Quick Search

PRODUCTS

SODIUM DIETHYLDITHIOCARBAMATE

SODIUM DIETHYLDITHIOCARBAMATE

Sodium diethyldithiocarbamate is the organosulfur compound with the formula NaS2CN(C2H5)2. 
Sodium diethyldithiocarbamate is a pale yellow, water soluble salt.

Sodium diethyldithiocarbamate is obtained by treating carbon disulfide with diethylamine in the presence of sodium hydroxide:

CS2 + HN(C2H5)2 + NaOH → NaS2CN(C2H5)2 + H2O

Other dithiocarbamates can be prepared similarly from secondary amines and carbon disulfide. 
They are used as chelating agents for transition metal ions and as precursors to herbicides and vulcanization reagents.


CAS: 148-18-5
European Community (EC) Number: 205-710-6

IUPAC Name: sodium;N,N-diethylcarbamodithioate

Molecular Formula: (C2H5)2NCS2Na

Color/Form: Crystals from ethanol
Melting Point: 203 °F 
Solubility: greater than or equal to 100 mg/mL at 57 °F
Density: 1.1 at 68 °F
Vapor Density: 5.9 

Reactions:

Oxidation of sodium diethyldithiocarbamate gives the disulfide, also called a thiuram disulfide (Et = ethyl):

2 NaS2CNEt2 + I2 → (S2CNEt2)2 + 2 NaI

Dithiocarbamates are nucleophiles and thus can be alkylated. 
Even dichloromethane suffices:

2 NaS2CNEt2 + CH2Cl2 → CH2(S2CNEt2)2 + 2 NaCl

Diethyldithiocarbamate reacts with many metal salts to give transition metal dithiocarbamate complexes. 
The ligands coordinate via the two sulfur atoms. 
Other more complicated bonding modes are known including binding as unidentate ligand and a bridging ligand using one or both sulfur atoms.


Laboratory and practical use:

By the technique of spin trapping, complexes 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.

The zinc chelation of diethyldithiocarbamate inhibits metalloproteinases, which in turn prevents the degradation of extracellular matrix, an initial step in cancer metastasis and angiogenesis.

Diethyldithiocarbamate inhibits superoxide dismutase, which can both have antioxidant and oxidant effects on cells, depending on the time of administration.

Sodium diethyldithiocarbamate appears as odorless white or slightly brown or slightly pink crystals.

Sodium diethyldithiocarbamate is an organic molecular entity.

Sodium diethyldithiocarbamate is the sodium salt form of ditiocarb, an active metabolite of disulfiram, with potential antineoplastic and chemosensitizing activities. 
Upon administration, ditiocarb sodium may form a complex with copper (Cu), a metal that selectively accumulates in cancer cells. 
This complex may inhibit the nuclear factor-kB (NF-kB) pathway activated by tumor hypoxia, thereby inhibiting tumor cell growth. 
Sodium diethyldithiocarbamate may also reverse chemoresistance and enhance cytotoxicity of other chemotherapeutic agents.


Sodium diethyldithiocarbamate (DDC) is a chelating agent of value in the treatment of acute nickel carbonyl poisoning; it greatly increases the excretion of nickel in the urine. 
Sodium diethyldithiocarbamate can be given orally in moderately severe poisoning, initially at a rate of 50 mg/kg in divided doses. 
At the low pH of gastric juice, Sodium diethyldithiocarbamate is degraded to ethylamine and carbon disulfide. 
This reaction can be minimized by the concomitant administration of 2 g sodium bicarbonate by mouth. 
Sodium diethyldithiocarbamate forms lipophilic chelates with divalent nickel, which reduces the nickel burden in the lungs. 
On the other hand, this complex has a high affinity for lipid-rich brain tissue, leading to increased nickel concentrations in the brain. 
There is currently insufficient evidence to recommend chelating agents such as diethyldithiocarbamate, and if dithiocarb is to be employed, it should be given parenterally soon after exposure, as increasing delay may increase nickel carbonyl toxicity. 
Sodium diethyldithiocarbamate may have a place in the treatment of nickel dermatitis. 

SYNONYMS:

148-18-5
SODIUM DIETHYLDITHIOCARBAMATE
Ditiocarb sodium
Sodium N,N-diethyldithiocarbamate
Dithiocarb
Thiocarb
Imuthiol
DeDTC
Sodium diethylcarbamodithioate
DEDC
Ditiocarb sodium [INN]
DDTC
Carbamodithioic acid, diethyl-, sodium salt
Diethyldithiocarbamate sodium
Cupral
Diethyldithiocarbamic acid, sodium salt
Sodium DEDT
N,N-Diethyldithiocarbamic acid, sodium salt
A5304YEB5E
Usaf ek-2596
CHEBI:82587
Diethyldithiocarbamic acid sodium salt
Diethyl sodium dithiocarbamate
NSC-38583
NCI CO2835
Carbamodithioic acid, N,N-diethyl-, sodium salt (1:1)
Sodium diethylaminocarbodithioate
Diethyldithiocarbamic acid, sodium
GS 694A
Diethyl dithiocarbamate sodium salt
Diethylcarbamodithioic acid, sodium salt
N,N-diethyl(sodiosulfanyl)carbothioamide
Sodium salt of N,N-diethyldithiocarbamic acid
Kupral
DTC
Ditiocarbo sodico
Na-ddtc
Nocceler SDC
CHEMBL107217
Soxinol ESL
Ditiocarbe sodique
NSC4857
CAS-148-18-5
Ditiocarbum natricum
NCGC00166328-01
Ditiocarbe sodique [French]
Ditiocarbo sodico [Spanish]
UNII-A5304YEB5E
Ditiocarbum natricum [Latin]
CCRIS 235
HSDB 4091
EINECS 205-710-6
NSC 38583
sodium (diethylcarbamothioyl)sulfanide
AI3-14688
Carbamic acid, diethyldithio-, sodium salt
EC 205-710-6
Sodiumdiethylcarbamodithioate
DITIOCARB SODIUM [MI]
SCHEMBL168133
DITIOCARB SODIUM [HSDB]
DTXSID3022956
DITIOCARB SODIUM [MART.]
DITIOCARB SODIUM [WHO-DD]
sodium;N,N-diethylcarbamodithioate
HY-B1637
Tox21_112412
Tox21_200403
MFCD00066667
AKOS015897389
AKOS016358586
AKOS025310122
NCGC00257957-01
AS-12092
SODIUM DIETHYLDITHIOCARBAMATE [IARC]
CS-0013580
FT-0631848
EN300-30081
C19599
D78053
Q413008
J-008449
F8880-1809
Z1522566622

  • Share !
E-NEWSLETTER