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Details

Stereochemistry ACHIRAL
Molecular Formula C5H11NS2
Molecular Weight 149.278
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DITIOCARB

SMILES

CCN(CC)C(S)=S

InChI

InChIKey=LMBWSYZSUOEYSN-UHFFFAOYSA-N
InChI=1S/C5H11NS2/c1-3-6(4-2)5(7)8/h3-4H2,1-2H3,(H,7,8)

HIDE SMILES / InChI

Molecular Formula C5H11NS2
Molecular Weight 149.278
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Ditiocarb, the sodium salt of diethyldithiocarbamate, is a drug with strong antioxidant capacity and chelating activities. It improves the depressed immune responses of newborn and aged mice and mice that are treated with chemotherapy or irradiation. Ditiocarb prevents cisplatin nephrotoxicity in animals without reducing the drug's antitumor activity. Ditiocarb has therapeutic activity in the LP-BM5 murine retrovirus-induced immunodeficiency disease. In that AIDS model, it reduces lymphadenopathy and hypergammaglobulinemia, restores immunocompetence, and prolongs survival. Ditiocarb was safe and reduced the incidence of opportunistic infections in patients with symptomatic HIV infection but ditiocarb had no positive effect on HIV patients. The administration of ditiocarb did not induce any major adverse clinical or biological reactions. Sixty-four patients with nonmetastatic high-risk breast cancer were randomized in a double-blind trial of adjuvant immunotherapy with sodium ditiocarb (DDC) versus placebo. At 6 years, overall survival was 81% in DDC group versus 55%.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2363057
PubMed

