2391-78-8

Usage

Uses

Used in Rubber Industry:
DEDTCA is used as a vulcanization accelerator for enhancing the production process and improving the properties of rubber materials. Its application reason is to facilitate the cross-linking of rubber polymers, which results in increased strength, elasticity, and durability of the final rubber products.
Used in Chemical Research:
DEDTCA is also utilized in chemical research as a reagent or intermediate in the synthesis of various organic compounds. Its application reason is to provide a versatile starting material for the preparation of other dithiocarbamates and related compounds, which can be further used in different chemical applications.
Used in Pesticide Formulations:
In some cases, DEDTCA is used as a component in pesticide formulations, where it serves as a metal deactivator or a fungicide. Its application reason is to protect crops from fungal infections and to prevent the degradation of active ingredients in the presence of metal ions.
Used in Environmental Remediation:
Although primarily used in the rubber industry, DEDTCA has potential applications in environmental remediation, where it can be employed as a chelating agent to remove heavy metals from contaminated soils or water. Its application reason is to facilitate the binding and removal of metal ions, thus reducing their toxicity and mobility in the environment.

InChI:InChI=1/C6H15N.C5H11NS2/c1-4-7(5-2)6-3;1-3-6(4-2)5(7)8/h4-6H2,1-3H3;3-4H2,1-2H3,(H,7,8)

Upstream product

• 75-15-0 carbon disulfide 
• 109-89-7 diethylamine 
• 121-44-8 triethylamine 

Downstream Products

• 19200-30-7 S-(β-D-glucopyranosyl) N,N-diethyldithiocarbamate 
• 95-05-6 tetraethylthiuram monosulfide 
• 192883-67-3 (4R,5S,6S)-3-Diethylthiocarbamoylsulfanyl-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 97-77-8 disulfiram 
• 686-07-7 methyl diethyldithiocarbamate 

Relevant academic research and scientific papers

A facile synthesis, crystallographic, spectral, thermal, and electrochemical investigations of neutral [Cu2(Et2dtc) 4] dimer

A neutral dimeric complex [Cu2(Et2dtc)4] (dtc = dithiocarbamate) (1) was synthesized in single step under mild conditions. Structure of 1 has been studied using single-crystal XRD to gauge the influence of CH3 and CH2 groups of coordinated dithiocarbamate ligands on the association of the molecules in solid state. Evidently 1 features the ability of these groups to form intermolecular (sp 3)CHΠ(chelate ring) and (sp3)CHS stacking interactions leading to fascinating 3D infinite network. Complex has been completely characterized by spectrophotometric methods, optical behavior, and thermal and cyclic voltammetry studies. Cyclic voltammetric study confirmed the binding affinity of 1 toward H2PO-4. Supplemental materials are available for this article. Go to the publisher's online edition of Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry to view the supplemental file. Copyright Taylor & Francis Group, LLC.

Development of disulfide-derived fructose-1,6-bisphosphatase (FBPase) covalent inhibitors for the treatment of type 2 diabetes

Fructose-1,6-bisphosphatase (FBPase), as a key rate-limiting enzyme in the gluconeogenesis (GNG) pathway, represents a practical therapeutic strategy for type 2 diabetes (T2D). Our previous work first identified cysteine residue 128 (C128) was an important allosteric site in the structure of FBPase, while pharmacologically targeting C128 attenuated the catalytic ability of FBPase. Herein, ten approved cysteine covalent drugs were selected for exploring FBPase inhibitory activities, and the alcohol deterrent disulfiram displayed superior inhibitory efficacy among those drugs. Based on the structure of lead compound disulfiram, 58 disulfide-derived compounds were designed and synthesized for investigating FBPase inhibitory activities. Optimal compound 3a exhibited significant FBPase inhibition and glucose-lowering efficacy in vitro and in vivo. Furthermore, 3a covalently modified the C128 site, and then regulated the N125–S124–S123 allosteric pathway of FBPase in mechanism. In summary, 3a has the potential to be a novel FBPase inhibitor for T2D therapy.

