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D3506

Sigma-Aldrich

Sodium diethyldithiocarbamate trihydrate

Synonym(s):

Cupral, Diethyldithiocarbamic acid sodium salt

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About This Item

Linear Formula:
(C2H5)2NCSSNa · 3H2O
CAS Number:
20624-25-3
Molecular Weight:
225.31
Beilstein/REAXYS Number:
3920507
EC Number:
205-710-6
MDL number:
MFCD00150617
UNSPSC Code:
12352200
PubChem Substance ID:
57654092
NACRES:
NA.77

vapor density

5.9 (vs air)

Quality Level

200

assay

≥97% (perchloric acid titration)

form

powder or crystals

mp

95-98.5 °C (lit.)

solubility

water: 1 g/10 mL, slightly hazy

storage temp.

room temp

SMILES string

[H]O[H].[H]O[H].[H]O[H].CCN(CC)C(=S)S[Na]

InChI

1S/C5H11NS2.Na.3H2O/c1-3-6(4-2)5(7)8;;;;/h3-4H2,1-2H3,(H,7,8);;3*1H2/q;+1;;;/p-1

InChI key

WWGXHTXOZKVJDN-UHFFFAOYSA-M

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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.

Biochem/physiol Actions

Inhibits induction of macrophage nitric oxide synthase.

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.

Caution

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P E James et al.
Advances in experimental medicine and biology, 454, 181-187 (1999-01-16)
Although nitric oxide (NO) is a central mediator during endotoxin-induced sepsis, direct detection of tissue NO in vivo, has until recently been difficult, and techniques have relied on indirect measurement of bi-products in blood or invasive technology. We have utilized
Y Suzuki et al.
Free radical research, 28(3), 293-299 (1998-08-04)
To detect nitric oxide (NO) in the rat brain during lipopolysaccharide (LPS)-induced sepsis, electron paramagnetic resonance (EPR) was employed with the NO trapping technique, using an iron and N,N-diethyldithiocarbamate (DETC) complex. An X-band (about 9.5 GHz) EPR system detected a
Tianhui Liu et al.
British journal of pharmacology, 175(24), 4480-4495 (2018-09-29)
Diethyldithiocarbamate (DDC) is a major metabolite of disulfiram that is a potential drug for alcoholism treatment. In the present study, we attempted to explore the possible effect of DDC on non-alcoholic fatty liver disease (NAFLD) and related fibrosis in vivo.
Ji Youn Youn et al.
Redox biology, 46, 102099-102099 (2021-09-13)
The outbreak of COVID-19 has remained uncontained with urgent need for robust therapeutics. We have previously reported sex difference of COVID-19 for the first time indicating male predisposition. Males are more susceptible than females, and more often to develop into
Jonathan H Pérez et al.
The Journal of experimental biology, 223(Pt 1) (2019-12-05)
The hypothalamic-pituitary-adrenal (HPA) axis is under complex regulatory control at multiple levels. Enzymatic regulation plays an important role in both circulating levels of glucocorticoids and target tissue exposure. Three key enzyme pathways are responsible for the immediate control of glucocorticoids.
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