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Chemical Structure| 97-77-8 Chemical Structure| 97-77-8
Chemical Structure| 97-77-8

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Disulfiram is a specific inhibitor of aldehyde-dehydrogenase (ALDH1), used for the treatment of chronic alcoholism by producing an acute sensitivity to alcohol. Disulfiram acts as an allosteric inhibitor of MERS-CoV PLpro but as a competitive (or mixed) inhibitor of SARS-CoV PLpro. It also inhibits pyroptosis by blocking gasdermin D pore formation.

Synonyms: Tetraethylthiuram disulfide; TETD; Disulfan

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Product Details of Disulfiram

CAS No. :97-77-8
Formula : C10H20N2S4
M.W : 296.54
SMILES Code : S=C(SSC(N(CC)CC)=S)N(CC)CC
Synonyms :
Tetraethylthiuram disulfide; TETD; Disulfan
MDL No. :MFCD00009048
InChI Key :AUZONCFQVSMFAP-UHFFFAOYSA-N
Pubchem ID :3117

Safety of Disulfiram

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H319-H372-H410
Precautionary Statements:P501-P273-P260-P270-P264-P280-P391-P314-P337+P313-P305+P351+P338-P301+P312+P330
Class:9
UN#:3077
Packing Group:

Application In Synthesis of Disulfiram

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 97-77-8 ]

[ 97-77-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 97-77-8 ]
  • [ 70298-89-4 ]
  • [ 129333-20-6 ]
YieldReaction ConditionsOperation in experiment
100% A 2.5 M solution of n-butyllithium (67.3 mL) in hexanes was added dropwise over 2 h to a stirred solution of N-(pyridin-4-yl)pivalamide (12.0 g, 0.067 mol) in tetrahydrofuran (268 mL) at -10 °C (acetone / ice 1:1) under nitrogen. The temperature was kept between -10 0C and 1 0C. Upon complete addition, the temperature returned to -10 0C and a solution of tetraethylthiuram disulfide (59.9 g, 0.202 mol) in tetrahydrofuran (180 mL) was added dropwise, rapidly. The mixture was allowed to warm to r.t., poured into water (500 mL) and extracted with diethyl ether (2 x 400 mL). The organic layers were combined, washed with brine (300 mL), then separated, dried over sodium sulfate, filtered and the solvent evaporated in vacuo to yield 4-pivalamidopyridin-3-yl diethylcarbamodithioate (21.9 g, 100percent) as an orange oil. 1H NMR : delta (CDCl3, 400 MHz) 1.28 (s, 9 H), 1.31 (t, J = 7 Hz, 3 H), 1.46 (t, J = 7 Hz, 3 H), 3.93 (q, J = 7 Hz, 2 H), 4.03 (q, /= 7 Hz, 2 H), 8.39 (d, / = 5 Hz, 1 H), 8.45 (br. s., 1 H), 8.52 (s, 1 H), 8.61 (d, J= 5 Hz, 1 H).
  • 2
  • [ 97-77-8 ]
  • [ 108-82-7 ]
  • copper dichloride [ No CAS ]
  • CuCl((CH3CH2)2NCS2)(HOCH(CH2CH(CH3)2)2)2 [ No CAS ]
  • 3
  • [ 1273-73-0 ]
  • [ 97-77-8 ]
  • [ 91687-07-9 ]
  • 4
  • [ 97-77-8 ]
  • [ 939-57-1 ]
  • (E)-N,N-diethyl-3-(o-tolyl)acrylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
44% In 1,2-dichloro-ethane; at 90 - 100℃;Schlenk technique; Take 0.5 mmol of o-methylcinnamic acid and 0.55 mmol of tetraethylthiuram disulfideAdd 0.5 ~ 1ml of dichloroethane to make a mixture, put the mixture in 5mlInside the Schlenk tube, put it in an oil bath at 90 100 ,After 36 to 48 hours of reaction, cool to room temperature to obtain a reaction solution;(2) The reaction solution obtained in step (1) is directly concentrated to obtain a concentrate,The concentrate was made with ethyl acetate / petroleum ether = 2/1 (v / v) as the developing agent,TLC separation was performed to obtain 47.6 mg of the target product.
 

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