5439-93-0

Usage

Uses

Used in Organic Synthesis:
[[(diethylamino)thioxomethyl]thio]acetic acid is used as a building block in organic synthesis for its ability to participate in various chemical reactions due to the presence of the thioxo and diethylamino groups. This allows for the creation of a wide range of new compounds with different properties and applications.
Used in Pharmaceutical Research:
In the pharmaceutical industry, [[(diethylamino)thioxomethyl]thio]acetic acid is utilized as a key intermediate in the development of new drugs. Its unique structure and functional groups make it a promising candidate for the synthesis of bioactive molecules with potential therapeutic effects.
Used in the Development of New Materials:
[[(diethylamino)thioxomethyl]thio]acetic acid's properties also make it valuable in the development of new materials with specific characteristics. For instance, its sulfur-containing structure can contribute to the formation of materials with unique electronic, optical, or mechanical properties, depending on the nature of the reactions and the resulting compounds.

InChI:InChI=1/C7H13NO2S2/c1-3-8(4-2)7(11)12-5-6(9)10/h3-5H2,1-2H3,(H,9,10)

Upstream product

• 3926-62-3 sodium monochloroacetic acid 
• 148-18-5 sodium N,N-diethyldithiocarbamate 
• 75-15-0 carbon disulfide 
• 79-08-3 bromoacetic acid 
• 109-89-7 diethylamine 
• 3699-30-7 potassium diethyldithiocarbamate 
• 79-04-9 chloroacetyl chloride 
• 79-11-8 chloroacetic acid 

Downstream Products

• 168003-30-3 2-benzoylpyridine 4,4-diethyl-3-thiosemicarbazone 
• 135327-51-4 catena-poly[triphenyltin-μ-(N,N-diethylthiocarbamoylthioacetato-O:O')] 
• 135327-47-8 tricyclohexyl((N,N-diethyl-thiocarbamoylthio)acetato-O)tin(IV) 
• 96294-40-5 C₁₃H₂₀N₄OS 
• 107348-02-7 Diethyl-dithiocarbamic acid (ethyl-phenyl-carbamoyl)-methyl ester 
• 107348-01-6 Diethyl-dithiocarbamic acid (methyl-phenyl-carbamoyl)-methyl ester 
• 107348-00-5 Diethyl-dithiocarbamic acid benzylcarbamoyl-methyl ester 
• 51661-15-5 S-<(N-phenylcarbamoyl)methyl> diethyldithiocarbamate 
• 21198-48-1 4,4-diethyl-thiosemicarbazide 

Relevant academic research and scientific papers

Synthesis, characterization and biological evaluation of novel 1-N-substituted thiocarbomoyl-3-ferrocenyl-2-pyrazoline derivatives

Some novel 1-N-substituted thiocarbomoyl-3-ferrocenyl-2-pyrazoline derivatives were synthesized and evaluated for in vitro antiamoebic activity against HM1:IMSS strain of Entamoeba histolytica. The results showed that most of the compounds exhibited promising activity (IC50 values in the range of 0.050-1.683 μM) than the reference drug metronidazole (IC50 = 1.78 μM). Active compounds were further screened for cytotoxicity against human embryonic kidney-293 (HEK-293) normal cell lines to ensure their toxic effect and the results revealed that active compounds were least toxic in the concentration range of 2.5-50 μM for 48 h and 2.5-25 μM for 72 h. At 100 μM for 48 h and at 50 μM for 72 h only four compounds 2c, 2h, 2k and 2l showed maximum viability and least cytotoxicity, respectively, concluding that all the screened compounds were least cytotoxic against human embryonic kidney-293 (HEK-293) normal cell lines in the concentration range of 2.5-50 and 2.5-25 μM.

Fluorescent protein-imprinted polymers capable of signal transduction of specific binding events prepared by a site-directed two-step post-imprinting modification

Protein recognition polymers capable of highly specific transduction of protein binding events into fluorescence change were prepared by molecular imprinting in conjunction with a newly developed two-step post-imprinting chemical modification of functional groups located within the protein recognition cavity. The Royal Society of Chemistry.

Molecularly imprinted polymers prepared using protein-conjugated cleavable monomers followed by site-specific post-imprinting introduction of fluorescent reporter molecules

Molecularly imprinted polymers were prepared using a protein-conjugated disulfide cleavable monomer. After removing the protein by disulfide reduction, a thiol-reactive fluorophore was introduced into the thiol residue located only inside the imprinted cavity, resulting in specific transduction of the binding events into fluorescence spectral change. The Royal Society of Chemistry 2013.

Synthesis of a new series of dithiocarbamate-linked peptidomimetics and their application in Ugi reactions

Novel peptidomimetics containing dithiocarbamate groups were synthesized via the Ugi reaction. Also, dithiocarbamates of natural amino acids were prepared and were used successfully in Ugi reactions to prepare novel peptidomimetics bearing amino acid and dithiocarbamate groups in a single structure. In addition the prepared dithiocarbamates based on amino acids are converted to the corresponding amides.

