Flufenamic Acid C14H10F3NO2 structure

Flashcard maker : Deacon Kirby

Molecular FormulaC14H10F3NO2
Average mass281.230 Da
Density1.4±0.1 g/cm3
Boiling Point373.9±42.0 °C at 760 mmHg
Flash Point179.9±27.9 °C
Molar Refractivity67.5±0.3 cm3
Polarizability26.8±0.5 10-24cm3
Surface Tension44.3±3.0 dyne/cm
Molar Volume201.5±3.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      133-135 °C Alfa Aesar
      125 °C LKT Labs
      133.5 °C Jean-Claude Bradley Open Melting Point Dataset 16805, 21902
      125 °C Jean-Claude Bradley Open Melting Point Dataset 17300, 28108
      134 °C Jean-Claude Bradley Open Melting Point Dataset 7236
      133-135 °C Alfa Aesar B23583
      124-125 °C SynQuest 55453, 4857-3-X9
      129-131 °C (Decomposes) LabNetwork LN00179078
    • Experimental LogP:

      5.62 Vitas-M STK985630
    • Experimental Solubility:

      -4.36 Egon Willighagen http://dx.doi.org/10.1021/ci050282s
      9.09 mg/L in H2O (at 25°C) MedChem Express http://www.medchemexpress.com/Sisomicin-sulfate.html, HY-B1221
      Soluble in 4 parts of ethanol. Soluble in DMSO to 100 mM and in ethanol to 100 mM LKT Labs
      Soluble to 100 mM in DMSO and to 100 mM in ethanol Tocris Bioscience 4522
  • Predicted Physico-chemical Properties
    • Predicted Melting Point:

      135 °C TCI
      135 °C TCI T2354
  • Miscellaneous
    • Safety:

      22 18/19 LKT Labs
      22-36/37/38 Alfa Aesar B23583
      26-36/37 Alfa Aesar B23583
      6.1 Alfa Aesar B23583
      Danger Biosynth W-105772
      DANGER: POISON, irritates skin, eyes, lungs Alfa Aesar B23583
      GHS06 Biosynth W-105772
      H301 H315 H319 LKT Labs
      H301; H315; H319 Biosynth W-105772
      H302-H315-H319-H335 Alfa Aesar B23583
      IRRITANT Matrix Scientific 078852
      Irritant/Keep Cold SynQuest 4857-3-X9, 55453
      P261-P280-P305+P351+P338-P304+P340-P405-P501a Alfa Aesar B23583
      P301+P310; P305+P351+P338 Biosynth W-105772
      R36/37/38 SynQuest 4857-3-X9, 55453
      S3,S15,S22,S24/25,S36/37/39,S45 SynQuest 4857-3-X9, 55453
      UN 2811 6.1/PG 3 LKT Labs
      Warning Alfa Aesar B23583
      WARNING: Irritates skin and eyes, harmful if swallowed Alfa Aesar B23583
      Xn LKT Labs
    • Target Organs:

      COX inhibitor TargetMol T0858
    • Drug Status:

      pre-clinical BIONET-Key Organics KS-1143
    • Compound Source:

      synthetic Microsource
    • Bio Activity:

      Activates TRPC6; NSAID Tocris Bioscience 4522
      Calcium-activated chloride channel blocker; NSAID. Also activates TRPC6 Tocris Bioscience 4522
      COX MedChem Express HY-B1221
      Flufenamic acid is a member of the NSAID drugs, is a COX inhibitor and prevents formation of prostaglandins, binds to and reduce the activity of prostaglandin F synthase and activate TRPC6. MedChem Express http://www.medchemexpress.com/Sisomicin-sulfate.html, HY-B1221
      Immunology/Inflammation MedChem Express HY-B1221
      Immunology/Inflammation; MedChem Express HY-B1221
      Ion Channels Tocris Bioscience 4522
      Neuroscience TargetMol T0858
      Nonsteroidal anti-inflammatory drug (NSAID). Inhibits calcium-activated chloride channels (CaCCs). Also increases currents through TRPC6 channels and inhibits currents through TRPC3 and TRPC7 channels
      . Tocris Bioscience 4522
      Nonsteroidal anti-inflammatory drug (NSAID). Inhibits calcium-activated chloride channels (CaCCs). Also increases currents through TRPC6 channels and inhibits currents through TRPC3 and TRPC7 channels. Tocris Bioscience 4522
      Prostaglandin G/H synthase TargetMol T0858
      Transient Receptor Potential Channels Tocris Bioscience 4522
      TRPC Tocris Bioscience 4522
  • Gas Chromatography
    • Retention Index (Kovats):

