ChemSpider 2D Image | Modafinil | C15H15NO2S

Modafinil

  • Molecular FormulaC15H15NO2S
  • Average mass273.350 Da
  • Monoisotopic mass273.082336 Da
  • ChemSpider ID4088

More details:

Featured data source
The Merck Index Online

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

(±)-Modafinil
2-[(Diphenylmethyl)sulfinyl]??acetamide
2-[(Diphenylmethyl)sulfinyl]acetamid [German] [ACD/IUPAC Name]
2-[(diphenylmethyl)sulfinyl]-acetamide
2-[(Diphenylmethyl)sulfinyl]acetamide [ACD/IUPAC Name]
2-[(Diphénylméthyl)sulfinyl]acétamide [French] [ACD/IUPAC Name]
200-835-2 [EINECS]
68693-11-8 [RN]
Acetamide, 2-[(diphenylmethyl)sulfinyl]- [ACD/Index Name]
Alertec [Trade name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

6055 [DBID]
AFT-801 [DBID]
CEP 1538 [DBID]
CN-801 [DBID]
CRL 40476 [DBID]
CRL-40476 [DBID]
D01832 [DBID]
D03215 [DBID]
DEA No. 1680 [DBID]
M6940_SIGMA [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Toxicity:

      Organic Compound; Amine; Amide; Drug; Central Nervous System Agent; Central Nervous System Stimulant; Anorexigenic Agent; Appetite Depressant; Stimulant; Neuroprotective Agent; Metabolite; Synthetic Compound Toxin, Toxin-Target Database T3D2876

    • Safety:

      N06BA07 Wikidata Q410441

    • Target Organs:

      Adrenergic Receptor antagonist;Dopamine uptake inhibitor TargetMol T0417

    • Chemical Class:

      A sulfoxide that is dimethylsulfoxide in which two hydrogens attached to one of the methyl groups are replaced by phenyl groups, while one hydrogen attached to the other methyl group is replaced by a carbamoyl (aminocarbonyl) group. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:77585, CHEBI:77585

    • Bio Activity:

      ??-adrenergic receptor; Sodium-dependent dopamine transporter TargetMol T0417
      7-TM Receptors Tocris Bioscience 1811
      Adrenergic Receptors Tocris Bioscience 1811
      Adrenergic Related Compounds Tocris Bioscience 1811
      Armodafinil(CRL 40982; CEP 10952) is an enantiopure drug consisting of just the active (-)-(R)-enantiomer of the racemic drug modafinil (Provigil). MedChem Express , http://www.medchemexpress.com/avosentan.html
      Dopamine transporter (DAT) inhibitor Hello Bio HB0860
      Dopamine transporter (DAT) inhibitor (IC<sub>50</sub> = 6.4 &micro;M). Also inhibits norepinephrine transporter (NAT) and serotonin transporter (SERT) (IC<sub>50</sub> values are 35.6 and 500 &micro;M respectively). Enhances serotonin in some areas of the brain. Psychostimulant. Shows anti-narcolepsy, anti-parkinsonian and neuroprotective actions. Hello Bio HB0860
      Dopamine transporter (DAT) inhibitor (IC<sub>50</sub> = 6.4 &micro;M). Also inhibits norepinephrine transporter (NAT) and serotonin transporter (SERT) (IC<sub>50</sub> values are 35.6 and 500 &micro;M respectively). Enhances serotonin in some areas of the brain. Psychostimulant. Shows anti-narcolepsy, anti-parkinsonian and neuroprotective actions.<br /><br/><strong>Not for sale in the US or Canada</strong> Hello Bio HB0860
      Modafinil(CRL 40476, CEP 1538) is a central nervous system vigilance promoting agent, which posseses neuroprotective properties. MedChem Express , http://www.medchemexpress.com/avosentan.html
      Modafinil(CRL 40476, CEP 1538) is a central nervous system vigilance promoting agent, which posseses neuroprotective properties.; IC50 value:; Target: ; in vitro: Modafinil was found to inhibit K(Ca)3.1 currents in a concentration-dependent manner, and the half-maximal inhibition (IC(50)) of modafinil for the current inhibition was 6.8 ? 0.7 nM. MedChem Express HY-15201A
      Modafinil(CRL 40476, CEP 1538) is a central nervous system vigilance promoting agent, which posseses neuroprotective properties.;IC50 value:;Target: ;In vitro: Modafinil was found to inhibit K(Ca)3.1 currents in a concentration-dependent manner, and the half-maximal inhibition (IC(50)) of modafinil for the current inhibition was 6.8 ? 0.7 nM. The protein kinase A (PKA) activator forskolin also inhibited K(Ca)3.1 currents.In addition, modafinil relaxed blood vessels (mouse aorta and rat pulmonary artery) in a concentration-dependent manner. Modafinil increased cAMP concentrations in NIH-3T3 fibroblasts or primary cultured mouse aortic SMCs and phosphorylated K(Ca)3.1 channel protein in NIH-3T3 fibroblasts [1]. Modafinil (20 microM) inhibited the firing of dopaminergic, but not GABAergic neurons. On acutely isolated neurons, modafinil evoked D2-receptor-mediated outward currents in tyrosine-hydroxylase positive cells, identified by single-cell RT-PCR, which reversed polarity near the MedChem Express HY-15201A
      Neuroscience TargetMol T0417
      Others MedChem Express HY-15201A
      Psychostimulant Tocris Bioscience 1811
      Psychostimulant that displays neuroprotective and antiparkinsonian activity in a primate model of Parkinson's disease. Promotes vigilence and wakefulness without the central and peripheral side effect s associated with conventional dopaminergic psychostimulants. Mechanism of action is not fully understood, possibly via modulation of catecholamine/GABAergic neurotransmission. Tocris Bioscience 1811
      Psychostimulant that displays neuroprotective and antiparkinsonian activity in a primate model of Parkinson's disease. Promotes vigilence and wakefulness without the central and peripheral side effects associated with conventional dopaminergic psychostimulants. Mechanism of action is not fully understood, possibly via modulation of catecholamine/GABAergic neurotransmission. Tocris Bioscience 1811

