ChemSpider 2D Image | Tacrine | C13H14N2

Tacrine

  • Molecular FormulaC13H14N2
  • Average mass198.264 Da
  • Monoisotopic mass198.115692 Da
  • ChemSpider ID1859

More details:



Featured data source



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

Tacrine [Wiki]
1,2,3,4-Tetrahydro-9-acridinamin [German] [ACD/IUPAC Name]
1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE [ACD/IUPAC Name]
1,2,3,4-Tétrahydro-9-acridinamine [French] [ACD/IUPAC Name]
1,2,3,4-tetrahydroacridin-9-amine
206-291-2 [EINECS]
321-64-2 [RN]
4-Amino-2,3-tetramethylenequinoline
4VX7YNB537
800
More...

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

CI-970 [DBID]
AIDS001428 [DBID]
AIDS-001428 [DBID]
BAS 00232275 [DBID]
BRN 0147610 [DBID]
C01453 [DBID]
CCRIS 4693 [DBID]
CHEBI:9389 [DBID]
CS 12602 [DBID]
DivK1c_000936 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Not Available Novochemy [NC-25926]
    • Safety:

      20/21/22 Novochemy [NC-25926]
      20/21/36/37/39 Novochemy [NC-25926]
      GHS07; GHS09 Novochemy [NC-25926]
      H332; H403 Novochemy [NC-25926]
      IRRITANT Matrix Scientific 077318
      N06DA01 Wikidata Q421076
      P102; P210; P262; P270; P302+P352; P308+P313 Novochemy [NC-25926]
      R22 Novochemy [NC-25926]
      Warning Novochemy [NC-25926]
    • Chemical Class:

      A member of the class of acridines that is 1,2,3,4-tetrahydroacridine substituted by an amino group at position 9. It is used in the treatment of Alzheimer's disease. ChEBI CHEBI:45980
    • Therapeutical Effect:

      Cholinesterase Inhibitors,Parasympathomimetics,Nootropic Agents Sean Ekins
  • Gas Chromatography
    • Retention Index (Kovats):

      2023 (estimated with error: 83) NIST Spectra mainlib_291000, replib_120998, replib_265945, replib_238448
      2160 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column length: 6 ft; Column type: Packed; CAS no: 321642; Active phase: OV-101; Carrier gas: N2; Substrate: Chromosorb W; Data type: Kovats RI; Authors: McLinden, V.J.; Stenhouse, A.M., A chromatography system for drug identification, Forensic Sci. Int., 13, 1979, 71-79.) NIST Spectra nist ri
    • Retention Index (Normal Alkane):

      2140 (Program type: Complex; Column... (show more) class: Standard non-polar; Column diameter: 0.20 mm; Column length: 12 m; Column type: Capillary; Description: 100 0C (12 min) ^ 10 K/min -> 280 0C (5 min) ^ 30 K/min -> 300 0C (10 min); CAS no: 321642; Active phase: HP-1; Phase thickness: 0.33 um; Data type: Normal alkane RI; Authors: Schutz, H.; Ahrens, B.; Erdmann, F.; Weiler, G., Detection of the cholinesterase inhibitor tacrine and its main metabolites, Arch. Kriminol., 207(5/6), 2001, 154-161.) NIST Spectra nist ri
      2165 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Other; CAS no: 321642; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 220, 1981, 195-252.) NIST Spectra nist ri

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

Density: 1.2±0.1 g/cm3
Boiling Point: 409.4±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.0 mmHg at 25°C
Enthalpy of Vaporization: 66.2±3.0 kJ/mol
Flash Point: 230.5±15.9 °C
Index of Refraction: 1.687
Molar Refractivity: 63.2±0.3 cm3
#H bond acceptors: 2
#H bond donors: 2
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 3.32
ACD/LogD (pH 5.5): 0.38
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 2.79
ACD/LogD (pH 7.4): 0.81
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 7.62
Polar Surface Area: 39 Å2
Polarizability: 25.1±0.5 10-24cm3
Surface Tension: 57.8±3.0 dyne/cm
Molar Volume: 165.9±3.0 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) =  3.19
    Log Kow (Exper. database match) =  2.71
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  358.21  (Adapted Stein & Brown method)
    Melting Pt (deg C):  129.94  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.87E-006  (Modified Grain method)
    MP  (exp database):  183.5 deg C
    Subcooled liquid VP: 8.42E-005 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):  216.5
       log Kow used: 2.71 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2400.7 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.30E-010  atm-m3/mole
   Group Method:   2.56E-010  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  2.253E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.71  (exp database)
  Log Kaw used:  -8.027  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.737
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5287
   Biowin2 (Non-Linear Model)     :   0.3637
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4764  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3162  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0745
   Biowin6 (MITI Non-Linear Model):   0.0237
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.3071
 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):  0.0112 Pa (8.42E-005 mm Hg)
  Log Koa (Koawin est  ): 10.737
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000267 
       Octanol/air (Koa) model:  0.0134 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00956 
       Mackay model           :  0.0209 
       Octanol/air (Koa) model:  0.517 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 205.1237 E-12 cm3/molecule-sec
      Half-Life =     0.052 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.626 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0152 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3.444E+004
      Log Koc:  4.537 

 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 = 1.387 (BCF = 24.36)
       log Kow used: 2.71 (expkow database)

 Volatilization from Water:
    Henry LC:  2.56E-010 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River:  3.22E+006  hours   (1.342E+005 days)
    Half-Life from Model Lake : 3.513E+007  hours   (1.464E+006 days)

 Removal In Wastewater Treatment:
    Total removal:               3.86  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.75  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       0.00205         1.25         1000       
   Water     14.6            900          1000       
   Soil      85.3            1.8e+003     1000       
   Sediment  0.179           8.1e+003     0          
     Persistence Time: 1.67e+003 hr




                    

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