Flufenamic Acid C14H10F3NO2 structure

Flashcard maker : Deacon Kirby

Molecular Formula C14H10F3NO2
Average mass 281.230 Da
Density 1.4±0.1 g/cm3
Boiling Point 373.9±42.0 °C at 760 mmHg
Flash Point 179.9±27.9 °C
Molar Refractivity 67.5±0.3 cm3
Polarizability 26.8±0.5 10-24cm3
Surface Tension 44.3±3.0 dyne/cm
Molar Volume 201.5±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
      [F4483]
      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
      [F4483]
      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
      [F4483]
      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
      [F4483]
      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
      [F4483]
      Warning Alfa Aesar B23583
      WARNING: Irritates skin and eyes, harmful if swallowed Alfa Aesar B23583
      Xn LKT Labs
      [F4483]
    • Target Organs:

      COX inhibitor TargetMol T0858
    • Drug Status:

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

      synthetic Microsource
      [01501015]
    • 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)
 Exper. Ref: YALKOWSKY,SH & DANNENFELSER,RM (1992)

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