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D3506 Sigma

Sodium diethyldithiocarbamate trihydrate

Synonym: Cupral, Diethyldithiocarbamic acid sodium salt

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Description

Biochem/physiol Actions

Inhibits induction of macrophage nitric oxide synthase.

Caution

May form insoluble oxidation products in storage. Sensitivity in colorimetric copper determination not usually affected.

Application

Spin trap used in conjunction with Fe2+ to detect NO in brain, kidney, liver, and other tissues. Simultaneous direct measurement of NO* and pO2 has been reported. A copper chelator, it has been used to quantitate copper in biological materials by ESR and is an inhibitor of superoxide dismutase, ascorbate oxidase, and other enzymes.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Dopamine, Norepinephrine and Epinephrine Synthesis page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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Sodium diethyldithiocarbamate trihydrate

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
Hazard Codes (Europe) 
Xn
Risk Statements (Europe) 
Safety Statements (Europe) 
26-39
WGK Germany 
3
RTECS 
EZ6550000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

Peer-Reviewed Papers

References

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Iron diethyldithiocarbamate as spin trap for nitric oxide detection. Vanin, A.F. Meth. Enzymol. 301, 269, (1999)

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In vivo spin trapping of nitric oxide generated in the small intestine, liver, and kidney during the development of endotoxemia: a time-course study. Wallis, G. Shock 6, 274, (1996)

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Quantification of copper in biological materials by use of electron spin resonance. Minakata, K. Clin. Chem. 47, 1863, (2001)

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Simultaneous measurement of NO(*) and PO2 from tissue by in vivo EPR. James, P.E. Nitric Oxide 3, 292, (1999)

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In vivo nitric oxide detection in the septic rat brain by electron paramagnetic resonance. Suzuki, Y., et al. Free Radic. Res. 28, 293-299, (1998)

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Direct detection of tissue nitric oxide in septic mice. James, P.E., et al. Adv. Exp. Med. Biol. 454, 181-187, (1998)

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Diethyldithiocarbamate prolongs survival of mice in a lipopolysaccharide-induced endotoxic shock model: evidence for multiple mechanisms. Kishnani, N.S., et al. Shock 11, 264-268, (1999)

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New insight into hyperthermic intraperitoneal chemotherapy: induction of oxidative stress dramatically enhanced tumor killing in in vitro and in vivo models. Lehmann K, Rickenbacher A, Jang JH, et al. Ann. Surg. 256(5), 730-7; discussion 737-8, (2012)

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Hydrogen sulfide mediates hypoxic vasoconstriction through a production of mitochondrial ROS in trout gills. Skovgaard N and Olson KR Am. J. Physiol. Regul. Integr. Comp. Physiol. 303(5), R487-94, (2012)

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Effects of the fungicide metiram in outdoor freshwater microcosms: responses of invertebrates, primary producers and microbes. Lin R, Buijse L, Dimitrov MR, et al. Ecotoxicology 21(5), 1550-69, (2012)

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[Participation of the active oxygen forms in the induction of ascorbate peroxidase and guaiacol peroxidase under heat hardening of wheat seedlings]. Kolupaev IuE and Oboznyĭ AI Ukr. Biokhim. Zh. 84(6), 131-8, (2012)

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Antitubercular activity of disulfiram, an antialcoholism drug, against multidrug- and extensively drug-resistant Mycobacterium tuberculosis isolates. Horita Y, Takii T, Yagi T, et al. Antimicrob. Agents Chemother. 56(8), 4140-5, (2012)

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Diethyldithiocarbamate induces apoptosis in neuroblastoma cells by raising the intracellular copper level, triggering cytochrome c release and caspase activation. Matias AC, Manieri TM, Cipriano SS, et al. Toxicol. In Vitro 27(1), 349-57, (2013)

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Oxidation of dithiocarbamates to yield N-nitrosamines by water disinfection oxidants. Padhye LP, Kim JH, and Huang CH Water Res. 47(2), 725-36, (2013)

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Defensive effect of natrium diethyldithiocarbamate trihydrate (NDDCT) and lisinopril in DOCA-salt hypertension-induced vascular dementia in rats. Sharma B and Singh N Psychopharmacology 223(3), 307-17, (2012)

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Salutary effect of NFκB inhibitor and folacin in hyperhomocysteinemia-hyperlipidemia induced vascular dementia. Sharma B and Singh N Prog. Neuropsychopharmacol. Biol. Psychiatry 38(2), 207-15, (2012)

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Solidified floating organic drop microextraction combined with ETV-ICP-MS for the determination of trace heavy metals in environmental water samples. Guo X, He M, Chen B, et al. Talanta 94, 70-6, (2012)

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Electrophilic adduction of ubiquitin activating enzyme E1 by N,N-diethyldithiocarbamate inhibits ubiquitin activation and is accompanied by striatal injury in the rat. Viquez OM, Caito SW, McDonald WH, et al. Chem. Res. Toxicol. 25(11), 2310-21, (2012)

