ChemSpider 2D Image | Disulfiram | C10H20N2S4


  • Molecular FormulaC10H20N2S4
  • Average mass296.539 Da
  • Monoisotopic mass296.050934 Da
  • ChemSpider ID3005

More details:

Featured data source

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

Disulfiram [INN] [Wiki]
1,1',1'',1'''-[Disulfandiylbis(carbonothioylnitrilo)]tetraethan [German] [ACD/IUPAC Name]
1,1',1'',1'''-[Disulfanediylbis(carbonothioylnitrilo)]tetraethane [ACD/IUPAC Name]
1,1',1'',1'''-[Disulfanediylbis(carbonothioylnitrilo)]tetraéthane [French] [ACD/IUPAC Name]
97-77-8 [RN]
Antabuse [Trade name]
disulfiramum [Latin] [INN]
Esperal [Trade name]

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

86720_FLUKA [DBID]
MFCD00006581 [DBID]
MFCD00009048 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      White, yellowish, or light-gray powder with a slight odor. [fungicide] NIOSH JO1225000
      yellow-white crystals or grey powder Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Incompatible with strong oxidants. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-RAT LD50 500 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      22-43-48/22-50/53 Alfa Aesar B20721
      22-43-48/22-50/53 LKT Labs [D3374]
      24-37-60-61 Alfa Aesar B20721
      9 Alfa Aesar B20721
      GHS02 Biosynth Q-201813
      H226 Biosynth Q-201813
      H302 H317 H373 H410 LKT Labs [D3374]
      H373-H400-H410-H302-H317 Alfa Aesar B20721
      Harmful and irritating. Possible irreversible damage risk Alfa Aesar B20721
      IRRITANT Matrix Scientific 058376
      P210; P280 Biosynth Q-201813
      P260-P261-P280-P301+P312-P363-P501a Alfa Aesar B20721
      Safety glasses; good ventilation. Oxford University Chemical Safety Data (No longer updated) More details
      UN 3077 9/PG 3 LKT Labs [D3374]
      Warning Alfa Aesar B20721
      Warning Biosynth Q-201813
      WARNING: Irritates skin and eyes, harmful if swallowed Alfa Aesar B20721
      Xn, N LKT Labs [D3374]
    • First-Aid:

      Eye: Irrigate immediately Skin: Soap wash immediately Breathing: Respiratory support Swallow: Medical attention immediately NIOSH JO1225000
    • Exposure Routes:

      inhalation, ingestion, skin and/or eye contact NIOSH JO1225000
    • Symptoms:

      Irritation eyes, skin, respiratory system; sensitization dermatitis; lassitude (weakness, exhaustion), tremor, restlessness, headache, dizziness; metallic taste; peripheral neuropathy; liver damage NIOSH JO1225000
    • Target Organs:

      Dehydrogenase inhibitor TargetMol T0054
      Eyes, skin, respiratory system, central nervous system, peripheral nervous system, liver NIOSH JO1225000
    • Incompatibility:

      None reported NIOSH JO1225000
    • Personal Protection:

      Skin: Prevent skin contact Eyes: Prevent eye contact Wash skin: When contaminated Remove: When wet or contaminated Change: Daily NIOSH JO1225000
    • Exposure Limits:

      NIOSH REL : TWA 2 mg/m 3 [Precautions should be taken to avoid concurrent exposure to ethylene dibromide.] OSHA PEL ?: none NIOSH JO1225000
    • Drug Status:

      approved BIONET-Key Organics HS-0057
    • Bio Activity:

      ALDH1;DBH TargetMol T0054
      ATPase Tocris Bioscience 3807
      ATPases/GTPases Tocris Bioscience 3807
      Disulfiram is a carbamate derivative used as an alcohol deterrent.; Target: Dopamine ?-hydroxylase; Disulfiram is a drug used to support the treatment of chronic alcoholism by producing an acute sensitivity to alcohol. MedChem Express HY-B0240
      Dopamine ?-hydroxylase MedChem Express HY-B0240
      Enzymes Tocris Bioscience 3807
      Inhibitor of aldehyde dehydrogenase that displays antialcoholism activity. Shown to reversibly stimulate Ca2+-ATPase activity and inhibit V-ATPase (EC50 = 26 ?M). Also inhibits expression of MMP-2 and MMP-9 and displays anti-invasive activity. Tocris Bioscience 3807
      Inhibitor of aldehyde dehydrogenase that displays antialcoholism activity. Shown to reversibly stimulate Ca2+-ATPase activity and inhibit V-ATPase (EC50 = 26 ?M). Also inhibits expression of MMP-2 and MMP-9 and displays anti-invasive activity. Tocris Bioscience 3807
      Metabolism TargetMol T0054
      Metabolism/Protease MedChem Express HY-B0240
      Metabolism/Protease; MedChem Express HY-B0240
      Reversibly stimulates SERCA Ca2+-ATPase; displays a range of other activities Tocris Bioscience 3807
  • Gas Chromatography
    • Retention Index (Kovats):

