, 1H-, 13C-NMR, and mass spectrometry. The spectroscopic data indicated that two ligands coordinated in bidentate chelating to the metal ion to form four-coordinate cobalt(II) complexes (1–3), which was confirmed by mass analysis (TOF MS ES+) of the complexes with m/z [M]+ = 450.98, 382.94, and 382.94 for 1, 2, and 3, respectively. Single crystal analysis of 2A and 3A show centrosymmetric mononuclear cobalt(III) bonded to three dithiocarbamate ligands forming a distorted octahedral geometry, indicating the cobalt(II) undergoes aerial oxidation to cobalt(III) during recrystallization. In addition, 2A crystallized with one solvated molecule of toluene. The redox behaviors of the complexes were studied by cyclic and square wave voltammetry in dichloromethane; the result revealed a metal centered redox process consisting of a one-electron quasi-reversible process assigned to Co(III)/Co(IV) oxidation and a corresponding Co(IV)/Co(III) reduction. Randles–Sevcik plots (anodic peak current versus the square root of the scan rate (Ip,a versus ν1/2)) for the redox couples revealed diffusion-controlled behavior.

Novel imidazole derivatives as antifungal agents: Synthesis, biological evaluation, ADME prediction and molecular docking studies

A series of 2-(substituteddithiocarbamoyl)-N-[4-((1H-imidazol-1-yl)methyl)phenyl]acetamide derivatives was designed and synthesized to combat the increasing incidence of drug-resistant fungal infections. All synthesized compounds were characterized by IR, 1H-NMR, 13C-NMR, and HRMS spectra and elemental analyses. Antifungal activity tests were performed against four different fungal strains. Molecular docking studies were performed to investigate the mode of action towards the fungal lanosterol 14α-demethylase, a cytochrome P450-dependent enzyme. ADME studies were carried out and a connection between activities and physicochemical properties of the target compounds was determined. Most of the final compounds exhibited significant activity against Candida albicans and Candida krusei with MIC50 value 12.5 μg/mL. The results of in vitro anti-Candida activity, a docking study and ADME prediction revealed that the newly synthesized compounds have potential anti-Candida activity and evidenced the most active derivative, 5b (2-Pyrrolidinthiocarbonylthio-N-[4-((1H-imidazol-1-yl)methyl)phenyl]acetamide), which can be further optimized as a lead compound.

Design, Synthesis, Molecular Docking, and Cholinesterase Inhibitory Potential of Phthalimide-Dithiocarbamate Hybrids as New Agents for Treatment of Alzheimer's Disease

A novel series of phthalimide-dithiocarbamate hybrids was synthesized and evaluated for in vitro inhibitory potentials against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). The anti-cholinesterase results indicated that among the synthesized compounds, the compounds 7g and 7h showed the most potent anti-AChE and anti-BuChE activities, respectively. Molecular docking and dynamic studies of the compounds 7g and 7h, respectively, in the active site of AChE and BuChE revealed that these compounds as well interacted with studied cholinesterases. These compounds also possessed drug-like properties and were able to cross the BBB.

Synthesis, characterization and anticancer studies of bis(1-phenylpiperazine dithiocarbamato) Cu(II), Zn(II) and Pt(II) complexes: Crystal structures of 1-phenylpiperazine dithiocarbamato-S,S′ zinc(II) and Pt(II)

Copper(II), zinc(II) and platinum(II) complexes of phenylpiperazine dithiocarbamate formulated as [CuL2], [PtL2] and [Zn2(μ-L)2(L)2], where L = phenylpiperazine dithiocarbamate were prepared and characterized by elemental analysis IR, UV–Visible, 1H and 13C NMR spectroscopy. Single crystal X-ray structures of the Zn(II) and Pt(II) complexes are also reported. The FTIR spectra of the complexes confirm the bidentate coordination of the ligand to the metal ions by the single band due to ν(C–S) observed in the range 1012–1014 cm?1 compared to that of the ligand at 994 cm?1. Electronic spectra of both the Cu(II) and Pt(II) complex are consistent with square planar geometry, this is further confirm in the case of the Pt(II) complex by the single X-ray crystal structure. The molecular structure of the Zn(II) complex indicate a centrosymmetric dimeric compound in which each of the zinc ion is bonded to two molecules of the ligands acting as either bidentate chelating or as bridging coordinating ligand resulting in a distorted octagonal cycle comprising of two zinc ions, two thioureide carbons and four sulphur atoms. The geometry around each zinc ion is a distorted tetrahedral geometry. The Pt(II) complex consist of a monomeric entity where the Pt(II) ion is surrounded by four sulphur donor atoms from the two phenylpiperazine dithiocarbamate ligands forming a slightly distorted square planner geometry around the Pt(II) ion. Anticancer potency of the complexes against three cancer cell lines indicates UACC62 > MCF7 > TK10 at IC50 values of 3.34, 17.52 and 19.83 μM respectively for the Cu(II) complex. MCF7 > TK10 > UACC62 at IC50 of 8.42, 13.40 and 15.14 μM respectively for Zn(II), whereas for the Pt(II) the activity stands at concentration (IC50) >100 μM for all the cell lines.

