ChemSpider 2D Image | Lomustine | C9H16ClN3O2

Lomustine

  • Molecular FormulaC9H16ClN3O2
  • Average mass233.695 Da
  • Monoisotopic mass233.093109 Da
  • ChemSpider ID3813

More details:



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

(Cloro-2-etil)-1-cicloesil-3-nitrosourea [Italian]
1-(2-Chlorethyl)-3-cyclohexyl-1-nitrosoharnstoff [German] [ACD/IUPAC Name]
1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea [ACD/IUPAC Name]
1-(2-Chloroéthyl)-3-cyclohexyl-1-nitrosourée [French] [ACD/IUPAC Name]
13010-47-4 [RN]
235-859-2 [EINECS]
3184
7BRF0Z81KG
Cecenu [Trade name]
CeeNU [Trade name]
More...

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

AI3-52779 [DBID]
AIDS010572 [DBID]
AIDS-010572 [DBID]
BRN 2125058 [DBID]
CCRIS 860 [DBID]
D00363 [DBID]
HSDB 6519 [DBID]
ICIG 1109 [DBID]
NCI60_041743 [DBID]
NCI-C04740 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      45-25 LKT Labs [L5648]
      Danger Biosynth W-108355
      GHS06; GHS08 Biosynth W-108355
      H301 H350 LKT Labs [L5648]
      H301; H350 Biosynth W-108355
      IRRITANT Matrix Scientific 076053
      L01AD02 Wikidata Q415378
      P201; P301+P310; P308+P313 Biosynth W-108355
      T LKT Labs [L5648]
      UN 2811 6.1/PG 3 LKT Labs [L5648]
    • Chemical Class:

      An <element>N</element>-nitrosourea that is urea in which one of the nitrogens is substituted by a 2-chloroethyl group and by a nitroso group, while the other nitrogen is substituted by a cyclohexyl g roup. An alkylating antineoplastic agent, it is used in the treatment of brain tumours, lung cancer, malignant melanoma and other solid tumours. ChEBI CHEBI:6520
    • Bio Activity:

      Cell Cycle/DNA Damage MedChem Express HY-13669
      Cell Cycle/DNA Damage; MedChem Express HY-13669
      DNA alkylator/crosslinker MedChem Express HY-13669
      Lomustine (CCNU) is an alkylating nitrosourea compound used in chemotherapy. MedChem Express http://www.medchemexpress.com/Lomustine.html, HY-13669
      Lomustine (CCNU) is an alkylating nitrosourea compound used in chemotherapy. ;IC50 Value:;In vitro: vincristine and lomustine trigger apoptosis in all these cells through the mitochondrial pathway via decrease in the level of the anti-apoptosis proteins Bcl-2 and Bcl-xl, respectively [1]. There was significant correlation between the level of cadherin-associated protein beta 1 (CTNNB1) and Aurora kinase A (STK15) proteins and neurotrophic tyrosine kinase receptor type 3 (TRKC) mRNA and the proportion of apoptosis induced by vincristine, the combination of both drugs, and lomustine, respectively [4].;In vivo: IC50 values for CCNU admixed and encapsulated with lipid vesicles were 18+/-4.9 and 14.0+/-2.2 microM, respectively, compared to 83+/-11.0 microM for free CCNU in rats [2]. Eight of the 19 dogs (42%) had a measurable response to CCNU. One dog had a durable complete response for 440 days. Seven dogs (37%) had a partial response for a median and mean duration of 77 days and 109 d MedChem Express HY-13669
  • Gas Chromatography

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: 1.583
Molar Refractivity: 57.8±0.5 cm3
#H bond acceptors: 5
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 2.76
ACD/LogD (pH 5.5): 2.51
ACD/BCF (pH 5.5): 47.95
ACD/KOC (pH 5.5): 555.58
ACD/LogD (pH 7.4): 2.51
ACD/BCF (pH 7.4): 47.94
ACD/KOC (pH 7.4): 555.40
Polar Surface Area: 62 Å2
Polarizability: 22.9±0.5 10-24cm3
Surface Tension: 50.3±7.0 dyne/cm
Molar Volume: 173.1±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) =  2.96
    Log Kow (Exper. database match) =  2.83
       Exper. Ref:  Hansch,C & Leo,A (1985)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  354.07  (Adapted Stein & Brown method)
    Melting Pt (deg C):  127.27  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.62E-005  (Modified Grain method)
    MP  (exp database):  88-90 deg C
    Subcooled liquid VP: 0.000106 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):  111.3
       log Kow used: 2.83 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1294.1 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.85E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  7.239E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.83  (exp database)
  Log Kaw used:  -8.121  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.951
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5249
   Biowin2 (Non-Linear Model)     :   0.1032
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5095  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4100  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2279
   Biowin6 (MITI Non-Linear Model):   0.0498
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3128
 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):  0.0141 Pa (0.000106 mm Hg)
  Log Koa (Koawin est  ): 10.951
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000212 
       Octanol/air (Koa) model:  0.0219 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00761 
       Mackay model           :  0.0167 
       Octanol/air (Koa) model:  0.637 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  21.9140 E-12 cm3/molecule-sec
      Half-Life =     0.488 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     5.857 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0122 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  419.8
      Log Koc:  2.623 

 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 = 1.479 (BCF = 30.14)
       log Kow used: 2.83 (expkow database)

 Volatilization from Water:
    Henry LC:  1.85E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 4.838E+006  hours   (2.016E+005 days)
    Half-Life from Model Lake : 5.278E+007  hours   (2.199E+006 days)

 Removal In Wastewater Treatment:
    Total removal:               4.48  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     4.37  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       0.00145         11.7         1000       
   Water     13.6            900          1000       
   Soil      86.2            1.8e+003     1000       
   Sediment  0.215           8.1e+003     0          
     Persistence Time: 1.74e+003 hr




                    

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