ChemSpider 2D Image | Nimesulide | C13H12N2O5S

Nimesulide

  • Molecular FormulaC13H12N2O5S
  • Average mass308.310 Da
  • Monoisotopic mass308.046692 Da
  • ChemSpider ID4339

More details:



Featured data source



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

257-431-4 [EINECS]
4885
51803-78-2 [RN]
AULIN [Trade name]
Mesulid [Trade name]
Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)- [ACD/Index Name]
N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide [ACD/IUPAC Name]
N-(4-Nitro-2-phénoxyphényl)méthanesulfonamide [French] [ACD/IUPAC Name]
N-(4-Nitro-2-phenoxyphenyl)methansulfonamid [German] [ACD/IUPAC Name]
Nimepast
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

Bio2_000382 [DBID]
Bio2_000862 [DBID]
BRN 2421175 [DBID]
CHEBI:7574 [DBID]
D01049 [DBID]
DivK1c_000693 [DBID]
EU-0100855 [DBID]
KBio1_000693 [DBID]
KBio2_000443 [DBID]
KBio2_002057 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      22 LKT Labs [N3450]
      Danger Biosynth W-105866
      GHS06 Biosynth W-105866
      H301 Biosynth W-105866
      H301 LKT Labs [N3450]
      M01AX17 Wikidata Q20994
      M02AA26 Wikidata Q20994
      None LKT Labs [N3450]
      P301+P310 Biosynth W-105866
      Xn LKT Labs [N3450]
    • Target Organs:

      COX inhibitor TargetMol T1133
    • Chemical Class:

      An aromatic ether having phenyl and 2-methylsulfonamido-5-nitrophenyl as the two aryl groups. ChEBI CHEBI:44445
    • Therapeutical Effect:

      antiinflammatory Microsource [01503231]
    • Drug Status:

      withdrawn BIONET-Key Organics KS-1277
    • Compound Source:

      synthetic Microsource [01503231]
    • Bio Activity:

      COX MedChem Express HY-B0363
      Cyclooxygenase Tocris Bioscience 2470
      Cyclooxygenase-2 (COX-2) inhibitor Tocris Bioscience 2470
      Enzymes Tocris Bioscience 2470
      Immunology/Inflammation MedChem Express HY-B0363
      Immunology/Inflammation; MedChem Express HY-B0363
      Neuroscience TargetMol T1133
      Nimesulide is a relatively COX-2 selective, non-steroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties. MedChem Express
      Nimesulide is a relatively COX-2 selective, non-steroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties.; Target: COX-2; Nimesulide is a selective COX-2 inhibitor used in a variety of inflammatory, pain and fever states. MedChem Express HY-B0363
      Nimesulide is a relatively COX-2 selective, non-steroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties.;Target: COX-2Nimesulide is a selective COX-2 inhibitor used in a variety of inflammatory, pain and fever states. After healthy volunteers received oral nimesulide 100 mg in tablet, granule or suspension form the drug was rapidly and extensively absorbed. Mean peak concentrations (Cmax) of 2.86 to 6.50 mg/L were achieved within 1.22 to 2.75 hours of administration [1]. Nimesulide is an NSAID which exerts its analgesic, anti-inflammatory and antipyretic activities thanks to unique chemical and pharmacokinetic characteristics, and to a multifactorial mechanism of action, which goes beyond its preferential inhibitory activity on the COX-2 enzyme. Nimesulide was found to be at least as effective, or superior, to placebo and other NSAIDs, with a particularly fast onset of analgesic action. nimesulide remains an effective and safe therapeutic choice for the t MedChem Express HY-B0363
      Oxygenases/Oxidases Tocris Bioscience 2470
      Prostaglandin G/H synthase TargetMol T1133
      Selective, orally active cyclooxygenase-2 (COX-2) inhibitor. Produces potent analgesic, anti-inflammatory and antipyretic activities in vivo. Reported to produce fewer gastrointestinal side effects th an standard NSAIDs. . Tocris Bioscience 2470
      Selective, orally active cyclooxygenase-2 (COX-2) inhibitor. Produces potent analgesic, anti-inflammatory and antipyretic activities in vivo. Reported to produce fewer gastrointestinal side effects than standard NSAIDs. . Tocris Bioscience 2470
      Selective, orally active cyclooxygenase-2 (COX-2) inhibitor. Produces potent analgesic, anti-inflammatory and antipyretic activities in vivo. Reported to produce fewer gastrointestinal side effects than standard NSAIDs. . Tocris Bioscience 2470
  • Gas Chromatography

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

Density: 1.5±0.1 g/cm3
Boiling Point: 442.0±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 69.9±3.0 kJ/mol
Flash Point: 221.1±31.5 °C
Index of Refraction: 1.638
Molar Refractivity: 76.3±0.4 cm3
#H bond acceptors: 7
#H bond donors: 1
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 3.79
ACD/LogD (pH 5.5): 2.57
ACD/BCF (pH 5.5): 48.84
ACD/KOC (pH 5.5): 515.51
ACD/LogD (pH 7.4): 1.33
ACD/BCF (pH 7.4): 2.85
ACD/KOC (pH 7.4): 30.03
Polar Surface Area: 110 Å2
Polarizability: 30.3±0.5 10-24cm3
Surface Tension: 62.0±3.0 dyne/cm
Molar Volume: 212.4±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) =  2.22
    Log Kow (Exper. database match) =  2.60
       Exper. Ref:  Sangster (1993)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  453.88  (Adapted Stein & Brown method)
    Melting Pt (deg C):  191.06  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.52E-008  (Modified Grain method)
    MP  (exp database):  143-144.5 deg C
    Subcooled liquid VP: 3.94E-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):  26.92
       log Kow used: 2.60 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  102.5 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.01E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.798E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.60  (exp database)
  Log Kaw used:  -8.384  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.984
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5557
   Biowin2 (Non-Linear Model)     :   0.5423
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3121  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3765  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1313
   Biowin6 (MITI Non-Linear Model):   0.0015
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.1752
 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):  5.25E-005 Pa (3.94E-007 mm Hg)
  Log Koa (Koawin est  ): 10.984
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0571 
       Octanol/air (Koa) model:  0.0237 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.673 
       Mackay model           :  0.82 
       Octanol/air (Koa) model:  0.654 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  10.1195 E-12 cm3/molecule-sec
      Half-Life =     1.057 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    12.684 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.747 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  810.2
      Log Koc:  2.909 

 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 = 1.302 (BCF = 20.04)
       log Kow used: 2.60 (expkow database)

 Volatilization from Water:
    Henry LC:  1.01E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.018E+007  hours   (4.241E+005 days)
    Half-Life from Model Lake :  1.11E+008  hours   (4.627E+006 days)

 Removal In Wastewater Treatment:
    Total removal:               3.41  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.31  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       0.00148         25.4         1000       
   Water     15.2            900          1000       
   Soil      84.7            1.8e+003     1000       
   Sediment  0.15            8.1e+003     0          
     Persistence Time: 1.68e+003 hr




                    

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