Name | Tetraethylthiuram disulfide |
Synonyms | Ttd Tts hoca TETD TTS x Tiuram nocbin Tillram exhoran exhorran krotenal etyl tuex ethyltuex nsc190940 nsc 190940 disulfiram nci-c02959 ethylthiudad Tuads, ethyl perkait tetd perkacit tetd accelerator tetd hydrogenpersulfid Accelerator(TETD) hydrogendisulfide hocakrotenalnci-c02959 Rubber Accelerator TETD Tetraethylthiuram disulfide tetraethyl thiuram disulfide tetraethylthiuram disulphide bis (diethylthiocarbamyl) disulfide bis(diethylthiocarbamoyl) disulfide n,n,n',n'-tetraethylthiuramdisulphide n,n,n',n'-tetraethylthiuram disulfide n,n,n',n'-tetraethylthiuram disulphide 1,1'-dithiobis(n,n-diethylthio-formamid 1,1'-dithiobis(n,n-diethylthioformamide) formamide, 1,1'-dithiobis(n,n-diethylthio)- Rubber Pharmaceutical intermediate Refined(TETD) 1,1',1'',1'''-[disulfanediylbis(carbonothioylnitrilo)]tetraethane |
CAS | 97-77-8 |
EINECS | 202-607-8 |
InChI | InChI=1/C10H20N2O3S/c1-5-11(6-2)9(13)14-10(16)15-12(7-3)8-4/h5-8H2,1-4H3 |
InChIKey | AUZONCFQVSMFAP-UHFFFAOYSA-N |
Molecular Formula | C10H20N2S4 |
Molar Mass | 296.54 |
Density | 1.27 |
Melting Point | 69-71 °C (lit.) |
Boling Point | 117°C |
Flash Point | 117°C/17mm |
Water Solubility | 0.02 g/100 mL |
Solubility | Soluble in water (4 mg/l at 25 °C), acohol (38.2 mg/ml), ether (71.4 mg/ml), chlorofor |
Vapor Presure | 0Pa at 25℃ |
Appearance | White to yellow crystal or powder |
Color | Light yellow |
Exposure Limit | ACGIH: TWA 2 mg/m3NIOSH: TWA 2 mg/m3 |
Merck | 14,3364 |
BRN | 1712560 |
pKa | 0.86±0.50(Predicted) |
Storage Condition | 2-8°C |
Stability | Stable. Incompatible with strong oxidants. |
Refractive Index | 1.5500 (estimate) |
MDL | MFCD00009048 |
Physical and Chemical Properties | Density 1.27 melting point 70-74°C boiling point 117°C water solubility 0.02g/100 mL |
Use | Used as Super accelerator and vulcanizing agent for natural rubber, Styrene Butadiene Rubber, Nitrile Rubber, butyl rubber, cis-polybutadiene rubber and latex |
In vitro study | In breast cancer cells MDA-MB-231 and MCF10DCIS.com cells, copper complexes induce potent inhibition of cultured proteasome activity before death of apoptotic cancer cells, but not in normal, immortalized MCF-10A cells play such a role. Dispulfiram, a clinically used drug against alcoholism, strongly inhibited the composition and 5-FU-induced NF-κB activity in a dose-dependent manner. Diulfiram inhibited both the nuclear translocation and DNA-binding activity of NF-κB, but had no effect on the 5-FU-induced degradation of IkappaBalpha. In DLD-1 and RKO(WT) cell lines, Disulfiram significantly enhanced the apoptotic effect of 5-FU and synergistically enhanced the cytotoxicity of 5-FU. In the 5-FU resistant cell line H630, Disulfiram was also effective in abrogating the effect of 5-FU chemotherapy. Diulfiram reduced the number of viable cells, and the addition of cupric chloride significantly enhanced DSF-induced cell death, 10% lower than the control group. In melanoma cells, the combination of diulfiram with copper and zinc ions decreased cyclin A expression and decreased proliferation in vitro compared to lower concentrations of diulfiram. |
In vivo study | Diulfiram significantly inhibited tumor growth by up to 74%, this correlates with in vivo protease inhibition (as measured by reduced levels of tumor cathepsin activity and accumulation of ubiquitinated proteins and native protease substrates p27 and Bax). Disulfiram also induces apoptosis (via activation of MDA-MB-231 tumor xenografts and formation of apoptotic nuclei in caspic tumor-bearing mice). Disulfiram blocks the P-glycoprotein squeeze pump, inhibits the transcription factor nuclear factor-κB, sensitizes tumors to chemotherapy, reduces angiogenesis, and inhibits tumor growth in mice. In melanoma-transplanted severe combined immunodeficient mice, Disulfiram inhibits growth and angiogenesis, and these effects are potentiated by zinc ion supplementation. |
Risk Codes | R22 - Harmful if swallowed R43 - May cause sensitization by skin contact R48/22 - Harmful danger of serious damage to health by prolonged exposure if swallowed. R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S24 - Avoid contact with skin. S37 - Wear suitable gloves. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN 3077 9/PG 3 |
WGK Germany | 3 |
RTECS | JO1225000 |
TSCA | Yes |
HS Code | 29303000 |
Hazard Class | 9 |
Packing Group | III |
Toxicity | LD50 orally in rats: 8.6 g/kg (Child, Cramp) |
LogP | 3.6 at 21℃ |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
(IARC) carcinogen classification | 3 (Vol. 12, Sup 7) 1987 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Introduction | tetra-ethyl-thiuram disulfide belongs to the class of thiuram rubber vulcanization accelerators. This kind of accelerator has fast scorch and fast vulcanization speed, and belongs to the overspeed vulcanization accelerator. Although The vulcanization flatness is small, it can obtain vulcanized rubber with high tensile strength, tensile strength and hardness. Therefore, it can be used as a vulcanization accelerator or a sulfur-free vulcanizing agent for Diene-based rubbers, and can also be used as a vulcanization accelerator for low Unsaturated rubbers. |
Use | tetraethyl thiuram disulfide is used as rubber accelerator; Vulcanizer; Seed disinfectant; Bactericide; Anti-alcoholism. used as Super accelerator and vulcanizing agent for natural rubber, Styrene Butadiene Rubber, Nitrile Rubber, butyl rubber, cis-polybutadiene rubber and latex |
biological activity | diulfiram (NSC 190940, tetraethlythiuram diulfide, TETD) is a specific aldehyde dehydrogenase aldehydro-dehydroase (ALDH) inhibitors, IC50 values for hALDH1 and hALDH2 were 0.15 μM and 1.45 μm, respectively. Disulfiram can be used for the treatment of chronic alcoholism, acute sensitivity to alcohol. Disulfiram can induce apoptosis. Disulfiram is also an inhibitor of pore formation through the action of gasdermin D (GSDMD). |
Target | Value |
ALDH1 (Cell-free assay) | 0.15 μM |
ALDH2 (Cell-free assay) | 1.45 μM |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |