ChemSpider 2D Image | Amlexanox | C16H14N2O4

Amlexanox

  • Molecular FormulaC16H14N2O4
  • Average mass298.293 Da
  • Monoisotopic mass298.095367 Da
  • ChemSpider ID2076

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

2-amino-5-oxo-7-(propan-2-yl)-5H-chromeno[2,3-b]pyridine-3-carboxylic acid
2-Amino-7-(1-methylethyl)-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylicAcid
2-amino-7-(1-methylethyl)-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylic acid
2-Amino-7-isopropyl-1-azaxanthone-3-carboxylic Acid
2-Amino-7-isopropyl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic Acid
2-Amino-7-isopropyl-5-oxo-5H-chromeno[2,3-b]pyridin-3-carbonsäure [German] [ACD/IUPAC Name]
2-Amino-7-isopropyl-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylic acid [ACD/IUPAC Name]
5950
5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid, 2-amino-7-(1-methylethyl)-5-oxo- [ACD/Index Name]
68302-57-8 [RN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

AA 673 [DBID]
AA-673 [DBID]
BRN 0556384 [DBID]
CCRIS 2686 [DBID]
CCRIS 4693 [DBID]
CHX 3673 [DBID]
CHX-3673 [DBID]
D01828 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Not Available Novochemy [NC-27994]
    • Safety:

      20/21/22 Novochemy [NC-27994]
      20/21/36/37/39 Novochemy [NC-27994]
      A01AD07 Wikidata Q695611
      GHS07; GHS09 Novochemy [NC-27994]
      H304; H403 Novochemy [NC-27994]
      Not dangerous goods. LKT Labs [A4944]
      P332+P313; P305+P351+P338 Novochemy [NC-27994]
      R03DX01 Wikidata Q695611
      R22 Novochemy [NC-27994]
      Warning Novochemy [NC-27994]
    • Target Organs:

      Protein S100 antagonist; FGFR inhibitor; IL antagonist TargetMol T1639
    • Chemical Class:

      A pyridochromene-derived monocarboxylic acid having an amino substituent at the 2-position, an oxo substituent at the 5-position and an isopropyl substituent at the 7-position. ChEBI CHEBI:31205
    • Bio Activity:

      Amlexanox (AA673; CHX3673) is a specific inhibitor of IKK? and TBK1; inhibition of IKK? and TBK1 activity as determined by MBP phosphorylation showing an IC50 of approximately 1?2 ?M.; IC50 value: 1-2 uM [1]; Target: TBK1/IKK? inhibitor; in vitro: Amlexanox blocked IKK? activity with a half maximal inhibitory concentration of approximately 1?2 ?M. MedChem Express HY-B0713
      Enzymes Tocris Bioscience 4857
      IkB Kinase Tocris Bioscience 4857
      IKK MedChem Express HY-B0713
      Immunology/Inflammation TargetMol T1639
      Inhibitor of TBK1 and IKK?; antiallergic agent Tocris Bioscience 4857
      Kinases Tocris Bioscience 4857
      NF-KB MedChem Express HY-B0713
      NF-KB; MedChem Express HY-B0713
      Protein S100;FGFR1;IL-3 TargetMol T1639
      Selective inhibitor of TANK-binding kinase 1 (TBK1) and IKK? (IC50 values are ~1-2 ?M). Displays no effect on IKK? or IKK? at these concentrations. Reversibly lowers weight, increases insulin sensitiv ity, and reduces inflammation and steatosis in three mouse models of obesity. Exhibits antiallergic activity; inhibits the release of histamine from rat mast cells. Also binds to Hsp90 and inhibits C- terminal chaperone activity in vitro. Tocris Bioscience 4857
      Selective inhibitor of TANK-binding kinase 1 (TBK1) and IKK? (IC50 values are ~1-2 ?M). Displays no effect on IKK? or IKK? at these concentrations. Reversibly lowers weight, increases insulin sensitivity, and reduces inflammation and steatosis in three mouse models of obesity. Exhibits antiallergic activity; inhibits the release of histamine from rat mast cells. Also binds to Hsp90 and inhibits C-terminal chaperone activity in vitro. Tocris Bioscience 4857
      Selective inhibitor of TANK-binding kinase 1 (TBK1) and IKKepsilon (IC50 values are ~1-2 muM). Displays no effect on IKKalpha or IKKbeta at these concentrations. Reversibly lowers weight, increases insulin sensitivity, and reduces inflammation and steatosis in three mouse models of obesity. Exhibits antiallergic activity; inhibits the release of histamine from rat mast cells. Also binds to Hsp90 and inhibits C-terminal chaperone activity in vitro. Tocris Bioscience 4857
      Selective inhibitor of TBK Tocris Bioscience 4857
      TANK binding kinase (TBK) Tocris Bioscience 4857

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

Density: 1.4±0.1 g/cm3
Boiling Point: 570.0±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.6 mmHg at 25°C
Enthalpy of Vaporization: 90.0±3.0 kJ/mol
Flash Point: 298.5±30.1 °C
Index of Refraction: 1.669
Molar Refractivity: 79.0±0.3 cm3
#H bond acceptors: 6
#H bond donors: 3
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 3.74
ACD/LogD (pH 5.5): 2.33
ACD/BCF (pH 5.5): 16.51
ACD/KOC (pH 5.5): 107.84
ACD/LogD (pH 7.4): 0.78
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 3.07
Polar Surface Area: 103 Å2
Polarizability: 31.3±0.5 10-24cm3
Surface Tension: 69.0±3.0 dyne/cm
Molar Volume: 211.7±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) =  4.12

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  492.24  (Adapted Stein & Brown method)
    Melting Pt (deg C):  208.97  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.81E-010  (Modified Grain method)
    Subcooled liquid VP: 4.31E-008 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):  0.2944
       log Kow used: 4.12 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.63053 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.18E-017  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  6.413E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.12  (KowWin est)
  Log Kaw used:  -14.886  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.006
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5875
   Biowin2 (Non-Linear Model)     :   0.5056
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.1233  (months      )
   Biowin4 (Primary Survey Model) :   3.2844  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3474
   Biowin6 (MITI Non-Linear Model):   0.0840
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.6288
 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):  5.75E-006 Pa (4.31E-008 mm Hg)
  Log Koa (Koawin est  ): 19.006
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.522 
       Octanol/air (Koa) model:  2.49E+006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.95 
       Mackay model           :  0.977 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   8.2619 E-12 cm3/molecule-sec
      Half-Life =     1.295 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    15.535 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.963 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  232.6
      Log Koc:  2.367 

 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: 4.12 (estimated)

 Volatilization from Water:
    Henry LC:  3.18E-017 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  3.18E+013  hours   (1.325E+012 days)
    Half-Life from Model Lake : 3.469E+014  hours   (1.445E+013 days)

 Removal In Wastewater Treatment:
    Total removal:              35.83  percent
    Total biodegradation:        0.37  percent
    Total sludge adsorption:    35.46  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       4.31e-009       31.1         1000       
   Water     8.33            1.44e+003    1000       
   Soil      88.3            2.88e+003    1000       
   Sediment  3.34            1.3e+004     0          
     Persistence Time: 2.96e+003 hr




                    

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