ChemSpider 2D Image | Nabumetone | C15H16O2

Nabumetone

  • Molecular FormulaC15H16O2
  • Average mass228.286 Da
  • Monoisotopic mass228.115036 Da
  • ChemSpider ID4256

More details:



Featured data source



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

2-Butanone, 4-(6-methoxy-2-naphthalenyl)- [ACD/Index Name]
4-(6-Methoxy-2-naphthyl)-2-butanon [German] [ACD/IUPAC Name]
4-(6-Methoxy-2-naphthyl)-2-butanone [ACD/IUPAC Name]
4-(6-Methoxy-2-naphthyl)butan-2-one
4-(6-Methoxy-2-naphthyl)-butan-2-one
4-(6-Méthoxy-2-naphtyl)-2-butanone [French] [ACD/IUPAC Name]
4-(6-méthoxynaphtalén-2-yl)butan-2-one
4-(6-Methoxynaphthalen-2-yl)butan-2-on
4-(6-methoxynaphthalen-2-yl)butan-2-one
42924-53-8 [RN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

BRL 14777 [DBID]
BRL-14777 [DBID]
BRN 2103472 [DBID]
CCRIS 4693 [DBID]
D00425 [DBID]
DivK1c_000850 [DBID]
KBio1_000850 [DBID]
KBio2_001966 [DBID]
KBio2_004534 [DBID]
KBio2_007102 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Not Available Novochemy [NC-21729]
      WHITE POWDER NIH Clinical Collection [SMR000058835]
    • Safety:

      20/21/22 Novochemy [NC-21729]
      20/21/36/37/39 Novochemy [NC-21729]
      GHS07; GHS09 Novochemy [NC-21729]
      H332; H403 Novochemy [NC-21729]
      M01AX01 Wikidata Q425207
      None LKT Labs [N0205]
      P301+P310; P337+P313 Novochemy [NC-21729]
      R52/53 Novochemy [NC-21729]
      Warning Novochemy [NC-21729]
    • Target Organs:

      COX inhibitor;MPO inhibitor TargetMol T1258
    • Chemical Class:

      A methyl ketone that is 2-butanone in which one of the methyl hydrogens at position 4 is replaced by a 6-methoxy-2-naphthyl group. A prodrug that is converted to the active metabolite, 6-methoxy-2-nap hthylacetic acid, following oral administration. It is shown to have a slightly lower risk of gastrointestinal side effects than most other non-steroidal anti-inflammatory drugs. ChEBI CHEBI:7443
    • Drug Status:

      approved BIONET-Key Organics KS-1371
    • Compound Source:

      synthetic Microsource [01503650]
    • Bio Activity:

      COX1, COX2;MPO TargetMol T1258
      Nabumetone(BRL14777) is a non-steroidal anti-inflammatory drug and its active metabolite inhibits the COX. MedChem Express
      Nabumetone(BRL14777) is a non-steroidal anti-inflammatory drug and its active metabolite inhibits the COX.; Target: Others; Nabumetone is a nonsteroidal anti-inflammatory drug (NSAID) of the arylalkanoic acid family. MedChem Express HY-B0559
      Nabumetone(BRL14777) is a non-steroidal anti-inflammatory drug and its active metabolite inhibits the COX.;Target: Nabumetone is a nonsteroidal anti-inflammatory drug (NSAID) of the arylalkanoic acid family. Nabumetone itself is non-acidic and, following absorption, it undergoes extensive first-pass metabolism to form the main circulating active metabolite (6-MNA) which is a much more potent inhibitor of preferentially COX-2 [1].Nabumetone displays acute anti-inflammatory activity in the carrageenan-induced oedema model in rats and the ultraviolet-induced erythema model in guinea-pigs. Its activity in these tests is greater than that of aspirin but less than that of naproxen and indomethacin. In the cotton pellet-induced granuloma model in the rat, Nabumetone is active and produces no signs of toxicity at doses much greater than the lowest effective dose, unlike aspirin, naproxen or indomethacin. Nabumetone is also active in the adjuvant-induced arthritis test in rats. In c MedChem Express HY-B0559
      Neuroscience TargetMol T1258
      Others MedChem Express HY-B0559
  • Gas Chromatography
    • Retention Index (Kovats):

      1968 (estimated with error: 89) NIST Spectra mainlib_292131, replib_335135, replib_248877
    • Retention Index (Linear):

      2103 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Description: Multi-step temperature program; T(initial)=60C; T(final)=270C; CAS no: 42924538; Active phase: VF-5MS; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Tret'yakov, K.V., Retention Data. NIST Mass Spectrometry Data Center., 2008.) NIST Spectra nist ri

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

Density: 1.1±0.1 g/cm3
Boiling Point: 371.1±17.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.8 mmHg at 25°C
Enthalpy of Vaporization: 61.8±3.0 kJ/mol
Flash Point: 165.4±14.5 °C
Index of Refraction: 1.576
Molar Refractivity: 69.6±0.3 cm3
#H bond acceptors: 2
#H bond donors: 0
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 2.82
ACD/LogD (pH 5.5): 2.92
ACD/BCF (pH 5.5): 96.86
ACD/KOC (pH 5.5): 918.95
ACD/LogD (pH 7.4): 2.92
ACD/BCF (pH 7.4): 96.86
ACD/KOC (pH 7.4): 918.95
Polar Surface Area: 26 Å2
Polarizability: 27.6±0.5 10-24cm3
Surface Tension: 39.9±3.0 dyne/cm
Molar Volume: 210.5±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) =  3.22
    Log Kow (Exper. database match) =  3.08
       Exper. Ref:  Adlard,M et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  350.13  (Adapted Stein & Brown method)
    Melting Pt (deg C):  107.84  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.02E-005  (Modified Grain method)
    Subcooled liquid VP: 0.000131 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):  72.81
       log Kow used: 3.08 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  9.3491 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.07E-008  atm-m3/mole
   Group Method:   6.58E-008  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  8.334E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.08  (exp database)
  Log Kaw used:  -5.901  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  8.981
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8323
   Biowin2 (Non-Linear Model)     :   0.8947
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5392  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5047  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3898
   Biowin6 (MITI Non-Linear Model):   0.3007
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2053
 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):  0.0175 Pa (0.000131 mm Hg)
  Log Koa (Koawin est  ): 8.981
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000172 
       Octanol/air (Koa) model:  0.000235 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00617 
       Mackay model           :  0.0136 
       Octanol/air (Koa) model:  0.0185 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 121.5149 E-12 cm3/molecule-sec
      Half-Life =     0.088 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.056 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.00986 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1217
      Log Koc:  3.085 

 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 = 1.672 (BCF = 46.95)
       log Kow used: 3.08 (expkow database)

 Volatilization from Water:
    Henry LC:  6.58E-008 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 1.345E+004  hours   (560.2 days)
    Half-Life from Model Lake : 1.468E+005  hours   (6117 days)

 Removal In Wastewater Treatment:
    Total removal:               6.43  percent
    Total biodegradation:        0.13  percent
    Total sludge adsorption:     6.30  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       0.0808          2.11         1000       
   Water     18.2            900          1000       
   Soil      81.2            1.8e+003     1000       
   Sediment  0.497           8.1e+003     0          
     Persistence Time: 1.1e+003 hr




                    

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