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Disulfiram

Disulfiram Structure
CAS No.
97-77-8
Chemical Name:
Disulfiram
Synonyms
DSF;TETD;Disulfuram;disulfane;Tts;Antabuse;TETRAETHYLTHIURAM DISULFIDE;Ttd;TATD;DRAM
CBNumber:
CB0476519
Molecular Formula:
C10H20N2S4
Molecular Weight:
296.54
MOL File:
97-77-8.mol
MSDS File:
SDS
Modify Date:
2024/7/29 18:03:56

Disulfiram Properties

Melting point 69-71 °C (lit.)
Boiling point 117°C
Density 1.27
vapor pressure 0Pa at 25℃
refractive index 1.5500 (estimate)
Flash point 117°C/17mm
storage temp. 2-8°C
solubility 0.004g/l
pka 0.86±0.50(Predicted)
form Crystals, Crystalline Powder or Granules
color Light yellow
Odor lt. gray powd., sl. odor
Water Solubility 0.02 g/100 mL
Merck 14,3364
BRN 1712560
Exposure limits ACGIH: TWA 2 mg/m3
NIOSH: TWA 2 mg/m3
Stability Stable. Incompatible with strong oxidants.
InChIKey AUZONCFQVSMFAP-UHFFFAOYSA-N
LogP 3.6 at 21℃
CAS DataBase Reference 97-77-8(CAS DataBase Reference)
IARC 3 (Vol. 12, Sup 7) 1987
NIST Chemistry Reference Disulfiram(97-77-8)
EPA Substance Registry System Disulfiram (97-77-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H302-H317-H373-H410
Precautionary statements  P273-P280-P301+P312+P330-P302+P352-P314
Hazard Codes  Xn,N
Risk Statements  22-43-48/22-50/53
Safety Statements  24-37-60-61
OEB B
OEL TWA: 2 mg/m3 [Precautions should be taken to avoid concurrent exposure to ethylene dibromide.]
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  JO1225000
TSCA  Yes
HazardClass  9
PackingGroup  III
HS Code  29303000
Toxicity LD50 orally in rats: 8.6 g/kg (Child, Cramp)
NFPA 704
1
2 0

Disulfiram price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 86720 Tetraethylthiuram disulfide ≥97.0% (S) 97-77-8 50G ₹2262.43 2022-06-14 Buy
Sigma-Aldrich(India) 86720 Tetraethylthiuram disulfide ≥97.0% (S) 97-77-8 250G ₹4373.3 2022-06-14 Buy
Sigma-Aldrich(India) PHR1690 Disulfiram Pharmaceutical Secondary Standard; Certified Reference Material 97-77-8 1G ₹11961.63 2022-06-14 Buy
Sigma-Aldrich(India) 86720 Tetraethylthiuram disulfide ≥97.0% (S) 97-77-8 1KG ₹13033.3 2022-06-14 Buy
TCI Chemicals (India) B0479 Tetraethylthiuram Disulfide 97-77-8 25G ₹2000 2022-05-26 Buy
Product number Packaging Price Buy
86720 50G ₹2262.43 Buy
86720 250G ₹4373.3 Buy
PHR1690 1G ₹11961.63 Buy
86720 1KG ₹13033.3 Buy
B0479 25G ₹2000 Buy

Disulfiram Chemical Properties,Uses,Production

Description

Disulfiram was first synthesized in the 1800s to improve the manufacturing process of rubber. A physician working in a rubber factory plant first observed in 1937 that factory workers who were exposed to disulfiram were intolerant to ethanol. In the 1940s, two scientists rediscovered the disulfiram– ethanol effects while researching antiparasitic therapies. This finding eventually led to the approval of the medication to be used as an ethanol deterrent by the Food and Drug Administration in 1951.

Chemical Properties

yellow-white crystals or grey powder

Uses

Disulfiram is a copper and zinc chelator and an irreversible inhibitor of aldehyde dehydrogenase (IC50 = 0.1 mM) that has been indicated for the treatment of alcohol dependence. It also inhibits the copper-dependent enzyme dopamine β-hydroxylase, which prevents the breakdown of dopamine and has been considered as a treatment for cocaine dependence. When in complex with copper, disulfiram has been shown to inhibit purified 20S proteasome (IC50 = 7.5 μM) and 26S proteasome (IC50 = 20 μM) from MDA-MB-0231 breast cancer cells. Because disulfiram targets the ubiquitin-proteasome pathway, it has been investigated as an anti-cancer agent. Furthermore, at 250 nM it has been shown to induce reactive oxygen species, to activate JNK and p38 pathways, and to inhibit NF-κB activity, which suppresses self-renewal in cancer stem cells.

Definition

ChEBI: An organic disulfide that results from the formal oxidative dimerisation of N,N-diethyldithiocarbamic acid. A multi-enzyme inhibitor that is used in alcohol aversion therapy and also exhibits anticancer properties.

General Description

Odorless or almost odorless white or almost white to tan powder. Unpleasant taste with metallic or garlic aftertaste. pH of a solution obtained by shaking 1 g with 30 mL of water is 6 to 8.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Disulfiram is sensitive to light. Disulfiram is incompatible with strong acids, strong oxidizers and nitrosating agents (e.g. N-Nitrosodiphenylamine). .

Hazard

Toxic symptoms when ingested with alcohol; animal teratogen. Vasodilation and nausea. Questionable carcinogen.

Health Hazard

Disulfiram affects the central nervous system, thyroid, and skin; in combination with alcohol it causes an “Antabusealcohol” syndrome.
Small doses of disulfiram reportedly can cause effects on thyroid iodine uptake and thyroid gland hypertrophy. It may also produce dermatitis and acneform rashes.

Fire Hazard

Flash point data for Disulfiram are not available; however, Disulfiram is probably combustible.

Biological Activity

Inhibitor of aldehyde dehydrogenase that displays antialcoholism activity. Shown to reversibly stimulated Ca 2+ -ATPase activity and inhibit V-ATPase (EC 50 = 26 μ M). Also inhibits expression of MMP-2 and MMP-9 and displays anti-invasive activity.

Contact allergens

TETD is a rubber accelerator of the thiuram group, contained in “thiuram mix.” It can cross-react with other thiurams, especially TMTD. TETD is used to aid those trying to break their dependence on alcohol. The disulfiram-alcohol reaction is not allergic but due to the accumulation of toxic levels of acetaldehyde. The implanted drug can, however, lead to local or generalized dermatitis, for example ingested disulfiram, mainly in previously rubber-sensitized patients. As an adjunctive treatment of alcoholism, it caused occupational contact dermatitis in a nurse.

Safety Profile

A human poison by ingestion. An experimental poison by intraperitoneal route. Toxic symptoms when accompanied by ingestion of alcohol. Human systemic effects by ingestion: jaundtce, joint changes. An experimental teratogen. Other experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. See also THIRAM.

Carcinogenicity

In a lifetime carcinogenicity bioassay, disulfiram was not carcinogenic in either rats or mice when fed in the diet. The highest doses were 600 ppm in rats and 2000ppm in mice.
Increased fetal resorptions, but no teratogenic effects, were seen in rats exposed at 100mg/kg/day from day 3 of gestation. A weak genotoxic response was observed in mice treated in vivo as evidenced by an increase in sister chromatid exchanges in bone marrow and spermatogonial cells.9
The 2003 ACGIH threshold limit valuetime- weighted average (TLV-TWA) is 2mg/m3.

Global( 497)Suppliers
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