ChemSpider 2D Image | GBR-12935 | C28H34N2O

GBR-12935

  • Molecular FormulaC28H34N2O
  • Average mass414.582 Da
  • Monoisotopic mass414.267120 Da
  • ChemSpider ID3338

More details:






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

1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine
1-[2-(Diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazin [German] [ACD/IUPAC Name]
1-[2-(Diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine [ACD/IUPAC Name]
1-[2-(Diphénylméthoxy)éthyl]-4-(3-phénylpropyl)pipérazine [French] [ACD/IUPAC Name]
76778-22-8 [RN]
9J9974WIBA
GBR-12935 [Wiki]
Piperazine, 1-(2-(diphenylmethoxy)ethyl)-4-(3-phenylpropyl)-
Piperazine, 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)- [ACD/Index Name]
[76778-22-8]
More...

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

CHEBI:64093 [DBID]
GBR 12935 [DBID]
Lopac-G-9659 [DBID]
NCGC00015484-01 [DBID]
NCGC00024628-01 [DBID]
Tocris-0514 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Chemical Class:

      An <element>N</element>-alkylpiperazine that consists of piperazine bearing 2-(benzhydryloxy)ethyl and 3-phenylpropyl groups at positions 1 and 4 respectively. Potent and selective inhibitor of dopami ne uptake (K<smallsub>D</smallsub> = 5.5 nM in rat striatal membranes). ChEBI CHEBI:64093
    • Bio Activity:

      Dopamine reuptake inhibitor MedChem Express HY-12242A
      GBR 12935 is a potent, and selective dopamine reuptake inhibitor. MedChem Express
      GBR 12935 is a potent, and selective dopamine reuptake inhibitor.; IC50 value: ; Target: dopamine reuptake inhibitor; in vitro: The calculated Kd of [3H]GBR-12935 binding to CYP2D6 was 42.2 nM, indicating that GBR-12935 has a high affinity for CYP2D6. MedChem Express HY-12242A
      GBR 12935 is a potent, and selective dopamine reuptake inhibitor.;IC50 value: ;Target: dopamine reuptake inhibitor;In vitro: The calculated Kd of [3H]GBR-12935 binding to CYP2D6 was 42.2 nM, indicating that GBR-12935 has a high affinity for CYP2D6. The binding of [3H]GBR-12935 to CYP2D6 was decreased partially by substrates or inhibitors of CYP2D isoforms (quinine, quinidine, propranolol, bufuralol, imipramine, and desipramine) [1]. Co-perfusion of 100 microM GBR 12909 or GBR 12935 with either 100 microM sulpiride or raclopride produced a significant reduction in the GBR 12909 or GBR 12935 induced increase in the extracellular levels of dopamine to basal levels. In vitro, GBR 12909 (1-9 nM) dose-dependently inhibited active uptake of [3H]dopamine in homogenates of the nucleus accumbens [2].;In vivo: GBR 12935 elevated locomotion to a greater extent in C57BL/6J mice at the maximally active dose of 10 mg/kg. Locomotor stimulation by GBR 12935 remained consistent in both strains with MedChem Express HY-12242A
      Neuronal Signaling MedChem Express HY-12242A
      Neuronal Signaling; MedChem Express HY-12242A

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

Density: 1.1±0.1 g/cm3
Boiling Point: 540.6±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 81.8±3.0 kJ/mol
Flash Point: 143.9±27.3 °C
Index of Refraction: 1.577
Molar Refractivity: 128.6±0.3 cm3
#H bond acceptors: 3
#H bond donors: 0
#Freely Rotating Bonds: 10
#Rule of 5 Violations: 1
ACD/LogP: 5.14
ACD/LogD (pH 5.5): 3.64
ACD/BCF (pH 5.5): 108.79
ACD/KOC (pH 5.5): 255.29
ACD/LogD (pH 7.4): 5.30
ACD/BCF (pH 7.4): 4958.61
ACD/KOC (pH 7.4): 11636.35
Polar Surface Area: 16 Å2
Polarizability: 51.0±0.5 10-24cm3
Surface Tension: 42.8±3.0 dyne/cm
Molar Volume: 388.3±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) =  5.38

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  511.56  (Adapted Stein & Brown method)
    Melting Pt (deg C):  218.00  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.22E-010  (Modified Grain method)
    Subcooled liquid VP: 1.4E-008 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):  0.6426
       log Kow used: 5.38 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.75042 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.53E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.036E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.38  (KowWin est)
  Log Kaw used:  -11.204  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.584
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.2312
   Biowin2 (Non-Linear Model)     :   0.0083
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.7559  (months      )
   Biowin4 (Primary Survey Model) :   2.6100  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3551
   Biowin6 (MITI Non-Linear Model):   0.0013
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.8126
 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):  1.87E-006 Pa (1.4E-008 mm Hg)
  Log Koa (Koawin est  ): 16.584
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.61 
       Octanol/air (Koa) model:  9.42E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.983 
       Mackay model           :  0.992 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 251.3225 E-12 cm3/molecule-sec
      Half-Life =     0.043 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.511 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.988 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  6.206E+006
      Log Koc:  6.793 

 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 = 3.443 (BCF = 2776)
       log Kow used: 5.38 (estimated)

 Volatilization from Water:
    Henry LC:  1.53E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.792E+009  hours   (3.247E+008 days)
    Half-Life from Model Lake :   8.5E+010  hours   (3.542E+009 days)

 Removal In Wastewater Treatment:
    Total removal:              86.57  percent
    Total biodegradation:        0.74  percent
    Total sludge adsorption:    85.83  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       4.7e-005        1.02         1000       
   Water     4.56            1.44e+003    1000       
   Soil      64.5            2.88e+003    1000       
   Sediment  30.9            1.3e+004     0          
     Persistence Time: 4.07e+003 hr




                    

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