ChemSpider 2D Image | Flutamide | C11H11F3N2O3

Flutamide

  • Molecular FormulaC11H11F3N2O3
  • Average mass276.212 Da
  • Monoisotopic mass276.072174 Da
  • ChemSpider ID3280

More details:



Featured data source



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

13311-84-7 [RN]
236-341-9 [EINECS]
2-Methyl-N-[4-nitro-3-(trifluormethyl)phenyl]propanamid [German] [ACD/IUPAC Name]
2-Methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide [ACD/IUPAC Name]
2-Méthyl-N-[4-nitro-3-(trifluorométhyl)phényl]propanamide [French] [ACD/IUPAC Name]
3483
76W6J0943E
Eulexin [Trade name]
flutamida [Spanish] [INN]
More...

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

BRN 2157663 [DBID]
C07653 [DBID]
CCRIS 7246 [DBID]
CHEBI:5132 [DBID]
D00586 [DBID]
DivK1c_000459 [DBID]
EU-0100557 [DBID]
F9397_SIGMA [DBID]
KBio1_000459 [DBID]
KBio2_001690 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Safety:

      H302 H312 H332 H361 LKT Labs [F4680]
      Irritant SynQuest 4473, 4848-3-X2
      L02BB01 Wikidata Q418669
      None LKT Labs [F4680]
      P261; P262 Biosynth Q-201131
      R20/21/22;R63 LKT Labs [F4680]
      R36/37/38 SynQuest 4473, 4848-3-X2
      S24/25,S36/37/39,S45 SynQuest 4473, 4848-3-X2
      Xn Abblis Chemicals AB1010911
      Xn LKT Labs [F4680]
    • Target Organs:

      Androgen Receptor antagonist TargetMol T0489
    • Drug Status:

      approved BIONET-Key Organics KS-5091
    • Compound Source:

      synthetic Microsource [01500995]
    • Bio Activity:

      Androgen Receptor Tocris Bioscience 4094
      Androgen Receptor MedChem Express HY-B0022
      Androgen Receptor TargetMol T0489
      Endocrinology/ Hormones TargetMol T0489
      Flutamide is an antiandrogen drug, with its active metablolite binding at androgen receptor with Ki values of 55 nM, and primarily used to treat prostate cancer. MedChem Express
      Flutamide is an antiandrogen drug, with its active metablolite binding at androgen receptor with Ki values of 55 nM, and primarily used to treat prostate cancer.; Target: androgen receptor ; in vitro: Flutamide (Eulexin) is an antiandrogen drug. MedChem Express HY-B0022
      Flutamide is an antiandrogen drug, with its active metablolite binding at androgen receptor with Ki values of 55 nM, and primarily used to treat prostate cancer.;Target: androgen receptor ;In vitro: Flutamide (Eulexin) is an antiandrogen drug. Flutamide-OH, the active metabolite of flutamide, directly binds at rat anterior pituitary androgen receptor with Ki values of 55 nM [1]. lutamide does not affect the proliferation of an androgen-sensitive clone of the mouse mammary carcinoma Shionogi SC-l 15 cells in culture, shows only antiandrogenic effect, but not androgenic effect [2]. Flutamide provides treatment for prostate cancer when used along with leuprolide [3].;In vivo: Flutamide causes a markedly reduction in rat ventral prostate weight from 319 mg to 245 mg. A combination of flutamide and LHRH agonist induces an additive effect with a decrease in prostate weight to 101 mg, and an marked drop in prostatic ODC activity [4]. MedChem Express HY-B0022
      Non-steroidal androgen receptor antagonist Tocris Bioscience 4094
      Non-steroidal antiandrogen; competitive antagonist of the androgen receptor. Blocks the biological activity of testosterone (Cat. No. 2822) in vivo. Tocris Bioscience 4094
      Nuclear Receptors Tocris Bioscience 4094
      Others MedChem Express HY-B0022
  • Gas Chromatography

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

Density: 1.4±0.1 g/cm3
Boiling Point: 400.3±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.9 mmHg at 25°C
Enthalpy of Vaporization: 65.1±3.0 kJ/mol
Flash Point: 195.9±28.7 °C
Index of Refraction: 1.521
Molar Refractivity: 61.3±0.3 cm3
#H bond acceptors: 5
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 3.72
ACD/LogD (pH 5.5): 3.14
ACD/BCF (pH 5.5): 143.04
ACD/KOC (pH 5.5): 1214.77
ACD/LogD (pH 7.4): 3.14
ACD/BCF (pH 7.4): 143.04
ACD/KOC (pH 7.4): 1214.77
Polar Surface Area: 75 Å2
Polarizability: 24.3±0.5 10-24cm3
Surface Tension: 38.3±3.0 dyne/cm
Molar Volume: 201.3±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) =  3.51
    Log Kow (Exper. database match) =  3.35
       Exper. Ref:  Morris,JJ et al. (1991)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  381.24  (Adapted Stein & Brown method)
    Melting Pt (deg C):  154.87  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.11E-006  (Modified Grain method)
    Subcooled liquid VP: 2.36E-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):  9.451
       log Kow used: 3.35 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  16.109 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.73E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.269E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.35  (exp database)
  Log Kaw used:  -7.817  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.167
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.0007
   Biowin2 (Non-Linear Model)     :   0.0017
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.8520  (months      )
   Biowin4 (Primary Survey Model) :   3.2719  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1436
   Biowin6 (MITI Non-Linear Model):   0.0000
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.5571
 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):  0.00315 Pa (2.36E-005 mm Hg)
  Log Koa (Koawin est  ): 11.167
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000953 
       Octanol/air (Koa) model:  0.0361 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0333 
       Mackay model           :  0.0709 
       Octanol/air (Koa) model:  0.743 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   2.7506 E-12 cm3/molecule-sec
      Half-Life =     3.889 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    46.663 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0521 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  976.3
      Log Koc:  2.990 

 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 = 1.879 (BCF = 75.77)
       log Kow used: 3.35 (expkow database)

 Volatilization from Water:
    Henry LC:  3.73E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.609E+006  hours   (1.087E+005 days)
    Half-Life from Model Lake : 2.846E+007  hours   (1.186E+006 days)

 Removal In Wastewater Treatment:
    Total removal:              10.04  percent
    Total biodegradation:        0.16  percent
    Total sludge adsorption:     9.88  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       0.00189         93.3         1000       
   Water     9.52            1.44e+003    1000       
   Soil      89.9            2.88e+003    1000       
   Sediment  0.562           1.3e+004     0          
     Persistence Time: 2.79e+003 hr




                    

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