PubMed

TitleDatePubMed
Influence of diethyldithiocarbamate on the activity of ecto-ATPase in lymphocytes of rats: ex vivo studies.
2003-02-21
The British standard series of contact dermatitis allergens: validation in clinical practice and value for clinical governance.
2003-02
Renal sympathetic nerve responses to tempol in spontaneously hypertensive rats.
2003-02
Role of superoxide anion in pancreatic islet blood flow regulation in anesthetized rats.
2003-01-10
Zinc chelation during non-lesioning overexcitation results in neuronal death in the mouse hippocampus.
2003
Angiotensin II induces a rapid and transient increase of reactive oxygen species.
2002-12
Effects of thymomimetic drugs and zinc supplementation on the cellular immune response in hydrocortisone-suppressed mice.
2002-12
Intracellular superoxide induces apoptosis in VSMCs: role of mitochondrial membrane potential, cytochrome C and caspases.
2002-12
Do mast cells play any role in the pathogenesis of experimental pancreatic fibrosis in rats?
2002-11
Metalloenzyme-like activity of Alzheimer's disease beta-amyloid. Cu-dependent catalytic conversion of dopamine, cholesterol, and biological reducing agents to neurotoxic H(2)O(2).
2002-10-25
Superoxide contributes to vascular dysfunction in mice that express human renin and angiotensinogen.
2002-10
Postnatal maturation in nitric oxide-induced pulmonary artery relaxation involving cyclooxygenase-1 activity.
2002-10
Effect of the inhibition of the metabolism of 4-vinylphenol on its hepatotoxicity and pneumotoxicity in rats and mice.
2002-09-30
Oxidative strand scission of nucleic acids by a multinuclear copper(II) complex.
2002-09
Copper uptake is required for pyrrolidine dithiocarbamate-mediated oxidation and protein level increase of p53 in cells.
2002-08-01
Evaluation of the cytotoxicity of polyetherurethane (PU) film containing zinc diethyldithiocarbamate (ZDEC) on various cell lines.
2002-08
Modulation of heat-induced cell death in PC-3 prostate cancer cells by the antioxidant inhibitor diethyldithiocarbamate.
2002-08
Increased NADPH oxidase activity, gp91phox expression, and endothelium-dependent vasorelaxation during neointima formation in rabbits.
2002-07-12
Antioxidant and pro-oxidant effects of a manganese porphyrin complex against CYP2E1-dependent toxicity.
2002-07-01
Effects of the dithiocarbamate fungicide propineb in primary neuronal cell cultures and skeletal muscle cells of the rat.
2002-07
Functional analysis of the copper-dependent quercetin 2,3-dioxygenase. 1. Ligand-induced coordination changes probed by X-ray crystallography: inhibition, ordering effect, and mechanistic insights.
2002-06-25
Sleep impairment by diethyldithiocarbamate in rat. Protective effects of pre-conditioning and antioxidants.
2002-06-07
Change of Cu,Zn-superoxide dismutase activity of guinea pig lung in experimental asthma.
2002-06
EPR characterization of the mononuclear Cu-containing Aspergillus japonicus quercetin 2,3-dioxygenase reveals dramatic changes upon anaerobic binding of substrates.
2002-06
Production of superoxide through NADH oxidase in thick ascending limb of Henle's loop in rat kidney.
2002-06
The effects of ebselen on cisplatin and diethyldithiocarbamate (DDC) cytotoxicity in rat hippocampal astrocytes.
2002-05-28
Copper transfer from the Cu(I) chaperone, CopZ, to the repressor, Zn(II)CopY: metal coordination environments and protein interactions.
2002-05-07
A continuous-wave electron-nuclear double resonance (X-band) study of the Cu2+ sites of particulate methane mono-oxygenase of Methylococcus capsulatus (strain M) in membrane and pure dopamine beta-mono-oxygenase of the adrenal medulla.
2002-05-01
Oxygen-derived free radicals mediate endothelium-dependent contractions to acetylcholine in aortas from spontaneously hypertensive rats.
2002-05
Production of interleukin-6 by skeletal myotubes: role of reactive oxygen species.
2002-05
Microglia activation and cell death in response to diethyl-dithiocarbamate acute administration.
2002-04-29
Peripheral 5-HT(2A)-receptor-mediated formation of an inhibitor of atrial natriuretic peptide binding involves inflammation.
2002-04-05
Effects of N-acetylcysteine in an esophageal carcinogenesis model in rats treated with diethylnitrosamine and diethyldithiocarbamate.
2002-04-01
Concurrent administration of diethyldithiocarbamate and 4-methylpyrazole enhances ethanol-induced locomotor activity: the role of brain ALDH.
2002-04
H(2)O(2) opens mitochondrial K(ATP) channels and inhibits GABA receptors via protein kinase C-epsilon in cardiomyocytes.
2002-04
Reduction of toxic metabolite formation of acetaminophen.
2002-03-08
Late preconditioning elicited by activation of adenosine A(3) receptor in heart: role of NF- kappa B, iNOS and mitochondrial K(ATP) channel.
2002-03
Diethyldithiocarbamate inhibition of galactosamine-induced hepatitis in rats.
2002-03
Simvastatin improves endothelial function in spontaneously hypertensive rats through a superoxide dismutase mediated antioxidant effect.
2002-03
Effect of a high salt diet on microvascular antioxidant enzymes.
2002-02-15
Increased renal medullary oxidative stress produces hypertension.
2002-02
Influence of antioxidant depletion on nitrergic relaxation in the pig gastric fundus.
2002-02
Nitric oxide blockade enhances renal responses to superoxide dismutase inhibition in dogs.
2002-02
Palmitate-induced apoptosis in neonatal cardiomyocytes is not dependent on the generation of ROS.
2002-02
Advanced spin trapping of vascular nitric oxide using colloid iron diethyldithiocarbamate.
2002
[Poisoning by chromium and its long lasting detoxication].
2002
Altered prostanoid production by fibroblasts cultured from the lungs of human subjects with idiopathic pulmonary fibrosis.
2002
Effects of diethyldithiocarbamate on proliferation, redifferention, and apoptosis in human hepatoma cells.
2001-09
Coprecipitation of trace metal ions in water with bismuth(III) diethyldithiocarbamate for an electrothermal atomic absorption spectrometric determination.
2001-03
On-line preconcentration system using a packed-bed filter for the determination of lead in tap water by inductively coupled plasma atomic emission spectrometry with ultrasonic nebulization.
2001-03
Patents

Patents

Sample Use Guides

400 mg/m2 for 24 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:17:13 GMT 2025
Edited
by admin
on Mon Mar 31 18:17:13 GMT 2025
Record UNII
99Z2744345
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DITIOCARB
WHO-DD  
Common Name English
CARBAMIC ACID, DIETHYLDITHIO-
Preferred Name English
DIETHYLDITHIOCARBAMIC ACID
Systematic Name English
CARBAMODITHIOIC ACID, N,N-DIETHYL-
Common Name English
Ditiocarb [WHO-DD]
Common Name English
DIETHYL DITHIOCARBAMATE
Common Name English
CARBAMODITHIOIC ACID, DIETHYL-
Common Name English
DIETHYLDITHIOCARBAMATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C2139
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
NCI_THESAURUS C62357
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
FDA ORPHAN DRUG 13286
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
Code System Code Type Description
DRUG BANK
DB02520
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
CAS
147-84-2
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-701-7
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
RXCUI
1427193
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY RxNorm
MESH
D004050
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
EPA CompTox
DTXSID3045017
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
SMS_ID
300000042773
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
PUBCHEM
8987
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
CHEBI
144353
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
FDA UNII
99Z2744345
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
DRUG CENTRAL
931
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
NCI_THESAURUS
C432
Created by admin on Mon Mar 31 18:17:13 GMT 2025 , Edited by admin on Mon Mar 31 18:17:13 GMT 2025
PRIMARY
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