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Substance Name: Disulfiram [USP:INN:BAN:JAN]
RN: 97-77-8
UNII: TR3MLJ1UAI
InChIKey: AUZONCFQVSMFAP-UHFFFAOYSA-N
Note
- A carbamate derivative used as an alcohol deterrent. It is a relatively nontoxic substance when administered alone, but markedly alters the intermediary metabolism of alcohol. When alcohol is ingested after administration of disulfiram, blood acetaldehyde concentrations are increased, followed by flushing, systemic vasodilation, respiratory difficulties, nausea, hypotension, and other symptoms (acetaldehyde syndrome). It acts by inhibiting aldehyde dehydrogenase.
Molecular Formula
- C10-H20-N2-S4
Molecular Weight
- 296.546
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Acaricide
- Acetaldehyde Dehydrogenase Inhibitors
- Agricultural Chemical
- Alcohol Deterrent
- Alcohol Deterrents
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Fungicide, Bactericide, Wood Preservative
- Human Data
- Immunomodulator
- Mutation Data
- Reproductive Effect
- Skin / Eye Irritant
- Tumor Data
Superlist Classification Codes
- Overall Carcinogenic Evaluation: Group 3
- TWA 2 mg/m3; Not classifiable as a human carcinogen
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Names and Synonyms
Name of Substance
- Disulfiram
- Disulfiram [USP:INN:BAN:JAN]
MeSH Heading
- Disulfiram
Synonyms
- 1,1'-Dithiobis(N,N-diethylthioformamide)
- Abstensil
- Abstensyl (Argentina)
- Abstinil
- Abstinyl
- Accel TET
- Accel TET-R
- AI3-27340
- Alcophobin
- Alk-aubs
- Antabus
- Antabuse
- Antadix
- Antaenyl
- Antaethyl
- Antaetil
- Antalcol
- Antetan
- Antetil
- Anteyl
- Anti-ethyl
- Antiaethan
- Anticol
- Antietanol
- Antietil
- Antikol
- Antivitium
- Antivitium (Spain)
- Aversan
- Averzan
- Bis((diethylamino)thioxomethyl) disulfide
- Bis((diethylamino)thioxomethyl)disulphide
- Bis(diethylthiocarbamoyl) disulfide
- Bis(diethylthiocarbamoyl)disulphide
- Bis(N,N-diethylthiocarbamoyl) disulfide
- Bis(N,N-diethylthiocarbamoyl)disulphide
- Bonibal
- CCRIS 582
- Contralin
- Contrapot
- Cronetal
- Dicupral
- Disetil
- Disulfan
- Disulfiram
- Disulfirame
- Disulfirame [DCIT]
- Disulfiramo
- Disulfiramo [INN-Spanish]
- Disulfiramum
- Disulfiramum [INN-Latin]
- Dupon 4472
- Dupont fungicide 4472
- EC 202-607-8
- EINECS 202-607-8
- Ekagom DTET
- Ekagom TEDS
- Ekagom TETDS
- ENT 27,340
- Ephorran
- Esperal
- Esperal [France]
- Etabus
- Ethyl thiram
- Ethyl thiurad
- Ethyl tuads
- Ethyl TUEX
- Ethyldithiourame
- Ethyldithiurame
- Exhorran
- Formamide, 1,1'-dithiobis(N,N-diethylthio-
- HOCA
- Hocakrotenalnci-C02959
- HSDB 3317
- Krotenal
- N,N,N',N'-Tetraethylthiuram disulfide
- N,N,N',N'-Tetraethylthiuram disulphide
- NCI-C02959
- Nocbin
- Nocceler TET
- Nocceler TET-G
- Noxal
- Noxal (VAN)
- NSC 190940
- NSC 25953
- Refusal
- Refusal [Netherlands]
- Ro-Sulfiram
- Ro-Sulfram-500 (USA)
- Sanceler TET
- Sanceler TET-G
- Soxinol TET
- Stopetyl
- TATD
- Tenurid
- Tenutex
- TETD
- Tetidis
- Tetradine
- Tetraethylthioperoxydicarbonic diamide
- Tetraethylthiram disulfide
- Tetraethylthiram disulphide
- Tetraethylthiuram disulfide
- Tetraethylthiuram disulphide
- Tetraethylthiuran disulfide
- Tetraethylthiurium disulfide
- Tetraetil
- Teturam
- Teturamin
- Thioperoxydicarbonic diamide ((H2N)C(S))2S2, tetraethyl-
- Thiosan
- Thioscabin
- Thiuram disulfide, tetraethyl-
- Thiuram E
- Thiuranide
- Tiuram
- TTD
- TTS [Alcohol deterrent]
- Tuads, ethyl
- UNII-TR3MLJ1UAI
