Disulfiram

For research use only. Not for therapeutic Use.

  • CAT Number: A000724
  • CAS Number: 97-77-8
  • Molecular Formula: C₁₀H₂₀N₂S₄
  • Molecular Weight: 296.54
  • Purity: ≥95%
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Disulfiram(Cat No.:A000724)is an oral medication used primarily to treat chronic alcoholism by inhibiting aldehyde dehydrogenase, an enzyme involved in alcohol metabolism. When alcohol is consumed, disulfiram causes the accumulation of acetaldehyde, leading to unpleasant effects such as nausea, headache, and flushing, thereby deterring further drinking. Beyond its use in alcohol aversion therapy, disulfiram has shown potential in cancer research due to its ability to inhibit proteasome activity and disrupt cellular metal homeostasis. It has also been investigated for its antibacterial and antiviral properties, broadening its therapeutic applications.


Catalog Number A000724
CAS Number 97-77-8
Synonyms

Tetraethylthiuram disulfide; 97-77-8; Antabuse; Alcophobin; Antabus

Molecular Formula C₁₀H₂₀N₂S₄
Purity ≥95%
Target Dopamine β-hydroxylase
Solubility >12mg/mL in DMSO
Storage -20°C
IUPAC Name diethylcarbamothioylsulfanyl N,N-diethylcarbamodithioate
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
SMILES CCN(CC)C(=S)SSC(=S)N(CC)CC
Reference

1: Wang NN, Wang LH, Li Y, Fu SY, Xue X, Jia LN, Yuan XZ, Wang YT, Tang X, Yang
JY, Wu CF. Targeting ALDH2 with disulfiram/copper reverses the resistance of
cancer cells to microtubule inhibitors. Exp Cell Res. 2017 Nov 16. pii:
S0014-4827(17)30600-6. doi: 10.1016/j.yexcr.2017.11.004. [Epub ahead of print]
PubMed PMID: 29155365.

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2: Li Y, Wang LH, Zhang HT, Wang YT, Liu S, Zhou WL, Yuan XZ, Li TY, Wu CF, Yang
JY. Disulfiram combined with copper inhibits metastasis and
epithelial-mesenchymal transition in hepatocellular carcinoma through the NF-κB
and TGF-β pathways. J Cell Mol Med. 2017 Nov 17. doi: 10.1111/jcmm.13334. [Epub
ahead of print] PubMed PMID: 29148232.

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3: Karamanakos PN, Trafalis DT, Papachristou DJ, Panteli ES, Papavasilopoulou M,
Karatzas A, Kardamakis D, Nasioulas G, Marselos M. Evidence for the efficacy of
disulfiram and copper combination in glioblastoma multiforme – A propos of a
case. J BUON. 2017 Sep-Oct;22(5):1227-1232. PubMed PMID: 29135106.

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4: Di Ciano P, Manvich DF, Pushparaj A, Gappasov A, Hess EJ, Weinshenker D, Le
Foll B. Effects of disulfiram on choice behavior in a rodent gambling task:
association with catecholamine levels. Psychopharmacology (Berl). 2017 Oct 30.
doi: 10.1007/s00213-017-4744-0. [Epub ahead of print] PubMed PMID: 29085979.

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5: Stokes M, Abdijadid S. Disulfiram. 2017 Oct 14. StatPearls [Internet].
Treasure Island (FL): StatPearls Publishing; 2017 Jun-. Available from
http://www.ncbi.nlm.nih.gov/books/NBK459340/
PubMed PMID: 29083801.
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6: Viola-Rhenals M, Patel KR, Jaimes-Santamaria L, Wu G, Liu J, Dou QP. Recent
Advances in Antabuse (Disulfiram): the importance of its metal-binding ability to
its anticancer activity. Curr Med Chem. 2017 Oct 23. doi:
10.2174/0929867324666171023161121. [Epub ahead of print] PubMed PMID: 29065820.

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7: Tesson M, Anselmi G, Bell C, Mairs R. Cell cycle specific radiosensitisation
by the disulfiram and copper complex. Oncotarget. 2017 Jul 25;8(39):65900-65916.
doi: 10.18632/oncotarget.19539. eCollection 2017 Sep 12. PubMed PMID: 29029481;
PubMed Central PMCID: PMC5630381.

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8: Liu C, Lan Q, He W, Nie C, Zhang C, Xu T, Jiang T, Wang S. Octa-arginine
modified lipid emulsions as a potential ocular delivery system for disulfiram: A
study of the corneal permeation, transcorneal mechanism and anti-cataract effect.
Colloids Surf B Biointerfaces. 2017 Aug 25;160:305-314. doi:
10.1016/j.colsurfb.2017.08.037. [Epub ahead of print] PubMed PMID: 28950195.
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9: Hasinoff BB, Patel D. Disulfiram is a slow-binding partial noncompetitive
inhibitor of 20S proteasome activity. Arch Biochem Biophys. 2017 Nov 1;633:23-28.
doi: 10.1016/j.abb.2017.09.003. Epub 2017 Sep 5. PubMed PMID: 28887129.

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10: Fasehee H, Ghavamzadeh A, Alimoghaddam K, Ghaffari SH, Faghihi S. A
Comparative Cytotoxic Evaluation of Disulfiram Encapsulated PLGA Nanoparticles on
MCF-7 Cells. Int J Hematol Oncol Stem Cell Res. 2017 Apr 1;11(2):102-107. PubMed
PMID: 28875004; PubMed Central PMCID: PMC5575722.

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