Novel second-generation Di-2-pyridylketone thiosemicarbazones show synergism with standard chemotherapeutics and demonstrate potent activity against lung cancer xenografts after oral and intravenous administration in vivo

We developed a series of second-generation di-2-pyridyl ketone thiosemicarbazone (DpT) and 2-benzoylpyr-idine thiosemicarbazone (BpT) ligands to improve the efficacy and safety profile of these potential antitumor agents. Two novel DpT analogues, Dp4e4mT and DpC, exhibited pronounced and selective activity against human lung cancer xenografts in vivo via the intravenous and oral routes. Importantly, these analogues did not induce the cardiotoxicity observed at high nonoptimal doses of the first-generation DpT analogue, Dp44mT. The Cu(II) complexes of these ligands exhibited potent antiproliferative activity having redox potentials in a range accessible to biological reductants. The activity of the copper complexes of Dp4e4mT and DpC against lung cancer cells was synergistic in combination with gemcitabine or cisplatin. It was demonstrated by EPR spectroscopy that dimeric copper compounds of the type [CuLCl]2, identified crystallographically, dissociate in solution to give monomeric 1:1 Cu:ligand complexes. These monomers represent the biologically active form of the complex.

Synthesis and antiamoebic activity of 3,7-dimethyl-pyrazolo[3,4-e][1,2,4] triazin-4-yl thiosemicarbazide derivatives

A series of 3,7-dimethyl-pyrazolo[3,4-e][1,2,4]triazin-4-yl thiosemicarbazide derivatives 3-22 were prepared and evaluated in vitro against HM1:1MSS strain of Entamoeba histolytica, to identify the compounds for antiamoebic activity. They exhibited antiamoebic activity in the range (IC 50 = 0.81-7.31 μM). The results were compared to the activity of known drug metronidazole. It is inferred from the in vitro studies that the compounds 10, 11, 17 and 18 were found to be significantly better inhibitors of E. histolytica since IC50 values in the μM range elicited by these compounds are much lower than metronidazole. Besides, compounds 11 and 17 have shown the most promising antiamoebic activity (IC50 = 0.81 μM of 11, IC50 = 0.84 μM of 17 versus IC50 = 1.81 μM of metronidazole). The study suggests the possibility of developing triazine analogues as potential drug candidates for antiamoebic activity.

Synthesis and in vitro antiprotozoal activity of 5-nitrothiophene-2-carboxaldehyde thiosemicarbazone derivatives.

Several thiosemicarbazone derivatives of 5-nitrothiophene-2-carboxaldehyde were prepared by the simple process in which N(4)-thiosemicarbazone moiety was replaced by aliphatic, arylic and cyclic amine. Among these thiosemicarbazones compound 11 showed significant antiamoebic activity whereas compound 3 was more active antitrichomonal than the reference drug.

Hapten synthesis for the development of a competitive inhibition enzyme-immunoassay for thiram

An enzyme-linked immunosorbent assay (ELISA) was developed for the fungicide thiram. Two types of haptens were synthesized. The first type exhibits the two symmetrical N-alkyl dithiocarbamate patterns of thiram with a spacer arm linked to one of the N-methyl terminal group. The second type exhibits one of the two symmetrical N-alkyl dithiocarbamate patterns of thiram with a variable-length spacer arm linked to one sulfur atom. Polyclonal antibodies suitable for thiram detection were obtained from immunization with an hapten of the first type, while haptens of the second type were used as coating antigens to develop a competitive ELISA against thiram. The IC50 value for thiram was estimated to be 0.24 μg/mL, with a detection limit of 0.03 μg/mL. The assay seems to be thiram-specific since no or little cross-reaction with other dithiocarbamates were observed.

N,N-DIALKYL (ARYL)-(N prime ,N prime -DIETHYLTHIOCARBAMOYLTHIO) ACETAMIDES AS ADDITIVES TO LUBRICATING OILS.

In a search for more effective additives, we synthesized N,N-dialkyl-(aryl)-(N prime ,N prime -diethylthiocarbamoylthio)acetamides and studied their influence on the quality of lubricating oils. The results of comparative tests show that N,N-dialkyl(aryl)-(N prime ,N prime -diethylthiocarba-moylthio)acetamides are close to N,N-dibutylacetoformamide in effectiveness as anticorrosion additives, and are considerably superior to the latter in antiwear properties. Thus, the results of synthesis and tests of N,N-dialkyl(aryl)-(N prime ,N prime -diethylthiocarba-moylthio)acetamides as additives to oils showed them to be good anticorrosion and antiwear additives, so that they can be used in production of high-quality oils.