- USAF B-33
Systematic Names
- Disulfide, bis(diethylthiocarbamoyl)
- Disulfiram
- Thioperoxydicarbonic diamide (((H2N)C(S))2S2), N,N,N',N'-tetraethyl-
- Thioperoxydicarbonic diamide (((H2N)C(S))2S2), tetraethyl-
Superlist Names
- Disulfide, bis(diethylthiocarbamoyl)
- Disulfiram
- Tetraethylthiuram disulfide
- Tetraethylthiuram disulphide
- Thioperoxydicarbonic diamide, tetraethyl-
Registry Numbers
CAS Registry Number
- 97-77-8
FDA UNII
- TR3MLJ1UAI
Other Registry Numbers
- 11078-22-1
- 155-01-1
System Generated Number
- 0000097778
Structure Descriptors
InChI
InChI=1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3InChIKey
AUZONCFQVSMFAP-UHFFFAOYSA-NSmiles
CCN(CC)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 150mg/kg (150mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 230, 1969. |
dog | LDLo | oral | 3500mg/kg (3500mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: ATAXIA | Acta Pharmacologica et Toxicologica. Vol. 8, Pg. 305, 1952. |
human | LDLo | oral | 160mg/kg (160mg/kg) | BEHAVIORAL: COMA GASTROINTESTINAL: ULCERATION OR BLEEDING FROM LARGE INTESTINE LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)" | British Medical Journal. Vol. 2, Pg. 94, 1977. |
man | LDLo | oral | 150mg/kg/6W-I (150mg/kg) | LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" | Archives of Internal Medicine. Vol. 143, Pg. 1271, 1983. |
man | TDLo | oral | 150mg/kg/6W-I (150mg/kg) | MUSCULOSKELETAL: JOINTS | Arthritis and Rheumatism. Vol. 25, Pg. 1494, 1982. |
man | TDLo | oral | 450mg/kg/6W-I (450mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" BRAIN AND COVERINGS: ENCEPHALITIS LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" | American Journal of Gastroenterology. Vol. 93, Pg. 830, 1998. |
mouse | LD50 | intraperitoneal | 75mg/kg (75mg/kg) | National Technical Information Service. Vol. AD691-490, | |
mouse | LD50 | oral | 1980mg/kg (1980mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 112, Pg. 36, 1957. | |
mouse | LD50 | subcutaneous | 2600mg/kg (2600mg/kg) | Drugs in Japan Vol. -, Pg. 523, 1995. | |
rabbit | LD50 | oral | 1800mg/kg (1800mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: ATAXIA | Acta Pharmacologica et Toxicologica. Vol. 8, Pg. 305, 1952. |
rat | LD | subcutaneous | > 4gm/kg (4000mg/kg) | Acta Pharmacologica et Toxicologica. Vol. 8, Pg. 305, 1952. | |
rat | LD50 | intraperitoneal | 248mg/kg (248mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Journal de Pharmacologie. Vol. 9, Pg. 35, 1978. |
rat | LD50 | oral | 500mg/kg (500mg/kg) | Archiv fuer Toxikologie. Vol. 22, Pg. 12, 1966. | |
women | LDLo | oral | 90mg/kg/18D-I (90mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" BEHAVIORAL: COMA | Deutsche Medizinische Wochenschrift. Vol. 118, Pg. 1355, 1993. |
women | TDLo | oral | 90mg/kg/18D-I (90mg/kg) | LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | Journal of Clinical Psychiatry. Vol. 46, Pg. 67, 1985. |
women | TDLo | oral | 140mg/kg/2W (140mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Southern Medical Journal. Vol. 80, Pg. 1577, 1987. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 71.5 | deg C | EXP | |
log P (octanol-water) | 3.88 | (none) | EXP | |
Water Solubility | 4.09 | mg/L | 25 | EXP |
Vapor Pressure | 8.70E-04 | mm Hg | 25 | EST |
Henry's Law Constant | 8.32E-05 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 3.92E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.