ChemSpider 2D Image | Temozolomide | C6H6N6O2

Temozolomide

  • Molecular FormulaC6H6N6O2
  • Average mass194.151 Da
  • Monoisotopic mass194.055222 Da
  • ChemSpider ID5201

More details:



Featured data source



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

3-Methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazin-8-carboxamid [German] [ACD/IUPAC Name]
3-Methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide [ACD/IUPAC Name]
3-Méthyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tétrazine-8-carboxamide [French] [ACD/IUPAC Name]
6027
85622-93-1 [RN]
Imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxamide, 3,4-dihydro-3-methyl-4-oxo- [ACD/Index Name]
M&B 39831
Temodal [Trade name]
TEMODAR [Trade name]
Temozolamide
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

AIDS129717 [DBID]
AIDS-129717 [DBID]
BRN 5547136 [DBID]
CCRG 81045 [DBID]
CCRG-81045 [DBID]
LS-80558 [DBID]
MB 39831 [DBID]
NCI60_003316 [DBID]
NSC 362856 [DBID]
NSC362856 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      22 36/37/38 45 46 60 61 LKT Labs [T1849]
      302 319 315 335 350 340 360FD LKT Labs [T1849]
      5 Axon Medchem 2326
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 2326
      IRRITANT Matrix Scientific 076088
      L01AX03 Wikidata Q425088
      no pictogram Axon Medchem 2326
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 2326
      P261; P262 Biosynth Q-201787
      Repr., Carc., Muta., Xn, Xi LKT Labs [T1849]
      Warning Axon Medchem 2326
    • Target Organs:

      DNA Alkylating TargetMol T1178
    • Chemical Class:

      An imidazotetrazine that is 3,4-dihydroimidazo[5,1-<ital>d</ital>][1,2,3,5]tetrazine which is substituted at positions 3, 4, and 8 by methyl, oxo, and carboxamide groups, respectively. A prodrug for M TIC (5-(3-methyltriaz-1-en-1-yl)-1<element>H</element>-imidazole-4-carboxamide, formed by spontaneous hydrolysis of temozolomide in the body), it is used as an oral alkylating agent for the treatment of newly diagnosed malignant glioblastoma multiforme (concomitantly with radiotherapy) and malignant melanoma. ChEBI CHEBI:72564
    • Drug Status:

      approved BIONET-Key Organics KS-1216
    • Bio Activity:

      Antineoplastic agent; Zerenex Molecular [ZBioX-0140]
      Apoptosis Tocris Bioscience 2706
      Apoptosis Inducers Tocris Bioscience 2706
      Cell Biology Tocris Bioscience 2706
      Cell Cycle/DNA Damage MedChem Express HY-17364
      Cell Cycle/DNA Damage; MedChem Express HY-17364
      DNA TargetMol T1178
      DNA alkylator/crosslinker MedChem Express HY-17364
      DNA Damage/DNA Repair TargetMol T1178
      DNA methylating, chemotherapeutic agent. Displays antitumor activity against a board spectrum of tumors, including leukemias, lymphomas and solid tumors (IC50 = 5.0 ?M for cytotoxicity against mouse T LX5 lymphoma cells). Induces autophagy in malignant glioma cells. Exhibits enhanced activity when used in combination with CHC (Cat No. 5029). Tocris Bioscience 2706
      DNA methylating, chemotherapeutic agent. Displays antitumor activity against a board spectrum of tumors, including leukemias, lymphomas and solid tumors (IC50 = 5.0 ?M for cytotoxicity against mouse TLX5 lymphoma cells). Induces autophagy in malignant glioma cells. Exhibits enhanced activity when used in combination with CHC (Cat No. 5029). Tocris Bioscience 2706
      DNA methylating, chemotherapeutic agent. Displays antitumor activity against a board spectrum of tumors, including leukemias, lymphomas and solid tumors (IC50 = 5.0 muM for cytotoxicity against mouse TLX5 lymphoma cells). Induces autophagy in malignant glioma cells. Exhibits enhanced activity when used in combination with CHC (Cat No. 5029). Tocris Bioscience 2706
      DNA-methylating antitumor agent Tocris Bioscience 2706
      Temozolomide, an alkylating agent, is a DNA damage inducer. MedChem Express
      Temozolomide, an alkylating agent, is a DNA damage inducer.; IC50 Value:; Target: DNA alkylator; Temozolomide is a DNA methylating, chemotherapeutic agent. MedChem Express HY-17364

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

Density: 2.0±0.1 g/cm3
Boiling Point: 526.6±42.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 80.1±3.0 kJ/mol
Flash Point: 272.3±27.9 °C
Index of Refraction: 1.895
Molar Refractivity: 45.6±0.5 cm3
#H bond acceptors: 8
#H bond donors: 2
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 0
ACD/LogP: -1.32
ACD/LogD (pH 5.5): -0.99
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 6.92
ACD/LogD (pH 7.4): -0.99
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 6.92
Polar Surface Area: 106 Å2
Polarizability: 18.1±0.5 10-24cm3
Surface Tension: 105.1±7.0 dyne/cm
Molar Volume: 98.4±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) =  -1.32

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  475.54  (Adapted Stein & Brown method)
    Melting Pt (deg C):  201.17  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.57E-009  (Modified Grain method)
    Subcooled liquid VP: 1.13E-007 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):  1.148e+004
       log Kow used: -1.32 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.99E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.494E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.32  (KowWin est)
  Log Kaw used:  -11.486  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.166
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8653
   Biowin2 (Non-Linear Model)     :   0.9499
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7159  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7731  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2698
   Biowin6 (MITI Non-Linear Model):   0.1137
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.0932
 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):  1.51E-005 Pa (1.13E-007 mm Hg)
  Log Koa (Koawin est  ): 10.166
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.199 
       Octanol/air (Koa) model:  0.0036 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.878 
       Mackay model           :  0.941 
       Octanol/air (Koa) model:  0.223 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  30.5624 E-12 cm3/molecule-sec
      Half-Life =     0.350 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     4.200 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.909 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  10
      Log Koc:  1.000 

 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: -1.32 (estimated)

 Volatilization from Water:
    Henry LC:  7.99E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.021E+010  hours   (4.254E+008 days)
    Half-Life from Model Lake : 1.114E+011  hours   (4.641E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  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       1.27e-005       8.4          1000       
   Water     46.4            900          1000       
   Soil      53.5            1.8e+003     1000       
   Sediment  0.0891          8.1e+003     0          
     Persistence Time: 973 hr




                    

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