ChemSpider 2D Image | Adrafinil | C15H15NO3S

Adrafinil

  • Molecular FormulaC15H15NO3S
  • Average mass289.349 Da
  • Monoisotopic mass289.077271 Da
  • ChemSpider ID2297976

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2-[(Diphenylmethyl)sulfinyl]-N-hydroxyacetamid [German] [ACD/IUPAC Name]
2-[(Diphenylmethyl)sulfinyl]-N-hydroxyacetamide [ACD/IUPAC Name]
2-[(Diphénylméthyl)sulfinyl]-N-hydroxyacétamide [French] [ACD/IUPAC Name]
264-303-1 [EINECS]
5110
63547-13-7 [RN]
Acetamide, 2-[(diphenylmethyl)sulfinyl]-N-hydroxy- [ACD/Index Name]
ADRAFINIL, (R)-
ADRAFINIL, (S)-
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

A0479_SIGMA [DBID]
BRN 1990030 [DBID]
CRL 40028 [DBID]
CRL-40028 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      GHS07 Biosynth W-104904
      H302 Biosynth W-104904
      N06BX17 Wikidata Q366482
      Warning Biosynth W-104904
    • Drug Status:

      approved BIONET-Key Organics AF-0056
    • Bio Activity:

      Adrafinil (CRL-40028, Olmifon), prodrug of modafinil, is a mild central nervous system stimulant drug used to relieve excessive sleepiness and inattention, Adrafinil is believed to serve as an alpha-1 adrenoceptor agonist.; IC50 value:; Target: ; in vitro: ; in vivo: CRL 40028 antagonizes prazosin-induced hypothermia and hypomotility; prazosin antagonizes the anticonvulsant effect of CRL 40028 in the quaking mouse [1]. MedChem Express HY-17549
      Adrafinil (CRL-40028, Olmifon), prodrug of modafinil, is a mild central nervous system stimulant drug used to relieve excessive sleepiness and inattention, Adrafinil is believed to serve as an alpha-1 adrenoceptor agonist.;IC50 value:;Target: ;In vitro: ;In vivo: CRL 40028 antagonizes prazosin-induced hypothermia and hypomotility; prazosin antagonizes the anticonvulsant effect of CRL 40028 in the quaking mouse [1]. Adrafinil in rat serum was stable over three freeze-thaw cycles at ambient temperature for 6 h. The method had a lower limit of quantitation of 16.5 ng/ml, which offered high sensitivity for the determination of adrafinil in serum [2]. Aged beagle dogs were trained on either a size or intensity discrimination task 2 h following treatment with either 20 mg/kg of adrafinil or a placebo control. Treatment with adrafinil produced significant improvement in learning, as indicated by a decrease in both errors and trials to criterion. An effect of adrafinil on motivation may p MedChem Express HY-17549
      Adrafinil (CRL-40028, Olmifon), prodrug of modafinil, is a mild central nervous system stimulant drug used to relieve excessive sleepiness and inattention, Adrafinil is believed to serve as an alpha-1 adrenoceptor agonist. MedChem Express
      Others MedChem Express HY-17549

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

Density: 1.3±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.653
Molar Refractivity: 78.9±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 0.77
ACD/LogD (pH 5.5): 0.95
ACD/BCF (pH 5.5): 3.09
ACD/KOC (pH 5.5): 77.98
ACD/LogD (pH 7.4): 0.89
ACD/BCF (pH 7.4): 2.69
ACD/KOC (pH 7.4): 67.81
Polar Surface Area: 86 Å2
Polarizability: 31.3±0.5 10-24cm3
Surface Tension: 67.3±3.0 dyne/cm
Molar Volume: 215.5±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) =  1.00

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  520.71  (Adapted Stein & Brown method)
    Melting Pt (deg C):  222.27  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.36E-013  (Modified Grain method)
    Subcooled liquid VP: 4.33E-011 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):  175.8
       log Kow used: 1.00 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  32466 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.83E-020  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  7.277E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.00  (KowWin est)
  Log Kaw used:  -17.396  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.396
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8660
   Biowin2 (Non-Linear Model)     :   0.9240
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.6038  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4401  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0268
   Biowin6 (MITI Non-Linear Model):   0.0192
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3772
 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):  5.77E-009 Pa (4.33E-011 mm Hg)
  Log Koa (Koawin est  ): 18.396
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  520 
       Octanol/air (Koa) model:  6.11E+005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  95.3478 E-12 cm3/molecule-sec
      Half-Life =     0.112 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.346 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.203E+004
      Log Koc:  4.080 

 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 = 0.071 (BCF = 1.177)
       log Kow used: 1.00 (estimated)

 Volatilization from Water:
    Henry LC:  9.83E-020 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.013E+016  hours   (4.221E+014 days)
    Half-Life from Model Lake : 1.105E+017  hours   (4.605E+015 days)

 Removal In Wastewater Treatment:
    Total removal:               1.89  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.79  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       3.81e-008       2.69         1000       
   Water     40.6            900          1000       
   Soil      59.3            1.8e+003     1000       
   Sediment  0.0858          8.1e+003     0          
     Persistence Time: 1.06e+003 hr




                    

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