Mefenamic acid C15H15NO2 structure – Flashcards

Flashcard maker : Jennifer Hawkins

Molecular Formula C15H15NO2
Average mass 241.285 Da
Density 1.2±0.1 g/cm3
Boiling Point 398.8±30.0 °C at 760 mmHg
Flash Point 195.0±24.6 °C
Molar Refractivity 72.2±0.3 cm3
Polarizability 28.6±0.5 10-24cm3
Surface Tension 51.8±3.0 dyne/cm
Molar Volume 200.6±3.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      230 °C TCI M1782
      230 °C LKT Labs
      [M1622]
      230.5 °C Jean-Claude Bradley Open Melting Point Dataset 16657, 17315, 21770
      230 °C LabNetwork LN00175775
    • Experimental LogP:

      5.33 Vitas-M STK666691
    • Experimental Solubility:

      10 mM in DMSO MedChem Express HY-B0574
      -3.78 Egon Willighagen http://dx.doi.org/10.1021/ci050282s
      DMSO 48 mg/mL; Water <1 mg/mL MedChem Express HY-B0574
      Insoluble in water. Sparingly soluble in ether and chloroform. Soluble in alkali hydroxide solutions. LKT Labs
      [M1622]
  • Predicted Physico-chemical Properties
    • Predicted Melting Point:

      230 °C TCI
      230 °C TCI M1782
  • Miscellaneous
    • Appearance:

      OFF-WHITE POWDER NIH Clinical Collection
      [SMR000058188]
    • Safety:

      22 LKT Labs
      [M1622]
      GHS07 Biosynth W-105113
      H302 Biosynth W-105113
      H302 LKT Labs
      [M1622]
      IRRITANT Matrix Scientific 076071
      None LKT Labs
      [M1622]
      Warning Biosynth W-105113
      Xn Abblis Chemicals AB1009470
      Xn LKT Labs
      [M1622]
    • Target Organs:

      COX inhibitor TargetMol T0890
    • Compound Source:

      synthetic Microsource
      [01501103]
    • Bio Activity:

      COX MedChem Express HY-B0574
      Immunology/Inflammation MedChem Express HY-B0574
      Immunology/Inflammation; MedChem Express HY-B0574
      Mefenamic acid is a non-steroidal anti-inflammatory agent, which is an inhibitor of cyclooxygenase. MedChem Express
      Mefenamic acid is a non-steroidal anti-inflammatory agent, which is an inhibitor of cyclooxygenase.; Target: COX; Mefenamic acid is a non-steroidal anti-inflammatory drug used to treat pain, including menstrual pain. MedChem Express HY-B0574
      Mefenamic acid is a non-steroidal anti-inflammatory agent, which is an inhibitor of cyclooxygenase.;Target: COXMefenamic acid is a non-steroidal anti-inflammatory drug used to treat pain, including menstrual pain. It is typically prescribed for oral administration. Mefenamic acid ingestion, usually in excess and over prolonged period is known to produce interstitial nephritis, or less commonly papillary necrosis, with acute renal failure [1]. Mefenamic acid is typically prescribed for oral administration. Mefenamic acid decreases inflammation and uterine contractions by a still-unknown mechanism. However it is thought to be related to the inhibition of prostaglandin synthesis. There is also evidence that supports the use of mefenamic acid for perimenstrual migraine headache prophylaxis, with treatment starting 2 days prior to the onset of flow or 1 day prior to the expected onset of the headache and continuing for the duration of menstruation [2, 3]. MedChem Express HY-B0574
      Neuroscience TargetMol T0890
      Prostaglandin G/H synthase1/2 TargetMol T0890
  • Gas Chromatography
    • Retention Index (Kovats):

      2262 (estimated with error: 89) NIST Spectra mainlib_298720, replib_248041, replib_120199, replib_246378

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

Density: 1.2±0.1 g/cm3
Boiling Point: 398.8±30.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.0 mmHg at 25°C
Enthalpy of Vaporization: 68.5±3.0 kJ/mol
Flash Point: 195.0±24.6 °C
Index of Refraction: 1.639
Molar Refractivity: 72.2±0.3 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 1
ACD/LogP: 5.33
ACD/LogD (pH 5.5): 3.49
ACD/BCF (pH 5.5): 115.45
ACD/KOC (pH 5.5): 388.89
ACD/LogD (pH 7.4): 2.04
ACD/BCF (pH 7.4): 4.09
ACD/KOC (pH 7.4): 13.76
Polar Surface Area: 49 Å2
Polarizability: 28.6±0.5 10-24cm3
Surface Tension: 51.8±3.0 dyne/cm
Molar Volume: 200.6±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) = 5.28
 Log Kow (Exper. database match) = 5.12
 Exper. Ref: Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 397.98 (Adapted Stein & Brown method)
 Melting Pt (deg C): 152.83 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 5.83E-008 (Modified Grain method)
 MP (exp database): 230-231 deg C
 Subcooled liquid VP: 9.31E-006 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): 1.121
 log Kow used: 5.12 (expkow database)
 no-melting pt equation used
 Water Sol (Exper. database match) = 20 mg/L (30 deg C)
 Exper. Ref: YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 0.6862 mg/L
 Wat Sol (Exper. database match) = 20.00
 Exper. Ref: YALKOWSKY,SH & DANNENFELSER,RM (1992)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 2.57E-011 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 1.651E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 5.12 (exp database)
 Log Kaw used: -8.979 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 14.099
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 0.6851
 Biowin2 (Non-Linear Model) : 0.7776
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 2.4692 (weeks-months)
 Biowin4 (Primary Survey Model) : 3.2619 (days-weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.3540
 Biowin6 (MITI Non-Linear Model): 0.1460
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): -0.5877
 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): 0.00124 Pa (9.31E-006 mm Hg)
 Log Koa (Koawin est ): 14.099
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 0.00242 
 Octanol/air (Koa) model: 30.8 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 0.0803 
 Mackay model : 0.162 
 Octanol/air (Koa) model: 1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 200.7920 E-12 cm3/molecule-sec
 Half-Life = 0.053 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 0.639 Hrs
 Ozone Reaction:
 No Ozone Reaction Estimation
 Fraction sorbed to airborne particulates (phi): 0.121 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 461.2
 Log Koc: 2.664 

 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 = 0.750 (BCF = 5.623)
 log Kow used: 5.12 (expkow database)

 Volatilization from Water:
 Henry LC: 2.57E-011 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 3.539E+007 hours (1.474E+006 days)
 Half-Life from Model Lake : 3.86E+008 hours (1.609E+007 days)

 Removal In Wastewater Treatment:
 Total removal: 81.16 percent
 Total biodegradation: 0.70 percent
 Total sludge adsorption: 80.46 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 0.000274 1.28 1000 
 Water 7.55 900 1000 
 Soil 70.1 1.8e+003 1000 
 Sediment 22.3 8.1e+003 0 
 Persistence Time: 2.33e+003 hr




 

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