An internal standard for the quantification of disulfiram
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Unlabeled Version(s)
15303Disulfiram
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Disulfiram-d20

Item No. 28536

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
bis(1,1,2,2,2-pentadeuterioethyl)carbamothioylsulfanyl N,N-bis(1,1,2,2,2-pentadeuterioethyl)carbamodithioate
CAS Number
1216403-88-1
Synonyms
  • Tetraethylthiuram disulfide-d20
Molecular Formula
C10D20N2S4
Formula Weight
316.7
Purity
≥99% deuterated forms (d1-d20)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleMethanol: soluble
SMILES
S=C(N(C([2H])([2H])C([2H])([2H])[2H])C([2H])([2H])C([2H])([2H])[2H])SSC(N(C([2H])([2H])C([2H])([2H])[2H])C([2H])([2H])C([2H])([2H])[2H])=S
InChi Code
InChI=1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3/i1D3,2D3,3D3,4D3,5D2,6D2,7D2,8D2
InChi Key
AUZONCFQVSMFAP-DEHFLJNXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $515

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    Product Description

    Disulfiram-d20 is intended for use as an internal standard for the quantification of disulfiram (Item No. 15303) by GC- or LC-MS. Disulfiram is a copper and zinc chelator and an irreversible inhibitor of aldehyde dehydrogenase (IC50 = 0.1 mM).1 It also inhibits the copper-dependent enzyme dopamine β-hydroxylase, which prevents the breakdown of dopamine.2 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.3,4 Disulfiram (at 250 nM) induces reactive oxygen species, activates JNK and p38 pathways, and inhibits NF-κB activity, which suppresses self-renewal in cancer stem cells.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kraemer, R.J., and Deitrich, R.A. Isolation and characterization of human liver aldehyde dehydrogenase. The Journal of Biological Chemisty 243(24), 6402-6408 (1968).

    2. Haile, C.N., De La Garza, R., II, Mahoney, J.J., III, et al. The impact of disulfiram treatment on the reinforcing effects of cocaine: A randomized clinical trial. PLoS One 7(11), e47702 (2012).

    3. Chen, D., Cui, Q.C., Yang, H., et al. Disulfiram, a clinically used anti-alcoholism drug and copper-binding agent, induces apoptotic cell death in breast cancer cultures and xenografts via inhibition of the proteasome activity. Cancer Res. 66(21), 10425-10433 (2006).

    4. Schmitt, S.M., Frezza, M., and Dou, Q.P. New applications of old metal-binding drugs in the treatment of human cancer. Front. Biosci. (Schol. Ed.) 4, 375-391 (2012).

    5. Liu, P., Brown, S., Goktug, T., et al. Cytotoxic effect of disulfiram/copper on human glioblastoma cell lines and ALDH-positive cancer-stem-like cells. Br. J. Cancer 107(9), 1488-1497 (2012).

    6. Chiba, T., Suzuki, E., Yuki, K., et al. Disulfiram eradicates tumor-initiating hepatocellular carcinoma cells in ROS-p38 MAPK pathway-dependent and -independent manners. PLoS One 9(1), e84807 (2014).