ChemSpider 2D Image | Tolbutamide | C12H18N2O3S

Tolbutamide

  • Molecular FormulaC12H18N2O3S
  • Average mass270.348 Da
  • Monoisotopic mass270.103821 Da
  • ChemSpider ID5304

More details:



Featured data source



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

200-594-3 [EINECS]
2102731-79-1 secondary RN [RN]
3-butyl-1-(4-methylphenyl)sulfonyl urea
4-11-00-00396 [Beilstein]
4-11-00-00396 (Beilstein Handbook Reference) [Beilstein]
473-41-6 [RN]
602
Acide N'-butyl-N-[(4-méthylphényl)sulfonyl]carbamimidique [French] [ACD/IUPAC Name]
Benzenesulfonamide, N-[(butylamino)carbonyl]-4-methyl- [ACD/Index Name]
Benzenesulfonamide, N-[(Z)-(butylimino)hydroxymethyl]-4-methyl- [ACD/Index Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

982XCM1FOI [DBID]
CHEBI:27999 [DBID]
46968_RIEDEL [DBID]
AIDS097016 [DBID]
AIDS-097016 [DBID]
Bio1_000206 [DBID]
Bio1_000695 [DBID]
Bio1_001184 [DBID]
Bio2_000227 [DBID]
Bio2_000707 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      white crystalline powder Oxford University Chemical Safety Data (No longer updated) More details
      WHITE POWDER NIH Clinical Collection [SMR000058363]
    • Stability:

      Stable. Combustible. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-MUS LD50 2600 mg kg-1, IPR-RAT LD50 860 mg kg-1, IVN-RAT LD50 700 mg kg-1, ORL-RAT LD50 2490 mg kg-1, SCU-MUS LD50 980 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      24-37 Alfa Aesar B21698
      43 Alfa Aesar B21698
      A10BB03 Wikidata Q414275
      H302-H317 Alfa Aesar B21698
      Minimize exposure. Oxford University Chemical Safety Data (No longer updated) More details
      P261-P280-P301+P312-P363-P321-P501a Alfa Aesar B21698
      V04CA01 Wikidata Q414275
      Warning Alfa Aesar B21698
      WARNING: Irreversible damage risk, protect skin/eyes/lungs. Alfa Aesar B21698
      WARNING: May cause irritation, skin or lung sensitization. Alfa Aesar B21698
    • Target Organs:

      Potassium Channel TargetMol T1054
    • Chemical Class:

      An <element>N</element>-sulfonylurea that consists of 1-butylurea having a tosyl group attached at the 3-position. ChEBI CHEBI:27999
    • Compound Source:

      synthetic Microsource [01500581]
    • Bio Activity:

      Membrane Tranporter/Ion Channel MedChem Express HY-B0401
      Membrane Tranporter/Ion Channel; MedChem Express HY-B0401
      Membrane Transporter/Ion Channel TargetMol T1054
      Potassium Channel TargetMol T1054
      Potassiun Channel MedChem Express HY-B0401
      Tolbutamide is a first generation potassium channel blocker, sulfonylurea oral hypoglycemic drug. MedChem Express
      Tolbutamide is a first generation potassium channel blocker, sulfonylurea oral hypoglycemic drug.; Target: Potassium Channel; Tolbutamide is an oral antihyperglycemic agent used for the treatment of non-insulin-dependent diabetes mellitus (NIDDM). MedChem Express HY-B0401
  • Gas Chromatography
    • Retention Index (Kovats):

      2410 (estimated with error: 89) NIST Spectra mainlib_242090, replib_190858, replib_256447
    • Retention Index (Normal Alkane):

      1648.8 (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: 64777; 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
      1683 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Other; CAS no: 64777; 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
      1665.1 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 25 m; Column type: Capillary; Description: 70 0C (0.7 min) ^ 20 0C/min -> 140 0C ^ 10 0C/min -> 280 0C (4 min); CAS no: 64777; Active phase: NB-54; Carrier gas: He; Phase thickness: 0.10 um; Data type: Normal alkane RI; Authors: Ojanpera, I.; Rasanen, I.; Vuori, E., Automated quantitative screening for acidic and neutral drugs in whole blood by dual-column capillary gas chromatography, J. Anal. Toxicol., 15, 1991, 204-208.) NIST Spectra nist ri
    • Retention Index (Linear):

      1670 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 1.8 m; Column type: Packed; Heat rate: 8 K/min; Start T: 130 C; End T: 290 C; End time: 8 min; Start time: 2 min; CAS no: 64777; Active phase: SE-30; Carrier gas: N2; Substrate: Chromosorb W; Data type: Linear RI; Authors: Perrigo, B.J.; Peel, H.W., The use of retention indices and temperature-programmed gas chromatography in analytical toxicology, J. Chromatogr. Sci., 19, 1981, 219-226.) 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:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.532
Molar Refractivity: 70.8±0.4 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 2.34
ACD/LogD (pH 5.5): 1.45
ACD/BCF (pH 5.5): 5.00
ACD/KOC (pH 5.5): 68.61
ACD/LogD (pH 7.4): 0.28
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 4.62
Polar Surface Area: 84 Å2
Polarizability: 28.1±0.5 10-24cm3
Surface Tension: 42.7±3.0 dyne/cm
Molar Volume: 228.3±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) =  2.41
    Log Kow (Exper. database match) =  2.34
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  434.55  (Adapted Stein & Brown method)
    Melting Pt (deg C):  182.03  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.09E-007  (Modified Grain method)
    MP  (exp database):  128.5 deg C
    Subcooled liquid VP: 1.18E-006 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):  182.6
       log Kow used: 2.34 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  109 mg/L (37 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  29.729 mg/L
    Wat Sol (Exper. database match) =  109.00
       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 :   2.53E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.123E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.34  (exp database)
  Log Kaw used:  -7.985  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.325
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7819
   Biowin2 (Non-Linear Model)     :   0.8307
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8252  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6582  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1308
   Biowin6 (MITI Non-Linear Model):   0.0398
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2367
 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):  0.000157 Pa (1.18E-006 mm Hg)
  Log Koa (Koawin est  ): 10.325
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0191 
       Octanol/air (Koa) model:  0.00519 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.408 
       Mackay model           :  0.604 
       Octanol/air (Koa) model:  0.293 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  10.6636 E-12 cm3/molecule-sec
      Half-Life =     1.003 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    12.036 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.506 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1486
      Log Koc:  3.172 

 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 = 1.102 (BCF = 12.64)
       log Kow used: 2.34 (expkow database)

 Volatilization from Water:
    Henry LC:  2.53E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.805E+006  hours   (1.585E+005 days)
    Half-Life from Model Lake : 4.151E+007  hours   (1.73E+006 days)

 Removal In Wastewater Treatment:
    Total removal:               2.71  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.62  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       0.00571         24.1         1000       
   Water     19.7            360          1000       
   Soil      80.2            720          1000       
   Sediment  0.107           3.24e+003    0          
     Persistence Time: 740 hr




                    

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