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Determination of Pb(II), Zn(II), Cd(II), and Co(II) ions by flame atomic absorption spectrometry in food and water samples after preconcentration by coprecipitation with Mo(VI)-diethyldithiocarbamate. Tufekci M, Bulut VN, Elvan H, et al. Environ. Monit. Assess. 185(2), 1107-15, (2013)

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Diethyldithiocarbamate complex with copper: the mechanism of action in cancer cells. Skrott Z and Cvek B Mini Rev. Med. Chem. 12(12), 1184-92, (2012)

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Spectrophotometric measurement of Cu(DDTC)2 for the simultaneous determination of zinc and copper. Uddin MN, Salam MA, and Hossain MA Chemosphere 90(2), 366-73, (2013)

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Synergistic enhancement effect of room temperature ionic liquids for cloud point extraction combined with UV-vis spectrophotometric determination nickel in environmental samples. Zeng C, Xu X, Zhou N, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 94, 48-52, (2012)

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Comparative study of the quercetin, ascorbic acid, glutathione and superoxide dismutase for nitric oxide protecting effects in mouse gastric fundus. Ertuğ PU, Aydinoglu F, Goruroglu Ozturk O, et al. Eur. J. Pharmacol. 698(1-3), 379-87, (2013)

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Group 12 dithiocarbamate complexes: synthesis, spectral studies and their use as precursors for metal sulfides nanoparticles and nanocomposites. Ajibade PA and Ejelonu BC Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 113, 408-14, (2013)

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DFT: B3LYP/6-311G (d, p) vibrational analysis of bis-(diethyldithiocarbamate)zinc(II) and natural bond orbitals. Costa AC, Ondar GF, Versiane O, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 105, 251-8, (2013)

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Enhancement of μ-opioid receptor desensitization by nitric oxide in rat locus coeruleus neurons: involvement of reactive oxygen species. Llorente J, Santamarta MT, Henderson G, et al. J. Pharmacol. Exp. Ther. 342(2), 552-60, (2012)

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The effects of sodium diethyldithiocarbamate in fibroblasts V79 cells in relation to cytotoxicity, antioxidative enzymes, glutathione, and apoptosis. Rahden-Staroń I, Grosicka-Maciąg E, Kurpios-Piec D, et al. Arch. Toxicol. 86(12), 1841-50, (2012)

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Single-cell resolution mapping of neuronal damage in acute focal cerebral ischemia using thallium autometallography. Stöber F, Baldauf K, Ziabreva I, et al. J. Cereb. Blood Flow Metab. 34(1), 144-52, (2014)

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A binuclear complex constituted by diethyldithiocarbamate and copper(I) functions as a proteasome activity inhibitor in pancreatic cancer cultures and xenografts. Han J, Liu L, Yue X, et al. Toxicol. Appl. Pharmacol. 273(3), 477-83, (2013)

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The use of thallium diethyldithiocarbamate for mapping CNS potassium metabolism and neuronal activity: Tl+ -redistribution, Tl+ -kinetics and Tl+ -equilibrium distribution. Wanger T, Scheich H, Ohl FW, et al. J. Neurochem. 122(1), 106-14, (2012)

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Fourier Transform Infrared and Raman spectra, DFT: B3LYP/6-311G(d, p) calculations and structural properties of bis(diethyldithiocarbamate)copper(II). Costa AC, Ramos JM, Téllez Soto CA, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 105, 259-66, (2013)

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Effect of inhibition of superoxide dismutase on motor neurons during growth: comparison of phosphorylated and non-phosphorylated neurofilament-containing spinal neurons by histogram distribution. Isonaka R, Katakura T, and Kawakami T Brain Res. 1470, 11-6, (2012)

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Displacement-dispersive liquid-liquid microextraction based on solidification of floating organic drop of trace amounts of palladium in water and road dust samples prior to graphite furnace atomic absorption spectrometry determination. Ghanbarian M, Afzali D, Mostafavi A, et al. J. AOAC Int. 96(4), 880-6, (2013)

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Potentiation of antibiofilm activity of amphotericin B by superoxide dismutase inhibition. De Brucker K, Bink A, Meert E, et al. Oxid. Med. Cell. Longev. 2013, 704654, (2013)

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Effects of nabumetone and dipyrone on experimentally induced gastric ulcers in rats. Yıldırım E, Sağıroğlu O, Kılıç FS, et al. Inflammation 36(2), 476-81, (2013)

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Effects of cytochrome P450 inhibitors on peroxidase activity. Martinkova M, Kubickova B, and Stiborova M Neuro Endocrinol. Lett. 33 Suppl 3, 33-40, (2012)

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Effect of chelating agents and stress factors on zinc content in paneth cells and prostate gland cells. Novitskiy VV, Eshchenko JV, Bovt VD, et al. Bull. Exp. Biol. Med. 152(2), 180-3, (2011)

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A novel micellar electrokinetic chromatographic method for separation of metal-DDTC complexes. Mallah A, Memon SQ, Solangi AR, et al. ScientificWorldJournal 2012, 743407, (2012)

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