57802-74-1

Upstream product

• 75-15-0 carbon disulfide 
• 103-67-3 benzyl-methyl-amine 

Downstream Products

• 109720-09-4 S-phenyl N-benzyl-N-methyldithiocarbamate 
• 76270-63-8 bis(methyl benzyldithiocarbamato)bis(p-biphenyl)tin(IV) 
• 86347-88-8 (Cp₂Tiox)(+)((CH₃)(C₆H₅CH₂)NCS₂)(-) 
• 86347-85-5 (Cp₂Tibzac)(+)((CH₃)(C₆H₅CH₂)NCS₂)(-) 
• 153724-50-6 Co(CS₂NCH₃C₆H₅CH₂)2 
• 35026-88-1 bis(N-methylbenzylaminethiocarbonyl)disulfide 
• 1447932-95-7 [In(benzyl(methyl)dithiocarbamate)3] 
• 1092361-87-9 benzyl-methyl-amino-1-carbodithioic acid 2-hydroxy-3-{methyl-[3-phenyl-3-(4-trifluoromethyl-phenoxy)-propyl]-amino}-propyl ester 
• 90752-51-5 ((C₉H₇)2Zr(CH₃COCHCOCH₃))⁽¹⁺⁾*(C₆H₅CH₂)(CH₃)NCS₂^(1-)=((C₉H₇)2Zr(CH₃COCHCOCH₃))((C₆H₅CH₂)(CH₃)NCS₂) 
• 86347-79-7 (Cp₂Tiacac)(+)((CH₃)(C₆H₅CH₂)NCS₂)(-) 
• 81641-57-8 bis-N,N-methyl benzyl dithiocarbamato-di-p-tolyltin(IV) 
• 114026-53-8 tri-n-butyltin(IV) N-benzyl-N-methyldithiocarbamate 

Relevant academic research and scientific papers

Synthesis, characterization and anticancer studies of bis-(N-methyl-1-phenyldithiocarbamato) Cu(II), Zn(II), and Pt(II) complexes: single crystal X-ray structure of the copper complex

Cu(II), Pt(II), and Zn(II) complexes of N-methyl-1-phenyldithiocarbamate were synthesized and characterized by FTIR, NMR, UV-visible spectroscopy and elemental analysis. The complexes were formulated as [Cu(L)2], [Zn(L)2] and [Pt(L)

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 and crystal structures of Pb(II) dithiocarbamates complexes: precursors for PbS nanophotocatalyst

Pb(II) complexes of N-ethyl-N-phenyl dithiocarbamate [Pb(EtPhdtc)2] and N-benzylmethyl dithiocarbamate [Pb(BzyMedtc)2] were synthesized and characterized by single crystal X-ray crystallography. The molecular structures of compounds

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.

Synthesis, toxicities and bio-activities of manganese complexes with CO and H2S dual donors

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.

Role of disulfide linkage in action of bis(dialkylaminethiocarbonyl)disulfides as potent double-Edged microbicidal spermicide: Design, synthesis and biology

Trichomoniasis and candidiasis are amongst the most common morbidity-causing reproductive tract infections, generally treated by Metronidazole and Fluconazole respectively. Poor vaginal efficacy, drug-resistance and non-spermicidal nature limit their use as topical microbicidal contraceptives. Bis(dialkylaminethiocarbonyl)disulfides (4-38) were designed as dually active, non-surfactant molecules capable of eliminating Trichomonas vaginalis and Candida strains as well as irreversibly immobilizing 100% human sperm instantly, at doses non-cytotoxic to human cervical epithelial cells and vaginal microflora in vitro. Compounds 12, 16, 17 were fifty times more active than nonoxynol-9, OTC vaginal spermicide, and compounds 12 and 17 have shown remarkable in vivo activity in rabbit model. Most promising compound 17 has shown promise for further development as a double-edged vaginal microbicide due to their improved activity and safety along with notable in vivo trichomonicidal activity. Role of disulfide group was established by loss of spermicidal activity on chemical modifications (39-56). These disulfides might be targeting thiol groups present over cell membrane of human sperm and Trichomonas as shown by fluorescence labeling of free thiols.

CARBONIC ANHYDRASE INHIBITOR COMPRISING A DITHIOCARBAMATE

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

Dithiocarbamates: A new class of carbonic anhydrase inhibitors. Crystallographic and kinetic investigations

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.

Dithiocarbamates strongly inhibit carbonic anhydrases and show antiglaucoma action in vivo

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.

In vitro toxicity of several dithiocarbamates and structure-activity relationships.

Dithiocarbamates (DTCs) are chemicals featuring a great chelating capacity. The toxicological study of DTCs is very important in view of their relatively simple synthesis and wide array of sanitary and industrial applications. In this study, the toxicity of some of the more recently synthesized DTCs is determined using an extremely simple bioassay, described in previous studies, based on the inhibition of growth of Escherichia coli (IGEC). The lowest-observed-effect concentration (LOEC), the median effective concentration (EC(50)) and no-observed-effect concentration (NOEC) of the following sodium dithiocarbamates was determined: N-benzyl-N-methyldithiocarbamate x 2H(2)O, N-benzyl-N-isopropyldithiocarbamate x 3H(2)O, N-benzyl-N-ethyldithiocarbamate x 2H(2)O, N-butyl-N-methyldithiocarbamate x 2H(2)O, N,N-dibenzyldithiocarbamate x 2H(2)O and N-benzyl-2-phenethyldithiocarbamate x 4H(2)O. Our results showed N,N-dibenzyl-DTC to be the least toxic of the tested substances, with an EC(50) value of 1,269.9 micro g ml(-1), whereas N-butyl-N-methyl-DTC and N-benzyl-N-methyl-DTC, with respective EC(50) values of 14.9 micro g ml(-1) and 23.5 micro g ml(-1), were the most toxic. Regression analysis showed, through exponential models, that the degree of toxicity of this group of substances correlated with the molecular weight of the compound, the molecular weight of the smallest chemical radical linked to the dithiocarbamate group and the number of benzene rings present in the molecule. The consideration of these models allows us to establish that in general terms the toxicity of DTCs decreases exponentially with a greater molecular weight and the number of benzene rings. Copyright 2002 John Wiley & Sons, Ltd.