General Information of the Drug (ID: ferrodrug0016)
Name
Disulfiram
Synonyms
disulfiram; Tetraethylthiuram disulfide; 97-77-8; Antabuse; Bis(diethylthiocarbamoyl) disulfide; Antabus; TETD; Alcophobin; Anticol; Esperal; Teturam; Dicupral; Exhorran; Hoca; Ethyldithiurame; Abstensil; Antaethyl; Antietanol; Antivitium; Contralin; Tetradine; Tetraetil; Teturamin; Abstinil; Abstinyl; Antadix; Antalcol; Antetan; Antetil; Antietil; Antikol; Aversan; Averzan; Cronetal; Krotenal; Refusal; Etabus; Ethyl tuads; Ethyl Thiram; Ethyl Thiurad; Ethyl Tuex; Antaenyl; Antaetil; Antiaethan; Contrapot; Disulfan; Disulfuram; Ephorran; Stopetyl; Thiuranide; Anteyl; Bonibal; Disetil; Nocbin; Tenurid; Tenutex; Tetidis; Ekagom TEDS; Ekagom TETDS; Ethyldithiourame; Noxal; Anti-ethyl; Alk-aubs; Tetraethylthiuram disulphide; Thiuram E; TATD; Soxinol TET; Tetraethylthiram disulfide; Ekagom DTET; Accel TET; Espenal; Exhoran; Sanceler TET-G; Ro-sulfiram; Tetraethylthiuram; Tuads, ethyl; Usaf B-33; Sanceler TET; Tetraethylthioperoxydicarbonic diamide; Stopaethyl; Thireranide; Antaethan; Antethyl; Tetradin; Tillram; Accel TET-R; Ethyl Thiudad; Dupon 4472; Tetraethylthiuran disulfide; Nocceler TET; Nocceler TET-G; Anthethyl; Disulphuram; Stopethyl; Dupont fungicide 4472; Hocakrotenalnci-C02959; Tetraethylthiram disulphide; Bis(diethylthiocarbamyl) disulfide; Stopety; THIOCID; Ancazide ET; Etyl Tuex; Tetraethylthiuram sulfide; Thiuram disulfide, tetraethyl-; Akrochem TETD; Perkacit TETD; Ekaland TETD; Perkait TETD; N,N,N',N'-Tetraethylthiuram disulfide; Antabuse (TN); Bis(N,N-diethylthiocarbamoyl) disulfide; Ethyl Tuads Rodform; C10H20N2S4; 1,1'-Dithiobis(N,N-diethylthioformamide); Disulfide, bis(diethylthiocarbamoyl); ENT 27,340; NSC 190940; Thioperoxydicarbonic diamide, tetraethyl-; Bis(diethylthiocarbamoyl)disulphide; NCI-C02959; diethylcarbamothioylsulfanyl N,N-diethylcarbamodithioate; NSC-25953; N,N-diethyl[(diethylcarbamothioyl)disulfanyl]carbothioamide; Bis(N,N-diethylthiocarbamoyl)disulphide; N,N,N',N'-Tetraethylthiuram disulphide; Bis((diethylamino)thioxomethyl)disulphide; Bis((diethylamino)thioxomethyl) disulfide; Tetraethylthiuram disulfide;TETD; TTS; Disulfiram (Antabuse); TR3MLJ1UAI; Thioperoxydicarbonic diamide ([(H2N)C(S)]2S2), tetraethyl-; CHEMBL964; MLS000069818; CHEBI:4659; ORA102; DTXSID1021322; ORA-102; Bis(diethylthiocarbamyoyl)disulfide; NSC25953; Esperal [France]; CAS-97-77-8; NCGC00016000-08; NCGC00016000-13; SMR000059171; Thioperoxydicarbonic diamide (((H2N)C(S))2S2), tetraethyl-; 1,1',1'',1'''-[disulfanediylbis(carbonothioylnitrilo)]tetraethane; DTXCID101322; Gababentin; Disulfram; Disulfiramum [INN-Latin]; Disulfiramo [INN-Spanish]; Bis[(diethylamino)thioxomethyl] disulfide; CCRIS 582; 1,1'-Dithiobis[N,N-diethylthioformamide]; TTS x; HSDB 3317; SR-01000076145; UNII-TR3MLJ1UAI; EINECS 202-607-8; MFCD00009048; NSC 