Mesalazine C7H7NO3 structure – Flashcards

Flashcard maker : Isabel Padilla

Molecular Formula C7H7NO3
Average mass 153.135 Da
Density 1.5±0.1 g/cm3
Boiling Point 403.9±40.0 °C at 760 mmHg
Flash Point 198.1±27.3 °C
Molar Refractivity 39.3±0.3 cm3
Polarizability 15.6±0.5 10-24cm3
Surface Tension 83.4±3.0 dyne/cm
Molar Volume 102.7±3.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      280 °C (Decomposes) Alfa Aesar
      275 °C (Decomposes) LKT Labs
      288 °C Jean-Claude Bradley Open Melting Point Dataset 17048, 17219, 17220
      280 °C Jean-Claude Bradley Open Melting Point Dataset 17048, 17219, 17220
      283 °C Jean-Claude Bradley Open Melting Point Dataset 17048, 17219, 17220, 21759
      280 °C (Decomposes) Alfa Aesar B23970
      280 °C (Decomposes) Matrix Scientific 058320
      275-280 °C Oakwood 065629
      277 °C Biosynth Q-201355
      275-280 °C (Decomposes, Literature) LabNetwork LN00112239
    • Experimental LogP:

      0.462 Vitas-M STK301678
    • Experimental Flash Point:

      198.1 °C Biosynth Q-201355
    • Experimental Gravity:

      198.1 g/mL Biosynth Q-201355
    • Experimental Solubility:

      10 mM in DMSO MedChem Express HY-15027
      DMSO 30 mg/mL; Water <1 mg/mL MedChem Express HY-15027
  • Miscellaneous
    • Appearance:

      light tan to grey powder Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Incompatible with acids, acid anhydrides,acid chlorides, chloroformates, strong oxidizing agents. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-RAT LD50 2800 mg kg-1, IPR-RAT LD50 1000 mg kg-1, ORL-MUS LD50 5000 mg kg-1, IPR-MUS LD50 681 mg kg-1, SKN-RBT LD50 > 5000 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      26-37 Alfa Aesar B23970
      36/37/38 Alfa Aesar B23970
      36/37/38 LKT Labs
      GHS07 Biosynth Q-201355
      H315 H319 H335 LKT Labs
      H315; H319; H335 Biosynth Q-201355
      H315-H319-H335 Alfa Aesar B23970
      IRRITANT Matrix Scientific 058320
      Irritant SynQuest 4657-1-13
      None LKT Labs
      P261; P280; P302+P352; P304+P340; P305+P351+P338; P312 Biosynth Q-201355
      P261-P280-P305+P351+P338-P304+P340-P405-P501a Alfa Aesar B23970
      Safety glasses. Oxford University Chemical Safety Data (No longer updated) More details
      Warning Alfa Aesar B23970
      Warning Biosynth Q-201355
      WARNING: Irreversible damage risk, protect skin/eyes/lungs. Alfa Aesar B23970
      Xi Abblis Chemicals AB1001921
      Xi LKT Labs
    • Target Organs:

      NF-??B inhibitor;PPAR agonist;MPO inhibitor;COX inhibitor TargetMol T0646
    • Drug Status:

      approved BIONET-Key Organics HS-0100
    • Bio Activity:

