ChemSpider 2D Image | Carmofur | C11H16FN3O3

Carmofur

  • Molecular FormulaC11H16FN3O3
  • Average mass257.261 Da
  • Monoisotopic mass257.117584 Da
  • ChemSpider ID2479

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Featured data source



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

1(2H)-Pyrimidinecarboxamide, 5-fluoro-N-hexyl-3,4-dihydro-2,4-dioxo- [ACD/Index Name]
1-(n-Hexylcarbamoyl)-5-fluorouracil
1-hexylcarbamoyl-5-fluorouracil
5042
5-Fluor-N-hexyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidincarboxamid [German] [ACD/IUPAC Name]
5-Fluoro-1-(hexylcarbamoyl)uracil
5-Fluoro-N-hexyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinecarboxamide [ACD/IUPAC Name]
5-Fluoro-N-hexyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinecarboxamide [French] [ACD/IUPAC Name]
5-Fluoro-N-hexyl-2,4-dioxo-3,4-dihydropyrimidine-1(2H)-carboxamide
61422-45-5 [RN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

HA82M3RAB2 [DBID]
BRN 0888898 [DBID]
CCRIS 2759 [DBID]
D01784 [DBID]
KBio3_002882 [DBID]
SPBio_000091 [DBID]
Spectrum2_000026 [DBID]
Spectrum3_001960 [DBID]
UNII:HA82M3RAB2 [DBID]
UNII-HA82M3RAB2 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      60-61-25 LKT Labs [C0174]
      H301 H361 LKT Labs [C0174]
      Irritant SynQuest 1200, 4H53-3-56
      L01BC04 Wikidata Q5043732
      None LKT Labs [C0174]
      Xi LKT Labs [C0174]
    • Drug Status:

      INN, JAN Microsource [01505317]
    • Compound Source:

      synthetic Microsource [01505317]
    • Bio Activity:

      Carmofur is a derivative of fluorouracil, an antimetabolite used as an antineoplastic agent. MedChem Express http://www.medchemexpress.com/felbamate-hydrate.html, HY-B0182
      Carmofur is a derivative of fluorouracil, an antimetabolite used as an antineoplastic agent. ;Target: Nucleoside antimetabolite/analogCarmofur, which is used in the clinic to treat colorectal cancers, is a potent AC inhibitor and that this property is essential to its anti-proliferative effects. Carmofur inhibited AC activity with a median effective concentration (IC50) of 29 ? 5 nM (mean ? standard error of the mean, s.e.m.; n = 4), whereas 5-FU had no such effect (IC50>1 mM). systemic administration of carmofur (10 or 30 mg-kg-1, intraperitoneal, i.p.) to mice produced a dose-dependent inhibition of AC activity in various tissues, including lungs and brain cortex. MedChem Express HY-B0182
      Cell Cycle/DNA Damage MedChem Express HY-B0182
      Cell Cycle/DNA Damage; MedChem Express HY-B0182
      Nucleoside antimetabolite/analog MedChem Express HY-B0182

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

Density: 1.3±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.525
Molar Refractivity: 62.3±0.4 cm3
#H bond acceptors: 6
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 2.58
ACD/LogD (pH 5.5): 2.16
ACD/BCF (pH 5.5): 24.76
ACD/KOC (pH 5.5): 326.18
ACD/LogD (pH 7.4): 1.04
ACD/BCF (pH 7.4): 1.84
ACD/KOC (pH 7.4): 24.24
Polar Surface Area: 79 Å2
Polarizability: 24.7±0.5 10-24cm3
Surface Tension: 47.2±5.0 dyne/cm
Molar Volume: 203.2±5.0 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) =  2.43
    Log Kow (Exper. database match) =  2.63
       Exper. Ref:  Sangster (1994)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  543.72  (Adapted Stein & Brown method)
    Melting Pt (deg C):  233.02  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.09E-010  (Modified Grain method)
    MP  (exp database):  110-111 deg C
    Subcooled liquid VP: 2.11E-009 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):  122.3
       log Kow used: 2.63 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  4.4776 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.14E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.553E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.63  (exp database)
  Log Kaw used:  -12.428  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.058
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7335
   Biowin2 (Non-Linear Model)     :   0.7684
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.9290  (weeks       )
   Biowin4 (Primary Survey Model) :   3.7456  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2178
   Biowin6 (MITI Non-Linear Model):   0.0012
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4952
 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):  2.81E-007 Pa (2.11E-009 mm Hg)
  Log Koa (Koawin est  ): 15.058
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  10.7 
       Octanol/air (Koa) model:  281 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.997 
       Mackay model           :  0.999 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  17.0977 E-12 cm3/molecule-sec
      Half-Life =     0.626 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     7.507 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.070000 E-17 cm3/molecule-sec
      Half-Life =    16.371 Days (at 7E11 mol/cm3)
   Fraction sorbed to airborne particulates (phi): 0.998 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  157.5
      Log Koc:  2.197 

 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 = 1.325 (BCF = 21.14)
       log Kow used: 2.63 (expkow database)

 Volatilization from Water:
    Henry LC:  9.14E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.027E+011  hours   (4.281E+009 days)
    Half-Life from Model Lake : 1.121E+012  hours   (4.67E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               3.52  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.42  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       4.35e-006       14.5         1000       
   Water     18              360          1000       
   Soil      81.8            720          1000       
   Sediment  0.156           3.24e+003    0          
     Persistence Time: 760 hr




                    

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