ChemSpider 2D Image | Benzbromarone | C17H12Br2O3

Benzbromarone

  • Molecular FormulaC17H12Br2O3
  • Average mass424.083 Da
  • Monoisotopic mass421.915314 Da
  • ChemSpider ID2243

More details:



Featured data source



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

(2-Ethyl-3-benzofuranyl)-(3,5-dibrom-4-hydroxyphenyl)ketone
(3,5-Dibrom-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanon [German] [ACD/IUPAC Name]
(3,5-Dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone [ACD/IUPAC Name]
(3,5-Dibromo-4-hydroxyphényl)(2-éthyl-1-benzofuran-3-yl)méthanone [French] [ACD/IUPAC Name]
(3,5-Dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)methanone
222-630-7 [EINECS]
2-Ethyl-3-(3,5-dibromo-4-hydroxybenzoyl)benzofuran
2-Ethyl-3-(3,5-dibromo-4-hydroxybenzoyl)oxaindene
2-Ethyl-3-benzofuranyl 4-Hydroxy-3,5-dibromophenyl Ketone
2-Ethyl-3-benzofuryl 3,5-Dibromo-4-hydroxyphenyl Ketone
More...

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

AIDS125814 [DBID]
AIDS-125814 [DBID]
B5774_SIGMA [DBID]
BPBio1_000549 [DBID]
BRN 0273668 [DBID]
BSPBio_000499 [DBID]
CHEBI:3023 [DBID]
CHEMBL388590 [DBID]
D01056 [DBID]
L 2214 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Target Organs:

      CYP inhibitor TargetMol T1274
    • Chemical Class:

      1-Benzofuran substituted at C-2 and C-3 by an ethyl group and a 3,5-dibromo-4-hydroxybenzoyl group respectively. An inhibitor of CYP2C9, it is used as an anti-gout medication. ChEBI CHEBI:3023
    • Therapeutical Effect:

      uricosuric Rudolf Boehm Institute [01505971]
    • Compound Source:

      synthetic; MJ-10061, L-2214 Rudolf Boehm Institute [01505971]
    • Bio Activity:

      Benzbromarone is a highly effective and well tolerated non-competitive inhibitor of xanthine oxidase, used as an uricosuric agent, used in the treatment of gout. MedChem Express , HY-B1135
      Benzbromarone is a highly effective and well tolerated non-competitive inhibitor of xanthine oxidase, used as an uricosuric agent, used in the treatment of gout.; MedChem Express HY-B1135
      Ca2+-Activated Chloride Channels Tocris Bioscience 5420
      Chloride Channels Tocris Bioscience 5420
      CYP2C TargetMol T1274
      Ion Channels Tocris Bioscience 5420
      Metabolism TargetMol T1274
      Metabolism/Protease MedChem Express HY-B1135
      Metabolism/Protease; MedChem Express HY-B1135
      TMEM16A/B calcium-activated chloride channel (CaCC) blocker Tocris Bioscience 5420
      TMEM16A/B calcium-activated chloride channel (CaCC) blocker. Inhibits ATP-induced mucin secretion and metacholine-induced airway smooth muscle contraction in vitro. Tocris Bioscience 5420
      Xanthine oxidase MedChem Express HY-B1135
  • Gas Chromatography

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

Density: 1.7±0.1 g/cm3
Boiling Point: 514.1±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 81.5±3.0 kJ/mol
Flash Point: 264.7±30.1 °C
Index of Refraction: 1.673
Molar Refractivity: 93.0±0.3 cm3
#H bond acceptors: 3
#H bond donors: 1
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 1
ACD/LogP: 6.64
ACD/LogD (pH 5.5): 5.11
ACD/BCF (pH 5.5): 2733.53
ACD/KOC (pH 5.5): 5573.77
ACD/LogD (pH 7.4): 3.41
ACD/BCF (pH 7.4): 54.40
ACD/KOC (pH 7.4): 110.92
Polar Surface Area: 50 Å2
Polarizability: 36.9±0.5 10-24cm3
Surface Tension: 55.6±3.0 dyne/cm
Molar Volume: 248.1±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) =  6.03

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  475.11  (Adapted Stein & Brown method)
    Melting Pt (deg C):  200.97  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.89E-010  (Modified Grain method)
    MP  (exp database):  151 deg C
    Subcooled liquid VP: 1.71E-008 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):  0.05829
       log Kow used: 6.03 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  4.3784 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.58E-012  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.510E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.03  (KowWin est)
  Log Kaw used:  -9.728  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.758
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5023
   Biowin2 (Non-Linear Model)     :   0.0048
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.9490  (months      )
   Biowin4 (Primary Survey Model) :   2.8778  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0400
   Biowin6 (MITI Non-Linear Model):   0.0084
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2490
 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):  2.28E-006 Pa (1.71E-008 mm Hg)
  Log Koa (Koawin est  ): 15.758
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.32 
       Octanol/air (Koa) model:  1.41E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.979 
       Mackay model           :  0.991 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  41.6945 E-12 cm3/molecule-sec
      Half-Life =     0.257 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     3.078 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.985 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  9.366E+004
      Log Koc:  4.972 

 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 = 2.704 (BCF = 505.7)
       log Kow used: 6.03 (estimated)

 Volatilization from Water:
    Henry LC:  4.58E-012 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.633E+008  hours   (1.097E+007 days)
    Half-Life from Model Lake : 2.872E+009  hours   (1.197E+008 days)

 Removal In Wastewater Treatment:
    Total removal:              92.28  percent
    Total biodegradation:        0.77  percent
    Total sludge adsorption:    91.51  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       0.000229        6.16         1000       
   Water     2.33            1.44e+003    1000       
   Soil      49.8            2.88e+003    1000       
   Sediment  47.8            1.3e+004     0          
     Persistence Time: 5.27e+003 hr




                    

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