      2387 (estimated with error: 89) NIST Spectra mainlib_228650, replib_14172, replib_246744, replib_379436
      2135 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column length: 2 m; Column type: Packed; Start T: 220 C; CAS no: 97778; Active phase: SE-30; Carrier gas: N2; Substrate: 1% se-30 on Anachrom ABS(80-100mesh); Data type: Kovats RI; Authors: Musumarra, G.; Scarlata, G.; Romano, G.; Cappello, G.; Clementi, S.; Giulietti, G., Qualitative organic analysis. Part 2. Identification of drugs by principal components analysis of standardized TLC data in four eluent systems and of retention indices on SE 30, J. Anal. Toxicol., 11, 1987, 154-163.) NIST Spectra nist ri
    • Retention Index (Normal Alkane):

      2141 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Other; CAS no: 97778; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 220, 1981, 195-252.) NIST Spectra nist ri

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.2±0.1 g/cm3
Boiling Point: 369.0±25.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.8 mmHg at 25°C
Enthalpy of Vaporization: 61.6±3.0 kJ/mol
Flash Point: 177.0±23.2 °C
Index of Refraction: 1.620
Molar Refractivity: 86.4±0.3 cm3
#H bond acceptors: 2
#H bond donors: 0
#Freely Rotating Bonds: 9
#Rule of 5 Violations: 0
ACD/LogP: 3.88
ACD/LogD (pH 5.5): 3.59
ACD/BCF (pH 5.5): 314.15
ACD/KOC (pH 5.5): 2133.29
ACD/LogD (pH 7.4): 3.59
ACD/BCF (pH 7.4): 314.15
ACD/KOC (pH 7.4): 2133.34
Polar Surface Area: 121 Å2
Polarizability: 34.2±0.5 10-24cm3
Surface Tension: 56.9±3.0 dyne/cm
Molar Volume: 246.0±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™

 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  3.67
    Log Kow (Exper. database match) =  3.88
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  386.01  (Adapted Stein & Brown method)
    Melting Pt (deg C):  138.92  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.61E-006  (Modified Grain method)
    MP  (exp database):  71.5 deg C
    BP  (exp database):  117 @ 17 mm Hg deg C
    Subcooled liquid VP: 1.81E-005 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  63.66
       log Kow used: 3.88 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  4.09 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.2405e+005 mg/L
    Wat Sol (Exper. database match) =  4.09
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.32E-005  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.051E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.88  (exp database)
  Log Kaw used:  -2.468  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  6.348
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6064
   Biowin2 (Non-Linear Model)     :   0.2311
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5439  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4199  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0293
   Biowin6 (MITI Non-Linear Model):   0.0142
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.6218
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.00241 Pa (1.81E-005 mm Hg)
  Log Koa (Koawin est  ): 6.348
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00124 
       Octanol/air (Koa) model:  5.47E-007 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.043 
       Mackay model           :  0.0905 
       Octanol/air (Koa) model:  4.38E-005 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 392.4139 E-12 cm3/molecule-sec
      Half-Life =     0.027 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    19.625 Min
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0667 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  92.67
      Log Koc:  1.967 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 2.288 (BCF = 193.9)
       log Kow used: 3.88 (expkow database)

 Volatilization from Water:
    Henry LC:  8.32E-005 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:      13.87  hours
    Half-Life from Model Lake :      295.7  hours   (12.32 days)

 Removal In Wastewater Treatment:
    Total removal:              27.60  percent
    Total biodegradation:        0.27  percent
    Total sludge adsorption:    24.21  percent
    Total to Air:                3.12  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.0393          0.654        1000       
   Water     13.7            900          1000       
   Soil      83.8            1.8e+003     1000       
   Sediment  2.45            8.1e+003     0          
     Persistence Time: 1.01e+003 hr


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