ChemSpider 2D Image | Fotemustine | C9H19ClN3O5P

Fotemustine

  • Molecular FormulaC9H19ClN3O5P
  • Average mass315.691 Da
  • Monoisotopic mass315.075073 Da
  • ChemSpider ID94600

More details:



Featured data source



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

(1-{[(2-Chloroéthyl)(nitroso)carbamoyl]amino}éthyl)phosphonate de diéthyle [French] [ACD/IUPAC Name]
5982
92118-27-9 [RN]
Diethyl (1-{[(2-chloroethyl)(nitroso)carbamoyl]amino}ethyl)phosphonate [ACD/IUPAC Name]
Diethyl-(1-{[(2-chlorethyl)(nitroso)carbamoyl]amino}ethyl)phosphonat [German] [ACD/IUPAC Name]
Fotemustine [Wiki]
GQ7JL9P5I2
Phosphonic acid, P-[1-[[[(2-chloroethyl)nitrosoamino]carbonyl]amino]ethyl]-, diethyl ester [ACD/Index Name]
UNII:GQ7JL9P5I2
(±)-Diethyl (1-(3-(2-chloroethyl)-3-nitrosoureido)ethyl)phosphonate
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

CCRIS 4693 [DBID]
CCRIS 6337 [DBID]
S 10036 [DBID]
S-10036 [DBID]
  • Miscellaneous
    • Appearance:

      Not Available Novochemy [NC-29126]
    • Safety:

      20/21/22 Novochemy [NC-29126]
      20/21/36/37/39 Novochemy [NC-29126]
      GHS07; GHS09 Novochemy [NC-29126]
      H302 LKT Labs [F5976]
      H332; H403 Novochemy [NC-29126]
      IRRITANT Matrix Scientific 090187
      P301+P310; P337+P313 Novochemy [NC-29126]
      R22 LKT Labs [F5976]
      Warning Novochemy [NC-29126]
      Xn Novochemy [NC-29126]
      Xn LKT Labs [F5976]
    • Chemical Class:

      A member of the class of <element>N</element>-nitrosoureas that is ethyl diethylphosphonate in the hydrogen at position 1 of the ethyl group attached to the phosphorus has been replaced by a [(2-chlor oethyl)(nitroso)carbamoyl]amino group. ChEBI CHEBI:131852
    • Bio Activity:

      Cell Cycle/DNA Damage MedChem Express HY-B0733
      Cell Cycle/DNA Damage; MedChem Express HY-B0733
      DNA alkylator/crosslinker MedChem Express HY-B0733
      Fotemustine (S 10036) is a nitrosourea alkylating agent approved for use in the treatment of metastasising melanoma. MedChem Express
      Fotemustine (S 10036) is a nitrosourea alkylating agent approved for use in the treatment of metastasising melanoma.; Target: DNA alkylator/crosslinker; Fotemustine is a nitrosourea alkylating agent approved for use in the treatment of metastasising melanoma. MedChem Express HY-B0733
      Fotemustine (S 10036) is a nitrosourea alkylating agent approved for use in the treatment of metastasising melanoma.;Target: DNA alkylator/crosslinkerFotemustine is a nitrosourea alkylating agent approved for use in the treatment of metastasising melanoma. Fotemustine produces improved response rates and but does not increase survival (over dacarbazine in the treatment of disseminated cutaneous melanoma. Median survival was 7.3 months with fotemustine versus 5.6 months with DTIC (P=.067). There was also toxicity prevalence in fotemustine arm. The main toxicity was grade 3 to 4 neutropenia (51% with fotemustine v 5% with DTIC) and thrombocytopenia (43% v 6%, respectively) [1]. MedChem Express HY-B0733

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

Density: 1.4±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.524
Molar Refractivity: 70.3±0.5 cm3
#H bond acceptors: 8
#H bond donors: 1
#Freely Rotating Bonds: 9
#Rule of 5 Violations: 0
ACD/LogP: 1.26
ACD/LogD (pH 5.5): 0.84
ACD/BCF (pH 5.5): 2.58
ACD/KOC (pH 5.5): 68.54
ACD/LogD (pH 7.4): 0.84
ACD/BCF (pH 7.4): 2.56
ACD/KOC (pH 7.4): 67.98
Polar Surface Area: 107 Å2
Polarizability: 27.9±0.5 10-24cm3
Surface Tension: 49.5±7.0 dyne/cm
Molar Volume: 229.8±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) =  0.68

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  416.32  (Adapted Stein & Brown method)
    Melting Pt (deg C):  84.07  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  9.05E-007  (Modified Grain method)
    Subcooled liquid VP: 3.33E-006 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):  2623
       log Kow used: 0.68 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.3357e+005 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.04E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.433E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.68  (KowWin est)
  Log Kaw used:  -12.782  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.462
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4859
   Biowin2 (Non-Linear Model)     :   0.0347
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3283  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.2917  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0777
   Biowin6 (MITI Non-Linear Model):   0.0039
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.5208
 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):  0.000444 Pa (3.33E-006 mm Hg)
  Log Koa (Koawin est  ): 13.462
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00676 
       Octanol/air (Koa) model:  7.11 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.196 
       Mackay model           :  0.351 
       Octanol/air (Koa) model:  0.998 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  49.5650 E-12 cm3/molecule-sec
      Half-Life =     0.216 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.590 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.274 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  4806
      Log Koc:  3.682 

 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: 0.68 (estimated)

 Volatilization from Water:
    Henry LC:  4.04E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.575E+011  hours   (1.073E+010 days)
    Half-Life from Model Lake : 2.809E+012  hours   (1.17E+011 days)

 Removal In Wastewater Treatment:
    Total removal:               1.87  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       6.84e-008       5.18         1000       
   Water     43.4            900          1000       
   Soil      56.5            1.8e+003     1000       
   Sediment  0.0873          8.1e+003     0          
     Persistence Time: 1.01e+003 hr




                    

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