147-84-2

Usage

Uses

Used in Pharmaceutical Applications:
DIETHANOL-DITHIOCARBAMATE is used as an inhibitor of superoxide dismutase for its potential to modulate cellular oxidative processes. This application is particularly relevant in the context of cell oxidative damage caused by ionizing radiation, where DIETHANOL-DITHIOCARBAMATE can either potentiate or protect against such damage, depending on the specific context and desired outcome.
Used in Radiation Protection:
In the field of radiation protection, DIETHANOL-DITHIOCARBAMATE is used as a protective agent against cell oxidative damage caused by ionizing radiation. Its ability to inhibit superoxide dismutase makes it a valuable compound for research and potential therapeutic applications in scenarios involving exposure to ionizing radiation, such as cancer treatment or occupational exposure in certain industries.
Used in Research Applications:
DIETHANOL-DITHIOCARBAMATE is also used as a research tool in the study of superoxide dismutase and its role in cellular oxidative processes. By inhibiting this enzyme, researchers can gain insights into the underlying mechanisms of oxidative stress and potential strategies for mitigating its harmful effects.

InChI:InChI=1/C5H11NS2.K/c1-3-6(4-2)5(7)8;/h3-4H2,1-2H3,(H,7,8);/q;+1/p-1

Upstream product

• 75-15-0 carbon disulfide 
• 109-89-7 diethylamine 

Downstream Products

• 95-30-7 benzo[d]thiazol-2-yl diethylcarbamodithioate 
• 127026-36-2 diethylthiocarbamic acid-[(4-methoxy-phenyl)-arsonous acid ]-thioanhydride 
• 7285-31-6 diethylthiocarbamic acid phenylarsonous acid-thioanhydride 
• 127026-34-0 diethylthiocarbamic acid-[(2-methoxy-phenyl)-arsonous acid ]-thioanhydride 
• 36392-57-1 diethylthiocarbamic acid diphenylarsinous acid-thioanhydride 
• 55393-30-1 3-chloro-1-dicyclohexylamino-5-(diethyl-thiocarbamoylsulfanyl)-1λ⁴-[1,2,4,6]thiatriazine 
• 66426-35-5 2-Phenylvinyl-diethyldithiocarbamat 
• 106128-43-2 Diethyl-dithiocarbamic acid (E)-3-furan-2-yl-3-oxo-1-phenyl-propenyl ester 
• 102732-64-9 S-<(3-thienyl-3)-1-phenyl-3-oxopropen-1-yl>-N,N-diethyldithiocarbamate 
• 106110-66-1 Diethyl-dithiocarbamic acid (E)-3-oxo-3-thiophen-2-yl-1-p-tolyl-propenyl ester 
• 106110-67-2 Diethyl-dithiocarbamic acid (E)-1-(4-methoxy-phenyl)-3-oxo-3-thiophen-2-yl-propenyl ester 
• 127829-31-6 1-(N-diethyldithiocarbamoyl)-1-trimethylsilyl-3-phenyl-1-propen-3-one 
• 86767-91-1 Diethyl-dithiocarbamic acid 1-(4-chloro-benzoylamino)-cyclopropyl ester 
• 97-77-8 disulfiram 

Relevant academic research and scientific papers

Synthesis of S- and N-functionalized dithiocarbamates from cyclic sulfates

A novel methodology for the synthesis of S- and N-functionalized dithiocarbamates starting from cyclic sulfates, amines and carbon disulfide by using different protocols, including microwave assistance and a multicomponent variant, has been developed. The procedure is highly versatile, simple and efficient. As an efficient route to dithiocarbamates, a simple and versatile method for preparing S- and N-functionalized dithiocarbamates starting for readily available cyclic sulfates and commercial amines under environmentally friendly conditions is reported. Copyright

Method for preparing tetraalkyl thiuram disulfide through photocatalytic oxidation

The invention relates to a method for preparing tetraalkyl thiuram disulfide by photocatalytic oxidation. The method comprises the following steps: carrying out mixed reaction on secondary amine, carbon disulfide and a catalyst in a medium to generate an intermediate product; and carrying out catalytic oxidation reaction on the intermediate product under illumination to obtain tetraalkyl thiuram disulfide. According to the invention, the method is high in reaction speed and mild in condition, and energy conservation and efficiency improvement are achieved; the used medium and catalyst can be recycled, so that the resource utilization rate is improved; and the method does not produce inorganic salt by-products, and the product has high yield and high purity.

Visible-Light-Induced Photocatalytic Synthesis of β-Keto Dithiocarbamates via Difunctionalization of Styrenes

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

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.

One-step construction of unsymmetrical thioureas and oxazolidinethiones from amines and carbon disulfide: Via a cascade reaction sequence

A concise and versatile method for the construction of unsymmetrical thioureas and oxazolidinethiones from amines and carbon disulfide has been achieved in DMSO without addition of extra reagents. The present protocol is compatible with various secondary amines and primary amines, and suitable for intermolecular and intramolecular reactions. Diverse unsymmetrical thioureas and oxazolidinethiones were efficiently obtained in good to excellent yields via a cascade reaction sequence.

PROCHELATORS AS TARGETED PRODRUGS FOR PROSTATE CANCER AND METHODS OF MAKING AND USING SAME

The present disclosure provides prochelators as targeted prodrugs for cancer, such as prostate cancer, and methods of making and using the same.

Synthesis of novel dithiocarbamates and xanthates using dialkyl azodicarboxylates: S–N bond formation

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

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

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.

Design, synthesis, molecular docking and biological evaluation of new dithiocarbamates substituted benzimidazole and chalcones as possible chemotherapeutic agents

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.