25953; AI3-27340; Formamide, 1,1'-dithiobis(N,N-diethylthio-; Thioperoxydicarbonic diamide (((H2N)C(S))2S2), N,N,N',N'-tetraethyl-; Thioperoxydicarbonic diamide ([(H2N)C(S)]2S2), N,N,N',N'-tetraethyl-; Disulfiram [USP:INN:BAN:JAN]; Prestwick_182; Spectrum_001010; CPD000059171; DISULFIRAM [MI]; Opera_ID_224; DISULFIRAM [INN]; DISULFIRAM [JAN]; Prestwick0_000097; Prestwick1_000097; Prestwick2_000097; Prestwick3_000097; Spectrum2_001176; Spectrum3_000405; Spectrum4_000228; Spectrum5_001590; DISULFIRAM [HSDB]; DISULFIRAM [IARC]; Lopac-T-1132; 1,N-diethylthioformamide]; DISULFIRAM [VANDF]; Formamide, 1,1'-dithiobis(N,N-diethylthio)-; UPCMLD-DP090; EC 202-607-8; T 1132; tetraethyl thiuram disulfide; DISULFIRAM [MART.]; Tetraethyldithiuram disulfide; DISULFIRAM [WHO-DD]; Lopac0_001164; SCHEMBL27213; BSPBio_000054; BSPBio_001930; KBioGR_000895; KBioSS_001490; MLS000758264; MLS001076475; MLS001423963; SPECTRUM1500262; SPBio_001191; SPBio_001993; BPBio1_000060; Disulfiram (JP17/USP/INN); GTPL7168; DISULFIRAM [EP IMPURITY]; DISULFIRAM [ORANGE BOOK]; UPCMLD-DP090:001; KBio2_001490; KBio2_004058; KBio2_006626; KBio3_001150; DISULFIRAM [EP MONOGRAPH]; Thioperoxydicarbonic diamide ((H2N)C(S))2S2, tetraethyl-; DISULFIRAM [USP MONOGRAPH]; HMS1568C16; HMS1920I16; HMS2051M17; HMS2090C18; HMS2091O22; HMS2095C16; HMS2230K06; HMS3263J09; HMS3371B21; HMS3393M17; HMS3655I19; HMS3712C16; HMS3867H13; Pharmakon1600-01500262; BCP07331; HY-B0240; bis-(diethyl-thiocarbamyl)-disulfide; Tox21_110280; Tox21_300403; Tox21_400072; Tox21_501164; BDBM50058655; CCG-39549; DL-379; HB1119; N,N',N'-Tetraethylthiuram disulfide; NSC756748; NSC800739; s1680; STL069539; 1,1',1'',1'''-{disulfanediylbis[(thioxomethylene)-nitrilo]}tetraethane; AKOS000120201; Tox21_110280_1; AT13284; DB00822; HS-0057; LP01164; NC00063; NSC-756748; NSC-800739; SDCCGSBI-0051131.P005; WLN: 2N2 & YUS & S 2; NCGC00016000-01; NCGC00016000-02; NCGC00016000-03; NCGC00016000-04; NCGC00016000-05; NCGC00016000-06; NCGC00016000-07; NCGC00016000-09; NCGC00016000-10; NCGC00016000-11; NCGC00016000-12; NCGC00016000-14; NCGC00016000-15; NCGC00016000-18; NCGC00016000-29; NCGC00094423-01; NCGC00094423-02; NCGC00094423-03; NCGC00094423-05; NCGC00094423-06; NCGC00094423-07; NCGC00254447-01; NCGC00261849-01; N,N,N'',N''-tetraethylthiuram disulfide; BIS(DIETHYLTHIOCARBAMOYL) DISULPHIDE; Formamide,1'-dithiobis(N,N-diethylthio)-; SBI-0051131.P004; 1,1''-dithiobis(N,N-diethylthioformamide); AB00051976; B0479; EU-0101164; FT-0631502; FT-0667720; SW196492-4; Tetraethylthiuram disulfide, >=97.0% (S); EN300-19458; C01692; D00131; S00294; AB00051976-20; AB00051976-21; AB00051976-23; AB00051976_22; AB00051976_25; A845750; Q409665; Q-201812; SR-01000076145-1; SR-01000076145-5; SR-01000076145-8; BRD-K32744045-001-05-6; BRD-K32744045-001-17-1; Z104473910; Disulfiram, British