ChemSpider 2D Image | Glafenine | C19H17ClN2O4

Glafenine

  • Molecular FormulaC19H17ClN2O4
  • Average mass372.802 Da
  • Monoisotopic mass372.087677 Da
  • ChemSpider ID3355

More details:






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

1890
2,3-Dihydroxypropyl 2-[(7-chloro-4-quinolinyl)amino]benzoate [ACD/IUPAC Name]
2,3-dihydroxypropyl 2-[(7-chloroquinolin-4-yl)amino]benzoate
2,3-Dihydroxypropyl N-(7-Chloro-4-quinolyl)anthranilate
2,3-Dihydroxypropyl-2-[(7-chlor-4-chinolinyl)amino]benzoat [German] [ACD/IUPAC Name]
2-[(7-Chloro-4-quinoléinyl)amino]benzoate de 2,3-dihydroxypropyle [French] [ACD/IUPAC Name]
2-[(7-Chloro-4-quinolinyl)amino]benzoic Acid 2,3-Dihydroxypropyl Ester
2-[(7-Chloro-4-quinolyl)amino]benzoic Acid a-Glyceride
223-315-7 [EINECS]
3820-67-5 [RN]
More...

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

46HL4I09AH [DBID]
UNII:46HL4I09AH [DBID]
7A7I965291 [DBID]
BRN 0497124 [DBID]
D01351 [DBID]
DivK1c_000295 [DBID]
G6895_SIGMA [DBID]
G7020_SIGMA [DBID]
KBio1_000295 [DBID]
KBio2_001692 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Target Organs:

      COX inhibitor TargetMol T0055
    • Chemical Class:

      A carboxylic ester that is 2,3-dihydroxypropyl anthranilate in which the amino group is substituted by a 7-chloroquinolin-4-yl group. A non-steroidal anti-inflammatory drug, glafenine and its hydrochl oride salt were used for the relief of all types of pain, but high incidence of anaphylactic reactions resulted in their withdrawal from the market. ChEBI CHEBI:31653
    • Drug Status:

      INN, JAN Microsource [01500996]
    • Compound Source:

      synthetic Microsource [01500996]
    • Bio Activity:

      Glafenine is a non-steroidal anti-inflammatory drug (NSAID), is a non-narcotic analgesic agent, widely used for the treatment of pains of various origins. MedChem Express http://www.medchemexpress.com/Penbutolol-sulfate.html, HY-B1153
      Neuroscience TargetMol T0055
      Others MedChem Express HY-B1153
      Prostaglandin G/H synthase TargetMol T0055
  • Gas Chromatography
    • Retention Index (Kovats):

      2816 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column length: 2 m; Column type: Packed; Start T: 280 C; CAS no: 3820675; Active phase: SE-30; Carrier gas: N2; Substrate: 1% se-30 on Anachrom ABS(80-100mesh); Data type: Kovats RI; Authors: Musumarra, G.; Scarlata, G.; Romano, G.; Cappello, G.; Clementi, S.; Giulietti, G., Qualitative organic analysis. Part 2. Identification of drugs by principal components analysis of standardized TLC data in four eluent systems and of retention indices on SE 30, J. Anal. Toxicol., 11, 1987, 154-163.) 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: 618.0±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.9 mmHg at 25°C
Enthalpy of Vaporization: 96.3±3.0 kJ/mol
Flash Point: 327.6±31.5 °C
Index of Refraction: 1.697
Molar Refractivity: 100.5±0.3 cm3
#H bond acceptors: 6
#H bond donors: 3
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 0
ACD/LogP: 3.49
ACD/LogD (pH 5.5): 2.54
ACD/BCF (pH 5.5): 40.73
ACD/KOC (pH 5.5): 386.84
ACD/LogD (pH 7.4): 2.91
ACD/BCF (pH 7.4): 94.83
ACD/KOC (pH 7.4): 900.70
Polar Surface Area: 92 Å2
Polarizability: 39.9±0.5 10-24cm3
Surface Tension: 68.0±3.0 dyne/cm
Molar Volume: 261.1±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) =  3.66

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  536.12  (Adapted Stein & Brown method)
    Melting Pt (deg C):  229.47  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.36E-013  (Modified Grain method)
    MP  (exp database):  169.5 deg C
    Subcooled liquid VP: 4.22E-012 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):  3.373
       log Kow used: 3.66 (estimated)
       no-melting pt equation used
     Water Sol (Exper. database match) =  4e+004 mg/L ( deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1236.8 mg/L
    Wat Sol (Exper. database match) =  40000.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.51E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.978E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.66  (KowWin est)
  Log Kaw used:  -16.209  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.869
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6455
   Biowin2 (Non-Linear Model)     :   0.5268
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4939  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5240  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2396
   Biowin6 (MITI Non-Linear Model):   0.0327
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.3794
 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):  5.63E-010 Pa (4.22E-012 mm Hg)
  Log Koa (Koawin est  ): 19.869
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  5.33E+003 
       Octanol/air (Koa) model:  1.82E+007 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 122.1253 E-12 cm3/molecule-sec
      Half-Life =     0.088 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.051 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  154.1
      Log Koc:  2.188 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  3.776E-002  L/mol-sec
  Kb Half-Life at pH 8:     212.462  days   
  Kb Half-Life at pH 7:       5.817  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.468 (BCF = 29.37)
       log Kow used: 3.66 (estimated)

 Volatilization from Water:
    Henry LC:  1.51E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.487E+014  hours   (3.119E+013 days)
    Half-Life from Model Lake : 8.167E+015  hours   (3.403E+014 days)

 Removal In Wastewater Treatment:
    Total removal:              17.21  percent
    Total biodegradation:        0.22  percent
    Total sludge adsorption:    17.00  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       6.98e-007       2.1          1000       
   Water     11.4            900          1000       
   Soil      87.4            1.8e+003     1000       
   Sediment  1.2             8.1e+003     0          
     Persistence Time: 1.85e+003 hr




                    

Click to predict properties on the Chemicalize site





Feedback Form