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.3±0.1 g/cm3
Boiling Point: 559.1±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.5 mmHg at 25°C
Enthalpy of Vaporization: 84.1±3.0 kJ/mol
Flash Point: 292.0±30.1 °C
Index of Refraction: 1.646
Molar Refractivity: 77.3±0.3 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 1.17
ACD/LogD (pH 5.5): 1.37
ACD/BCF (pH 5.5): 6.44
ACD/KOC (pH 5.5): 132.07
ACD/LogD (pH 7.4): 1.37
ACD/BCF (pH 7.4): 6.44
ACD/KOC (pH 7.4): 132.07
Polar Surface Area: 79 Å2
Polarizability: 30.6±0.5 10-24cm3
Surface Tension: 63.8±3.0 dyne/cm
Molar Volume: 212.9±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) =  1.13

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  472.34  (Adapted Stein & Brown method)
    Melting Pt (deg C):  199.68  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.96E-009  (Modified Grain method)
    Subcooled liquid VP: 1.36E-007 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):  170.1
       log Kow used: 1.13 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  9363.5 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.91E-017  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.144E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.13  (KowWin est)
  Log Kaw used:  -14.697  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.827
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0837
   Biowin2 (Non-Linear Model)     :   0.9956
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5849  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.6686  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1474
   Biowin6 (MITI Non-Linear Model):   0.0700
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.1907
 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):  1.81E-005 Pa (1.36E-007 mm Hg)
  Log Koa (Koawin est  ): 15.827
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.165 
       Octanol/air (Koa) model:  1.65E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.857 
       Mackay model           :  0.93 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  91.8478 E-12 cm3/molecule-sec
      Half-Life =     0.116 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.397 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.893 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  6226
      Log Koc:  3.794 

 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 = 0.166 (BCF = 1.467)
       log Kow used: 1.13 (estimated)

 Volatilization from Water:
    Henry LC:  4.91E-017 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.971E+013  hours   (8.214E+011 days)
    Half-Life from Model Lake : 2.151E+014  hours   (8.961E+012 days)

 Removal In Wastewater Treatment:
    Total removal:               1.90  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.81  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       5.95e-009       2.8          1000       
   Water     39              900          1000       
   Soil      60.9            1.8e+003     1000       
   Sediment  0.085           8.1e+003     0          
     Persistence Time: 1.08e+003 hr

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