ChemSpider 2D Image | Zonisamide | C8H8N2O3S

Zonisamide

  • Molecular FormulaC8H8N2O3S
  • Average mass212.226 Da
  • Monoisotopic mass212.025558 Da
  • ChemSpider ID5532

More details:



Featured data source



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

1-(1,2-benzisoxazol-3-yl)methanesulfonamide
1-(1,2-benzisoxazol-3-yl)méthanesulfonamide
1-(1,2-Benzisoxazol-3-yl)methansulfonamid
1-(1,2-Benzoxazol-3-yl)methanesulfonamide [ACD/IUPAC Name]
1-(1,2-Benzoxazol-3-yl)méthanesulfonamide [French] [ACD/IUPAC Name]
1-(1,2-Benzoxazol-3-yl)methansulfonamid [German] [ACD/IUPAC Name]
1,2-Benzisoxazole-3-methanesulfonamide [ACD/Index Name]
5575
68291-97-4 [RN]
Excegran [Trade name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

459384H98V [DBID]
AD 810 [DBID]
AD-810 [DBID]
BRN 1077076 [DBID]
C07504 [DBID]
CI 912 [DBID]
CI-912 [DBID]
D00538 [DBID]
E-2090 [DBID]
HSDB 7293 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      GHS07 Biosynth Q-201948
      H302 Biosynth Q-201948
      N03AX15 Wikidata Q219957
      P301+P312; P330 Biosynth Q-201948
      Warning Biosynth Q-201948
    • Target Organs:

      Carbonic anhydrase inhibitor;Calcium Channel inhibitor;Sodium Channel inhibitor TargetMol T0267
    • Chemical Class:

      A 1,2-benzoxazole compound having a sulfamoylmethyl substituent at the 3-position. ChEBI CHEBI:10127
    • Drug Status:

      approved BIONET-Key Organics KS-1142
    • Bio Activity:

      Anticonvulsant; Zerenex Molecular [ZBioX-0434]
      Antiepileptic that possesses a broad spectrum anticonvulsant and mechanistic profile. Blocks voltage-sensitive Na+ and T-type Ca2+ channels, stimulates BKCa channels, modulates GABA, glutamate and mon oamine neurotransmission, inhibits lipid peroxidation and scavenges hydroxyl and nitric oxide free radicals. Displays neuroprotective and antiParkinsonian activity. Tocris Bioscience 2625
      Antiepileptic that possesses a broad spectrum anticonvulsant and mechanistic profile. Blocks voltage-sensitive Na+ and T-type Ca2+ channels, stimulates BKCa channels, modulates GABA, glutamate and monoamine neurotransmission, inhibits lipid peroxidation and scavenges hydroxyl and nitric oxide free radicals. Displays neuroprotective and antiParkinsonian activity. Tocris Bioscience 2625
      Blocks voltage-sensitive Na+ and Ca2+ channels (T-type) Tocris Bioscience 2625
      CA;Calcium Channel;Sodium channel TargetMol T0267
      Calcium Channel MedChem Express HY-B0124
      Calcium Channel Sodium Channel MedChem Express HY-B0124
      Ion Channels Tocris Bioscience 2625
      Membrane Tranporter/Ion Channel MedChem Express HY-B0124
      Membrane Tranporter/Ion Channel; MedChem Express HY-B0124
      Membrane Transporter/Ion Channel; Metabolism TargetMol T0267
      Other Channel Modulators Tocris Bioscience 2625
      Zonisamide is a 1,2 benzisoxazole derivative and the first agent of this chemical class to be developed as an antiepileptic drug. MedChem Express
      Zonisamide is a 1,2 benzisoxazole derivative and the first agent of this chemical class to be developed as an antiepileptic drug.; Target: Calcium channel inhibitor; Sodium channel inhibitor; Zonisamide is a sulfonamide anticonvulsant approved for use as an adjunctive therapy in adults with partial-onset seizures for adults; infantile spasm, mixed seizure types of Lennox-Gastaut syndrome, myoclonic, and generalized tonic clonic seizure. MedChem Express HY-B0124
      Zonisamide is a 1,2 benzisoxazole derivative and the first agent of this chemical class to be developed as an antiepileptic drug.;Target: Calcium channel inhibitor; Sodium channel inhibitorZonisamide is a sulfonamide anticonvulsant approved for use as an adjunctive therapy in adults with partial-onset seizures for adults; infantile spasm, mixed seizure types of Lennox-Gastaut syndrome, myoclonic, and generalized tonic clonic seizure. Zonisamide is a 1,2 benzisoxazole derivative and the first agent of this chemical class to be developed as an antiepileptic drug. It has shown activity in various animal models of epilepsy, and although a detailed mode of action awaits clarification it appears to block the propagation/spread of seizure discharges and to suppress the epileptogenic focus [1].Zonisamide 500 mg/day was significantly superior to placebo in reducing the frequency of complex partial seizures (-51% versus -16%), all partial seizures and all seizures, with dose-dependent bene MedChem Express HY-B0124
  • Gas Chromatography

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

Density: 1.5±0.1 g/cm3
Boiling Point: 457.2±47.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 71.7±3.0 kJ/mol
Flash Point: 230.3±29.3 °C
Index of Refraction: 1.656
Molar Refractivity: 51.7±0.4 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: -0.10
ACD/LogD (pH 5.5): 0.45
ACD/BCF (pH 5.5): 1.30
ACD/KOC (pH 5.5): 42.04
ACD/LogD (pH 7.4): 0.45
ACD/BCF (pH 7.4): 1.29
ACD/KOC (pH 7.4): 41.76
Polar Surface Area: 95 Å2
Polarizability: 20.5±0.5 10-24cm3
Surface Tension: 71.1±3.0 dyne/cm
Molar Volume: 140.6±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) =  0.36

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  367.26  (Adapted Stein & Brown method)
    Melting Pt (deg C):  143.13  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.27E-006  (Modified Grain method)
    Subcooled liquid VP: 5.12E-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):  1.865e+004
       log Kow used: 0.36 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  94109 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.75E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.896E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.36  (KowWin est)
  Log Kaw used:  -8.145  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  8.505
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6465
   Biowin2 (Non-Linear Model)     :   0.4988
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7302  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5415  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0579
   Biowin6 (MITI Non-Linear Model):   0.0375
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4470
 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):  0.00683 Pa (5.12E-005 mm Hg)
  Log Koa (Koawin est  ): 8.505
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000439 
       Octanol/air (Koa) model:  7.85E-005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0156 
       Mackay model           :  0.034 
       Octanol/air (Koa) model:  0.00624 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  29.6488 E-12 cm3/molecule-sec
      Half-Life =     0.361 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     4.329 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0248 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1631
      Log Koc:  3.212 

 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 = 0.500 (BCF = 3.162)
       log Kow used: 0.36 (estimated)

 Volatilization from Water:
    Henry LC:  1.75E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 4.874E+006  hours   (2.031E+005 days)
    Half-Life from Model Lake : 5.317E+007  hours   (2.215E+006 days)

 Removal In Wastewater Treatment:
    Total removal:               1.86  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.76  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       0.00244         8.66         1000       
   Water     45              900          1000       
   Soil      54.9            1.8e+003     1000       
   Sediment  0.0883          8.1e+003     0          
     Persistence Time: 990 hr




                    

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