Substituted carbamothioic amine-1-carbothioic thioanhydrides as novel trichomonicidal fungicides: Design, synthesis, and biology

Sexually transmitted diseases like trichomoniasis along with opportunistic fungal infections like candidiasis are major global health burden in female reproductive health. In this context a novel non-nitroimidazole class of substituted carbamothioic amine-1-carbothioic thioanhydride series was designed, synthesized, evaluated for trichomonacidal and fungicidal activities, and was found to be more active than the standard drug Metronidazole (MTZ). Compounds were trichomonicidal in the MIC ranges of 4.77–294.1 μM and 32.46–735.20 μM against MTZ-susceptible and -resistant strains, respectively. Further, compounds inhibited the growth of at least two out of ten fungal strains tested at MIC of 7.50–240.38 μM. The most active compound (20) of this series was 3.8 and 9.5 fold more active than the MTZ against the two Trichomonas strains tested. Compound 20 also significantly inhibited the sulfhydryl groups present over Trichomonas vaginalis and was found to be more active than the MTZ in vivo. Further, a docking analysis carried out with cysteine proteases supported their thiol inhibiting ability and preliminary pharmacokinetic study has shown good distribution and systemic clearance.

Synthesis and biological evaluation of new cholinesterase inhibitors for Alzheimer's disease

Alzheimer's disease (AD) is a neurodegenerative disorder mostly influencing the elderly, and causes death due to dementia. The main pathogenic feature connected with the progression of this multifactorial disease is the weakening of the cholinergic system in the brain. Cholinesterase (ChE) inhibitors are recognized as one of the choices in the treatment of AD. The inhibition of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) were approved as a therapeutic strategy to reduce the symptoms of AD and prevent its progression. The capacity of BChE is not completely known yet; rather, it is accepted to assume a part in a few disorders such as AD. Thus, BChE inhibitors may have a greater role for the treatment of AD in the future. In the present study, 2-(9-acridinylamino)-2-oxoethyl piperazine/piperidine/morpholinecarbodithioate derivatives were synthesized in order to investigate anticholinesterase activity. Eight derivatives demonstrated a specific and promising action against BChE. Furthermore, compound 4n showed inhibitory activity against both enzymes. It was found that the active compounds were well tolerated in the cytotoxicity test. Possible interactions between the lead compound, 4n, and the BChE enzyme were determined through a docking study. The findings obtained within this paper will contribute to the development of new and effective synthetic anti-Alzheimer compounds, and will ideally encourage future screening against AD.

Synthesis and evaluation of new benzodioxole-based dithiocarbamate derivatives as potential anticancer agents and hCA-I and hCA-II inhibitors

In the current work, new benzodioxole-based dithiocarbamate derivatives were synthesized via the reaction of N-(1,3-benzodioxol-5-ylmethyl)-2-chloroacetamide with appropriate sodium salts of N,N-disubstituted dithiocarbamic acids. These derivatives were evaluated for their cytotoxic effects on A549 human lung adenocarcinoma and C6 rat glioma cell lines. N-(1,3-Benzodioxol-5-ylmethyl)-2-[4-(4-nitrophenyl)-1-piperazinylthiocarbamoylthio]acetamide (10) can be identified as the most promising anticancer agent against C6 cell line due to its notable inhibitory effect on C6 cells with an IC50value of 23.33 ± 7.63 μg/mL when compared with cisplatin (IC50= 19.00 ± 5.29 μg/mL). On the other hand, compound 10 did not show any significant cytotoxic activity against A549 cell line. The compounds were also tested for their in vitro inhibitory effects on hCA-I and hCA-II. Generally, the tested compounds were more effective on CAs than acetazolamide, the reference agent. Among these compounds, N-(1,3-benzodioxol-5-ylmethyl)-2-[(morpholinyl)thiocarbamoylthio]acetamide (3) and N-(1,3-benzodioxol-5-ylmethyl)-2-[(thiomorpholinyl)thiocarbamoylthio]acetamide (4) were found to be the most effective compounds on hCA-I with IC50values of 0.346 nM and 0.288 nM, and hCA-II with IC50values of 0.287 nM and 0.338 nM, respectively.

Anticholinesterase activity screening of some novel dithiocarbamate derivatives including piperidine and piperazine moieties

The present study was undertaken to synthesize some novel lipophilic piperazine and piperidinedithiocarbamates and investigate their inhibitory potencies against cholinesterase enzymes. In the synthetic studies, 44 new compounds were isolated. The structu

Synthesis and biological evaluation of a series of dithiocarbamates as new cholinesterase inhibitors

In the present paper, a novel series of dithiocarbamates was synthesized via the treatment of 4-(trifluoromethyl)benzyl chloride with appropriate sodium salts of N,N-disubstituted dithiocarbamic acids. The chemical structures of the compounds were elucidated by 1H NMR, mass spectral data, and elemental analyses. Each derivative was evaluated for its ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) using a modification of Ellman's spectrophotometric method. The most potent AChE inhibitor was found as compound 2g (IC50 = 0.53 ± 0.001 μM) followed by compounds 2f (IC50 = 0.74 ± 0.001 μM) and 2j (IC50 = 0.89 ± 0.002 μM) when compared with donepezil (IC50 = 0.048 ± 0.001 μM). Compounds 2f and 2g were more effective than donepezil (IC50 = 7.88 ± 0.52 μM) on BuChE inhibition. Compounds 2f and 2g exhibited the inhibitory effect on BuChE with IC50 values of 1.39 ± 0.041 and 3.64 ± 0.072 μM, respectively.