      . Zerenex Molecular
      5-Aminosalicylic acid is an anti-inflammatory compound. MedChem Express
      5-Aminosalicylic acid is an anti-inflammatory compound.; Target: PGE synthase; 5-aminosalicylic acid (5-ASA), also known as mesalamine or Mesalazine is an anti-inflammatory drug used to treat inflammatory bowel disease, such as ulcerative colitis and mild-to-moderate Crohn’s disease. MedChem Express HY-15027
      5-Aminosalicylic acid is an anti-inflammatory compound.;Target: PGE synthase5-aminosalicylic acid (5-ASA), also known as mesalamine or Mesalazine is an anti-inflammatory drug used to treat inflammatory bowel disease, such as ulcerative colitis and mild-to-moderate Crohn’s disease. Mesalazine is a bowel-specific aminosalicylate drug that acts locally in the gut and has its predominant actions there, thereby having few systemic side effects. As a derivative of salicylic acid, mesalazine is also thought to be an antioxidant that traps free radicals, which are potentially damaging byproducts of metabolism. Mesalazine is the active moiety of sulfasalazine, which is metabolized to sulfapyridine and mesalazine. Mesalazine is the active component of the prodrug balsalazide along with the inert carrier molecule 4-aminobenzoyl-beta-alanine [1][2]. MedChem Express HY-15027
      Immunology/Inflammation MedChem Express HY-15027
      Immunology/Inflammation; MedChem Express HY-15027
      Neuroscience;Immunology/Inflammation;Metabolism TargetMol T0646
      NF-??B kinase;PPAR gamma ;MPO;Prostaglandin G/H synthase;ALOX5 TargetMol T0646
      PGE synthase MedChem Express HY-15027
  • Gas Chromatography
    • Retention Index (Kovats):

      1682 (estimated with error: 89) NIST Spectra mainlib_229892, replib_157831, replib_75898

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

Density: 1.5±0.1 g/cm3
Boiling Point: 403.9±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.0 mmHg at 25°C
Enthalpy of Vaporization: 69.1±3.0 kJ/mol
Flash Point: 198.1±27.3 °C
Index of Refraction: 1.691
Molar Refractivity: 39.3±0.3 cm3
#H bond acceptors: 4
#H bond donors: 4
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 0
ACD/LogP: 0.46
ACD/LogD (pH 5.5): -1.48
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -1.98
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 84 Å2
Polarizability: 15.6±0.5 10-24cm3
Surface Tension: 83.4±3.0 dyne/cm
Molar Volume: 102.7±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) = 0.98

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 346.34 (Adapted Stein & Brown method)
 Melting Pt (deg C): 128.86 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 6.1E-008 (Modified Grain method)
 MP (exp database): 283 deg C
 Subcooled liquid VP: 4.37E-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): 1.077e+004
 log Kow used: 0.98 (estimated)
 no-melting pt equation used

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 888.84 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
 Class(es) found:
 Aromatic Amines-acid
 Salicylic Acid-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 5.02E-012 atm-m3/mole
 Group Method: 2.28E-015 atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]: 1.141E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 0.98 (KowWin est)
 Log Kaw used: -9.688 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 10.668
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 0.7336
 Biowin2 (Non-Linear Model) : 0.9053
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 2.8701 (weeks )
 Biowin4 (Primary Survey Model) : 3.5659 (days-weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.5647
 Biowin6 (MITI Non-Linear Model): 0.5429
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): 0.6183
 Ready Biodegradability Prediction: YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
 Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
 Vapor pressure (liquid/subcooled): 0.00583 Pa (4.37E-005 mm Hg)
 Log Koa (Koawin est ): 10.668
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 0.000515 
 Octanol/air (Koa) model: 0.0114 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 0.0183 
 Mackay model : 0.0396 
 Octanol/air (Koa) model: 0.478 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 20.8772 E-12 cm3/molecule-sec
 Half-Life = 0.512 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 6.148 Hrs
 Ozone Reaction:
 No Ozone Reaction Estimation
 Reaction With Nitrate Radicals May Be Important!
 Fraction sorbed to airborne particulates (phi): 0.0289 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 10
 Log Koc: 1.000 

 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: 0.98 (estimated)

 Volatilization from Water:
 Henry LC: 5.02E-012 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 1.443E+008 hours (6.014E+006 days)
 Half-Life from Model Lake : 1.575E+009 hours (6.56E+007 days)

 Removal In Wastewater Treatment:
 Total removal: 1.88 percent
 Total biodegradation: 0.09 percent
 Total sludge adsorption: 1.79 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 0.000269 12.3 1000 
 Water 34.7 360 1000 
 Soil 65.2 720 1000 
 Sediment 0.0693 3.24e+003 0 
 Persistence Time: 608 hr


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