      1983 (estimated with error: 89) NIST Spectra mainlib_133515, replib_248680, replib_235248
      1990 (Program type: Isothermal; Col… (show more) umn class: Standard non-polar; Column length: 6 ft; Column type: Packed; CAS no: 530789; Active phase: OV-101; Carrier gas: N2; Substrate: Chromosorb W; Data type: Kovats RI; Authors: McLinden, V.J.; Stenhouse, A.M., A chromatography system for drug identification, Forensic Sci. Int., 13, 1979, 71-79.) NIST Spectra nist ri
    • Retention Index (Normal Alkane):

      1950 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column type: Other; CAS no: 530789; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 220, 1981, 195-252.) NIST Spectra nist ri
    • Retention Index (Linear):

      1932 (Program type: Complex; Column… (show more) class: Standard non-polar; Column diameter: 0.22 mm; Column length: 12 m; Column type: Capillary; Description: 120C=>8C/min=>270C=>25C/min=>300C; CAS no: 530789; Active phase: BP-1; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Stowell, A.; Wilson, L.W., A simple approach to the interlaboratory transfer of drug retention indices determined by temperature programmed capillary gas chromatography, J. Forensic Sci., 32(5), 1987, 1214-1220.) NIST Spectra nist ri

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

Density: 1.4±0.1 g/cm3
Boiling Point: 373.9±42.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.9 mmHg at 25°C
Enthalpy of Vaporization: 65.5±3.0 kJ/mol
Flash Point: 179.9±27.9 °C
Index of Refraction: 1.585
Molar Refractivity: 67.5±0.3 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 1
ACD/LogP: 5.62
ACD/LogD (pH 5.5): 3.52
ACD/BCF (pH 5.5): 102.69
ACD/KOC (pH 5.5): 291.33
ACD/LogD (pH 7.4): 2.29
ACD/BCF (pH 7.4): 6.05
ACD/KOC (pH 7.4): 17.15
Polar Surface Area: 49 Å2
Polarizability: 26.8±0.5 10-24cm3
Surface Tension: 44.3±3.0 dyne/cm
Molar Volume: 201.5±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) = 5.15
 Log Kow (Exper. database match) = 5.25
 Exper. Ref: Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 378.19 (Adapted Stein & Brown method)
 Melting Pt (deg C): 139.67 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 2.28E-006 (Modified Grain method)
 MP (exp database): 133.5 deg C
 Subcooled liquid VP: 2.8E-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): 0.5178
 log Kow used: 5.25 (expkow database)
 no-melting pt equation used
 Water Sol (Exper. database match) = 9.09 mg/L (25 deg C)

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 0.16748 mg/L
 Wat Sol (Exper. database match) = 9.09

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 1.84E-010 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 1.629E-006 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 5.25 (exp database)
 Log Kaw used: -8.124 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 13.374
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 0.0363
 Biowin2 (Non-Linear Model) : 0.0022
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 2.0176 (months )
 Biowin4 (Primary Survey Model) : 3.0670 (weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.2126
 Biowin6 (MITI Non-Linear Model): 0.0000
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): 0.0604
 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): 0.00373 Pa (2.8E-005 mm Hg)
 Log Koa (Koawin est ): 13.374
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 0.000804 
 Octanol/air (Koa) model: 5.81 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 0.0282 
 Mackay model : 0.0604 
 Octanol/air (Koa) model: 0.998 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 76.9629 E-12 cm3/molecule-sec
 Half-Life = 0.139 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 1.668 Hrs
 Ozone Reaction:
 No Ozone Reaction Estimation
 Fraction sorbed to airborne particulates (phi): 0.0443 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 1204
 Log Koc: 3.081 

 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: 5.25 (expkow database)

 Volatilization from Water:
 Henry LC: 1.84E-010 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 5.336E+006 hours (2.223E+005 days)
 Half-Life from Model Lake : 5.821E+007 hours (2.426E+006 days)

 Removal In Wastewater Treatment:
 Total removal: 84.19 percent
 Total biodegradation: 0.72 percent
 Total sludge adsorption: 83.47 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 0.000663 3.34 1000 
 Water 5.14 1.44e+003 1000 
 Soil 68.1 2.88e+003 1000 
 Sediment 26.7 1.3e+004 0 
 Persistence Time: 3.83e+003 hr


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