Pharmacopoeia (BP) Reference Standard; Disulfiram, European Pharmacopoeia (EP) Reference Standard; Disulfiram, United States Pharmacopeia (USP) Reference Standard; 1,1'',1'''',1''''''-[disulfanediylbis(carbonothioylnitrilo)]tetraethane; Disulfiram, Pharmaceutical Secondary Standard; Certified Reference Material; N,N-diethylcarbamodithioic acid [[diethylamino(sulfanylidene)methyl]thio] ester; THIOPEROXYDICARBONIC DIAMIDE ((H2N)C(S))(SUB 2) S(SUB 2), TETRAETHYL-; InChI=1/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H; TETRAETHYLTHIOPEROXYDICARBONIC DIAMIDE ((((C(SUB 2)H(SUB 5))(SUB 2)N)C(S))(SUB 2)S(SUB 2))

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Structure
Formula
C10H20N2S4
IUPAC Name
diethylcarbamothioylsulfanyl N,N-diethylcarbamodithioate
Canonical SMILES
CCN(CC)C(=S)SSC(=S)N(CC)CC
InChI
InChI=1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3
InChIKey
AUZONCFQVSMFAP-UHFFFAOYSA-N
PubChem CID
3117
Full List of Ferroptosis Target Related to This Drug
Phospholipid hydroperoxide glutathione peroxidase (GPX4)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Suppressor
Responsed Disease Injury of intra-abdominal organs ICD-11: NB91
Pathway Response Ferroptosis hsa04216
Cell Process Cell ferroptosis
In Vitro Model HT-1080 cells Fibrosarcoma Homo sapiens CVCL_0317
HEK-293T cells Normal Homo sapiens CVCL_0063
786-O cells Renal cell carcinoma Homo sapiens CVCL_1051
769-P cells Renal cell carcinom Homo sapiens CVCL_1050
SK-HEP-1 cells Liver and intrahepatic bile duct epithelial neoplasm Homo sapiens CVCL_0525
HCCLM3 cells Adult hepatocellular carcinoma Homo sapiens CVCL_6832
MDA-MB-231 cells Breast adenocarcinoma Homo sapiens CVCL_0062
MDA231-LM2-4175 cells Breast adenocarcinoma Homo sapiens CVCL_5998
In Vivo Model
C57BL/6J male mice aged 8 weeks were purchased from Charles River Laboratories International, Inc., and housed in a specific pathogen-free animal facility. DMSO or DSF (21 mg/kg) was injected intraperitoneally into mice for 0.5 h, followed by ConA injection via the tail vein at 15 mg/kg. Mice were sacrificed at 24 h post ConA injection. Liver and blood samples were collected at this time point for H&E staining, IHC staining, and measurement of AST/ALT (Dian Diagnostics Co., Ltd).

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Response regulation Disulfiram (DSF) is conjugated to multiple cysteine residues in GPX4 and disrupts GPX4 interaction with HSC70, an adaptor protein for chaperone mediated autophagy, thus preventing GPX4 degradation induced by erastin. In addition, DSF ameliorates concanavalin A induced acute liver injury by suppressing ferroptosis in a mouse model.
References
Ref 1 A Class of Disulfide Compounds Suppresses Ferroptosis by Stabilizing GPX4. ACS Chem Biol. 2022 Dec 16;17(12):3389-3406. doi: 10.1021/acschembio.2c00445. Epub 2022 Nov 29.