Protection-free synthesis of glycosyl dithiocarbamates in aqueous media by using 2-chloroimidazolinium reagent

Glycosyl dithiocarbamates (GDTCs) have been synthesized directly from the corresponding unprotected sugars and dithiocarbamate salts in good yields by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as condensing agent in aqueous media. The three-component one-pot synthesis of GDTCs starting from unprotected sugars, carbon disulfide, and secondary amines has also been successfully demonstrated. This is the first report on the direct synthesis of GDTCs from unprotected sugars without using any protecting groups.

A non-isothiocyanate route to synthesize trisubstituted thioureas of arylamines using in situ generated dithiocarbamates

A novel, user-friendly, and convenient method for the synthesis of trisubstituted thioureas of arylamines is presented, for the first time, using in situ generated dithiocarbamates of secondary amines. This strategy provides an excellent opportunity to access thioureas containing primary aryl amines. A non-isothiocyanate route to obtain thioureas is the advantage of this strategy, which may provide a useful route to synthesize a variety of biologically active derivatives of thioureas.

Bis(dialkylaminethiocarbonyl)disulfides as potent and selective monoglyceride lipase inhibitors

Monoglyceride lipase (MGL) inhibition may offer an approach in treating diseases in which higher 2-arachidonoyglycerol activity would be beneficial. We report here the synthesis and pharmacological evaluation of bis(dialkylaminethiocarbonyl)disulfide derivatives as irreversible MGL inhibitors. Inhibition occurs through interactions with MGL C208 and C242 residues, and these derivatives exhibit high inhibition selectivity over fatty acid amide hydrolase, another endocannabinoid-hydrolyzing enzyme. 2009 American Chemical Society.

First stable O-amidinylhydroxylamines and their transformations into sulfenamides by intramolecular 1,5-O→S amine migration

The reaction of 2-chloro-4,5-dihydroimidazole (1) with aliphatic hydroxylamines 2-4 gives O-amidinylhydroxylamines 5-7 in contrast to the analogous reaction of 1 with N-arylhydroxylamines in which N-substitution occurs. A number of thiocarbamoylsulfenamides 8-10 have been prepared by the reaction of 5-7 with carbon disulfide under basic and mild conditions. The key step in the 1,5-O→S amine migration involves the tandem nucleophilic addition-electrophilic amination reaction. The intermolecular version of this process using preformed triethylammonium dithiocarbamates gives the corresponding sulfenamides 14-16. Functionalized ethylenediamines 17-19 are obtained by treatment of 8 and 9 with amines. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Novel dithiocarbamate carbapenems with anti-MRSA activity

A new series of 1β-methyl carbapenems, in which a disubstituted-aminothiocarbonylthio moiety was attached to the C-2 position of the carbapenem nucleus, were prepared and evaluated for anti-MRSA activity. These derivatives showed good in vitro antibacterial activity against high-level MRSA, and the finding of good affinity for PBP-2' supported these results. Some of the compounds having favorable protein-binding affinity showed excellent in vivo anti-MRSA activity. Copyright (C) 1998 Elsevier Science Ltd.

REACTION OF THE SALTS OF DITHIO ACIDS WITH TRIFLUOROMETHYLACETYLENE AND TRIFLUOROMETHYLALKYLDIACETYLENES

The reactions of the triethylammonium salts of N,N-diethyl- and N-piperidinodithiocarbamic and 2-thiophenedithiocarboxylic acids with trifluoromethylacetylene and trifluoromethylisopropyl- and trifluoromethyl-tert-butyldiacetylenes were investigated.With trifluoromethylacetylene and trifluoromethylalkyldiacetylenes the dithiocarbamate salts form the Z adducts from nucleophilic addition.Unlike the dithiocarbamates, the 2-thiophenediethiocarboxylate salt forms the product from 1,3-anionic cycloaddition exclusively with trifluoromethylisopropyldiacetylene and both the product from 1,3-anio nic cycloaddition and the product from nucleophilic addition with trifluoromethylacetylene.