ChemSpider 2D Image | Carbimazole | C7H10N2O2S


  • Molecular FormulaC7H10N2O2S
  • Average mass186.232 Da
  • Monoisotopic mass186.046295 Da
  • ChemSpider ID28829

More details:

Featured data source

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

1H-Imidazole-1-carboxylic acid, 2,3-dihydro-3-methyl-2-thioxo-, ethyl ester [ACD/Index Name]
2,3-Dihydro-3-methyl-2-thioxo-1H-imidazole-1-carboxylic Acid Ethyl Ester
22232-54-8 [RN]
244-854-4 [EINECS]
3-Méthyl-2-thioxo-2,3-dihydro-1H-imidazole-1-carboxylate d'éthyle [French] [ACD/IUPAC Name]
carbimazol [Spanish] [INN]
carbimazole [French] [INN]

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

323 [DBID]
0144339 [DBID]
BRN 0144339 [DBID]
C07615 [DBID]
KBio3_002918 [DBID]
NCGC00016760-01 [DBID]
Prestwick_788 [DBID]
Prestwick0_000439 [DBID]
Prestwick1_000439 [DBID]
PubChem Substance ID 329831176 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Safety:

      22-36-43 Alfa Aesar L08218
      24-26-37 Alfa Aesar L08218
      24-26-37-60 Alfa Aesar L08218
      H03BB01 Wikidata Q414013
      H302 H319 H317 LKT Labs [C0172]
      H302-H319-H317 Alfa Aesar L08218
      P261-P280-P305+P351+P338-P301+P312-P363-P501a Alfa Aesar L08218
      R22 R36 R43 LKT Labs [C0172]
      Warning Alfa Aesar L08218
      WARNING: Irritates skin and eyes, harmful if swallowed Alfa Aesar L08218
      Xn Xi LKT Labs [C0172]
    • Target Organs:

      Thyroid peroxidase inhibitor TargetMol T0952
    • Chemical Class:

      A member of the class of imidazoles that is methimazole in which the nitrogen bearing a hydrogen is converted into its ethoxycarbonyl derivative. A prodrug for methimazol, carbimazole is used for the treatment of hyperthyroidism. ChEBI CHEBI:617099,
    • Drug Status:

      INN, BAN Microsource [01505323]
    • Compound Source:

      synthetic Microsource [01505323]
    • Bio Activity:

      Carbimazole is an imidazole antithyroid agent. MedChem Express, HY-B0558
      Carbimazole is an imidazole antithyroid agent. ;Target: Carbimazole is an effective thyroid hormone inhibitor under a class of drugs known as pro-drugs. It is considered a pro-drug because it converts to methimazole after being absorbed by the body, generating an antithyroid action that works against hyperthyroidism (excessive production of thyroid hormones) and thyrotoxicosis (inflammation of the thyroid gland) [1]. Methimazole prevents the thyroid peroxidase enzyme from coupling and iodinating the tyrosine residues on thyroglobulin, hence reducing the production of the thyroid hormones T3 and T4 (thyroxine) [2].Carbimazole (CBZ) is one of the major drugs currently used for the treatment of Graves' disease. Experiments with [35S] CBZ in rats showed that the drug is so rapidly transformed to MMI after i.v. injection (within 3 min) that very little of the unchanged drug would be expected to reach the thyroid gland. The antithyroid action of CBZ in rats, therefore, can be asc MedChem Express HY-B0558
      Metabolism TargetMol T0952
      Others MedChem Express HY-B0558
      Thyroid peroxidase TargetMol T0952
  • Gas Chromatography
    • Retention Index (Kovats):

      1482 (estimated with error: 89) NIST Spectra mainlib_107111, replib_236733, replib_120554
    • Retention Index (Normal Alkane):

      1664 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 12 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 40 C; End T: 290 C; Start time: 1 min; CAS no: 22232548; Active phase: SE-30; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Neill, G.P.; Davies, N.W.; McLean, S., Automated screening procedure using gas chromatography-mass spectrometry for identification of drugs after their extraction from biological samples, J. Chromatogr., 565, 1991, 207-224.) NIST Spectra nist ri
      1678 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Other; CAS no: 22232548; 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: 1.3±0.1 g/cm3
Boiling Point: 240.4±23.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.5 mmHg at 25°C
Enthalpy of Vaporization: 47.7±3.0 kJ/mol
Flash Point: 99.2±22.6 °C
Index of Refraction: 1.612
Molar Refractivity: 49.1±0.4 cm3
#H bond acceptors: 4
#H bond donors: 0
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 0.34
ACD/LogD (pH 5.5): 0.61
ACD/BCF (pH 5.5): 1.70
ACD/KOC (pH 5.5): 50.96
ACD/LogD (pH 7.4): 0.61
ACD/BCF (pH 7.4): 1.70
ACD/KOC (pH 7.4): 50.96
Polar Surface Area: 65 Å2
Polarizability: 19.4±0.5 10-24cm3
Surface Tension: 60.2±5.0 dyne/cm
Molar Volume: 141.1±5.0 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) =  0.53

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  316.77  (Adapted Stein & Brown method)
    Melting Pt (deg C):  98.54  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.35E-005  (Modified Grain method)
    MP  (exp database):  123.5 deg C
    Subcooled liquid VP: 0.000797 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):  1.827e+005
       log Kow used: 0.53 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  165.9 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.09E-008  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.120E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.53  (KowWin est)
  Log Kaw used:  -5.898  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  6.428
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9486
   Biowin2 (Non-Linear Model)     :   0.9831
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.6867  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.9781  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3039
   Biowin6 (MITI Non-Linear Model):   0.2649
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.0120
 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):  0.106 Pa (0.000797 mm Hg)
  Log Koa (Koawin est  ): 6.428
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.82E-005 
       Octanol/air (Koa) model:  6.58E-007 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00102 
       Mackay model           :  0.00225 
       Octanol/air (Koa) model:  5.26E-005 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  94.9193 E-12 cm3/molecule-sec
      Half-Life =     0.113 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.352 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.175000 E-17 cm3/molecule-sec
      Half-Life =     6.549 Days (at 7E11 mol/cm3)
   Fraction sorbed to airborne particulates (phi): 0.00164 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  13.72
      Log Koc:  1.137 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  2.850E-019  L/mol-sec
  Kb Half-Life at pH 8: 7.705E+016  years  
  Kb Half-Life at pH 7: 7.705E+017  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 0.53 (estimated)

 Volatilization from Water:
    Henry LC:  3.09E-008 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.586E+004  hours   (1077 days)
    Half-Life from Model Lake : 2.822E+005  hours   (1.176E+004 days)

 Removal In Wastewater Treatment:
    Total removal:               1.86  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.77  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.147           2.66         1000       
   Water     49.6            900          1000       
   Soil      50.2            1.8e+003     1000       
   Sediment  0.0984          8.1e+003     0          
     Persistence Time: 681 hr


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