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Sodium diethyldithiocarbamate
Sodium diethyldithiocarbamate is the chemical compound with the formula NaS2CN(C2H5)2. This salt is obtained by treating carbon disulfide with diethylamine in the presence of sodium hydroxide. Many dithiocarbamates can be prepared similarly from secondary amines and carbon disulfide. They are used as chelating agents for transition metal ions and as building blocks in the organic synthesis of herbicides and vulcanization reagents. Additional recommended knowledge
Oxidation to thiuram disulfideOxidation of sodium diethyldithiocarbamate gives the disulfide, also called a thiuram disulfide (Et = ethyl):
This disulfide is marketed under the labels Antabuse and Disulfiram, as anti-alcoholism drug. Other reactionsChlorination of the above-mentioned thiuram disulfide affords the thiocarbamoyl chloride.[1] UsesDiethyldithiocarbamate is used in spin trapping of nitric oxide radicals, in cancer and as an antioxidant. Spin trapping of nitric oxide radicalsComplexes of Dithiocarbamates with iron provide one of the very few methods to study the formation of nitric oxide (NO) radicals in biological materials. Although the lifetime of NO in tissues is too short to allow detection of this radical itself, NO readily binds to iron-dithiocarbamate complexes. The resulting mono-nitrosyl-iron complex (MNIC) is stable, and may be detected with Electron Paramagnetic Resonance (EPR) spectroscopy.[2] [3] [4] In cancerThe effect of diethyldithiocarbamate of chelating zinc inhibits metalloproteinases, which in turn prevents the degradation of extracellular matrix, which is an initial step in cancer metastasis and angiogenesis. [5] AntioxidantDiethyldithiocarbamate inhibits superoxide dismutase, which can both have antioxidant and oxidant effects on cells, depending on the time of administration.[5] References
Categories: Carbamates | Sulfides | Sodium compounds | Chelating agents |
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This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Sodium_diethyldithiocarbamate". A list of authors is available in Wikipedia. |