D3506

Sigma-Aldrich

Sodium diethyldithiocarbamate trihydrate

Synonym(s):
Cupral, Diethyldithiocarbamic acid sodium salt
Linear Formula:
(C2H5)2NCSSNa · 3H2O
CAS Number:
Molecular Weight:
225.31
Beilstein/REAXYS Number:
3920507
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

vapor density

5.9 (vs air)

assay

≥98% (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

HOH.HOH.HOH.CCN(CC)C(=S)SNa

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

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

22-38-41

Safety Statement

26-39

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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...
Gaurav Agrahari et al.
The Journal of investigative dermatology, 140(3), 656-665 (2019-08-30)
The expressions of LL-37 and KLK-5 were found to be altered in various dermatoses, including atopic dermatitis, psoriasis, and rosacea. However, the downstream inflammatory effect of LL-37 and KLK-5 is not as well studied. In addition, there is little high-quality...
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...
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....
Mohammad Nasir Uddin et al.
Chemosphere, 90(2), 366-373 (2012-08-28)
A spectrophotometric procedure for the simultaneous determination of zinc(II) and copper(II) in a mixture using diethyldithiocarbamate (DDTC) as ligand has been described. Complexes formed with DDTC was extracted with CHCl(3)/CCl(4) and the absorbance was measured at 435 nm which is...
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