ChemSpider 2D Image | Furagin | C10H8N4O5

Furagin

  • Molecular FormulaC10H8N4O5
  • Average mass264.194 Da
  • Monoisotopic mass264.049469 Da
  • ChemSpider ID5264730

  • Double-bond stereo - Double-bond stereo

More details:

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

1-((3-(5-Nitrofuran-2-yl)allylidene)-amino)imidazolidine-2,4-dione
1-{(E)-[(2E)-3-(5-Nitro-2-furyl)-2-propen-1-yliden]amino}-2,4-imidazolidindion [German] [ACD/IUPAC Name]
1-{(E)-[(2E)-3-(5-Nitro-2-furyl)-2-propen-1-ylidene]amino}-2,4-imidazolidinedione [ACD/IUPAC Name]
1-{(E)-[(2E)-3-(5-Nitro-2-furyl)-2-propén-1-ylidène]amino}-2,4-imidazolidinedione [French] [ACD/IUPAC Name]
1-{[(1E,2E)-3-(5-Nitro-2-furyl)prop-2-en-1-ylidene]amino}imidazolidine-2,4-dione
1672-88-4 [RN]
2,4-Imidazolidinedione, 1-[[(1E,2E)-3-(5-nitro-2-furanyl)-2-propen-1-ylidene]amino]- [ACD/Index Name]
Furagin
Furazidine
K2R4N34Y9I
More...

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

BRN 0307076 [DBID]
CCRIS 1199 [DBID]
F-35 [DBID]
NF 416 [DBID] [NF]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [3-(5-nitro-2-furyl)prop-2-en-1-ylidene]amino group (the configuration of the C2C and C2N bonds in the grouping that links t he two heterocycles is not specified). A nitrofuran antibiotic with properties similar to nitrofurantoin, furagin is used in the treatment of urinary tract infections. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:131714

    • Bio Activity:

      Antibacterial MedChem Express HY-77036
      Anti-infection MedChem Express HY-77036
      Anti-infection; MedChem Express HY-77036
      Furagin, nitrofurantoin analog, is an anti-bacterial agent. MedChem Express http://www.medchemexpress.com/9-dihydro-13-acetylbaccatin-iii.html, HY-77036
      Furagin, nitrofurantoin analog, is an anti-bacterial agent. Furagin is 2-substituted 5-nitrofuran, chemically and structurally similar to well-known antibacterial compound nitrofurantoin.;IC50 Value: ;Target: Antibacterial;In vitro: The furagin concentrations in serum remain several hours above the MIC concentrations of many pathogenic bacteria. Despite the high concentrations in serum, the urine levels of furagin were generally lower than those of nitrofurantoin. The 24 hr recoveries in urine were 8--13% for furagin and about 36% for nitrofurantoin [1].;In vivo: A time-independent increase in SCE frequency was found in lymphocytes of children treated with furagin. Total CA frequency did not differ significantly between groups of children with various duration of furagin treatment [2]. Women were randomised into two groups receiving either ciprofloxacin 250mg twice a day for 3 days (n=13) or furagin 100mg three times a day for 7 days (n=14). Median lengths of follow-up were 4 days MedChem Express HY-77036

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.6±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.689
Molar Refractivity: 62.3±0.5 cm3
#H bond acceptors: 9
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 0.81
ACD/LogD (pH 5.5): 0.59
ACD/BCF (pH 5.5): 1.65
ACD/KOC (pH 5.5): 49.65
ACD/LogD (pH 7.4): 0.44
ACD/BCF (pH 7.4): 1.17
ACD/KOC (pH 7.4): 35.32
Polar Surface Area: 121 Å2
Polarizability: 24.7±0.5 10-24cm3
Surface Tension: 75.0±7.0 dyne/cm
Molar Volume: 163.3±7.0 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) =  0.60

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  526.79  (Adapted Stein & Brown method)
    Melting Pt (deg C):  225.11  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.11E-011  (Modified Grain method)
    Subcooled liquid VP: 5.73E-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):  2468
       log Kow used: 0.60 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  108.02 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.72E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.789E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.60  (KowWin est)
  Log Kaw used:  -10.401  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.001
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3167
   Biowin2 (Non-Linear Model)     :   0.0373
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4457  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3582  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.2636
   Biowin6 (MITI Non-Linear Model):   0.0008
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.0018
 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):  7.64E-007 Pa (5.73E-009 mm Hg)
  Log Koa (Koawin est  ): 11.001
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  3.93 
       Octanol/air (Koa) model:  0.0246 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.993 
       Mackay model           :  0.997 
       Octanol/air (Koa) model:  0.663 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  66.9369 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  74.5369 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.918 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    1.722 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     6.825000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    13.650000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     4.030 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     2.015 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.995 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  892.8
      Log Koc:  2.951 

 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: 0.60 (estimated)

 Volatilization from Water:
    Henry LC:  9.72E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 9.791E+008  hours   (4.079E+007 days)
    Half-Life from Model Lake : 1.068E+010  hours   (4.45E+008 days)

 Removal In Wastewater Treatment:
    Total removal:               1.86  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.77  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       0.00297         1.96         1000       
   Water     44              900          1000       
   Soil      55.9            1.8e+003     1000       
   Sediment  0.0879          8.1e+003     0          
     Persistence Time: 995 hr

Click to predict properties on the Chemicalize site


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