ChemSpider 2D Image | Aripiprazole | C23H27Cl2N3O2

Aripiprazole

  • Molecular FormulaC23H27Cl2N3O2
  • Average mass448.385 Da
  • Monoisotopic mass447.148041 Da
  • ChemSpider ID54790

More details:

Featured data source
The Merck Index Online

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

1089115-04-7 [RN]
129722-12-9 [RN]
2(1H)-Quinolinone, 7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro- [ACD/Index Name]
2(1H)-quinolinone, 7-4-4-(2,3-dichlorophenyl)-1-piperazinylbutoxy-3,4-dihydro-
200-835-2 [EINECS]
7-{4-[4-(2,3-Dichlorophényl)-1-pipérazinyl]butoxy}-3,4-dihydro-2(1H)-quinoléinone [French] [ACD/IUPAC Name]
7-{4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy}-3,4-dihydro-2(1H)-quinolinone [ACD/IUPAC Name]
7-{4-[4-(2,3-dichlorophényl)pipérazin-1-yl]butoxy}-3,4-dihydroquinoléin-2(1H)-one [French]
7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-3,4-dihydroquinolin-2(1H)-one
7-{4-[4-(2,3-Dichlorphenyl)-1-piperazinyl]butoxy}-3,4-dihydro-2(1H)-chinolinon [German] [ACD/IUPAC Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

7477 [DBID]
BMS-337039 [DBID]
C12564 [DBID]
D01164 [DBID]
EPA Pesticide Chemical Code 079011 [DBID]
HSDB 7320 [DBID]
LS-142666 [DBID]
OPC 14597 [DBID]
OPC 31 [DBID]
OPC-14597 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Toxicity:

      Organic Compound; Organochloride; Amine; Ether; Amide; Drug; Food Toxin; Antipsychotic Agent; Metabolite; Synthetic Compound Toxin, Toxin-Target Database T3D2677

    • Safety:

      N05AX12 Wikidata Q411188

    • Target Organs:

      5-HT Receptor antagonist;AChR antagonist;Adrenergic Receptor antagonist ;Dopamine Receptor antagonist;Histamine antagonist TargetMol T1566

    • Chemical Class:

      An N-arylpiperazine that is piperazine substituted by a 4-[(2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)oxy]butyl group at position 1 and by a 2,3-dichlorophenyl group at position 4. It is an antipsychotic drug used for the treatment of Schizophrenia, and other mood disorders. ChEBI CHEBI:31236

    • Bio Activity:

      5-HT Receptor MedChem Express HY-14546
      5-HT receptor ;Muscarinic AChR;Adrenergic receptor;Dopamine receptor;Histamine H1 receptor TargetMol T1566
      7-TM Receptors Tocris Bioscience 5584
      Aripiprazole(Abilify) is a human 5-HT1A receptor partial agonist with a Ki of 4.2 nM. MedChem Express http://www.medchemexpress.com/aripiprazole.html, HY-14546
      Aripiprazole(Abilify) is a human 5-HT1A receptor partial agonist with a Ki of 4.2 nM. ;IC50 Value: 4.2 nM(Ki);Target: 5-HT ReceptorAripiprazole is an atypical antipsychotic medication used for the treatment of schizophrenia. It has also recently received FDA approval for the treatment of acute manic and mixed episodes associated with bipolar disorder. Aripiprazole appears to mediate its antipsychotic effects primarily by partial agonism at the D2 receptor. In addition to partial agonist activity at the D2 receptor, aripiprazole is also a partial agonist at the 5-HT1A receptor, and like the other atypical antipsychotics, aripiprazole displays an antagonist profile at the 5-HT2A receptor. Aripiprazole has moderate affinity for histamine and alpha adrenergic receptors, and no appreciable affinity for cholinergic muscarinic receptors. MedChem Express HY-14546
      D2 Receptors Tocris Bioscience 5584
      Dopamine Receptors Tocris Bioscience 5584
      GPCR/G protein MedChem Express HY-14546
      GPCR/G protein; Neuronal Signaling; MedChem Express HY-14546
      High affinity D2 and 5-HT1A receptor partial agonist; also 5-HT2A antagonist Tocris Bioscience 5584
      High affinity dopamine D2 and 5-HT1A receptor partial agonist (Ki values are ~1.64 and 5.59 nM respectively). Also 5-HT2A antagonist (Ki = 8.7 nM). Suppresses morphine-induced emesis in vivo. Atypical antipsychotic. Tocris Bioscience 5584
      High affinity dopamine D2 and 5-HT1A receptor partial agonist (Ki values are ~1.64 and 5.59 nM respectively). Also 5-HT2A antagonist (Ki = 8.7 nM). Suppresses morphine-induced emesis in vivo. Atypical antipsychotic. Tocris Bioscience 5584
      Neuroscience TargetMol T1566
  • Gas Chromatography

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.3±0.1 g/cm3
Boiling Point: 646.2±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.9 mmHg at 25°C
Enthalpy of Vaporization: 95.3±3.0 kJ/mol
Flash Point: 344.6±31.5 °C
Index of Refraction: 1.593
Molar Refractivity: 120.3±0.3 cm3
#H bond acceptors: 5
#H bond donors: 1
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 1
ACD/LogP: 5.59
ACD/LogD (pH 5.5): 3.50
ACD/BCF (pH 5.5): 104.81
ACD/KOC (pH 5.5): 317.13
ACD/LogD (pH 7.4): 4.99
ACD/BCF (pH 7.4): 3248.12
ACD/KOC (pH 7.4): 9828.60
Polar Surface Area: 45 Å2
Polarizability: 47.7±0.5 10-24cm3
Surface Tension: 48.4±3.0 dyne/cm
Molar Volume: 355.0±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) =  4.13

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  589.56  (Adapted Stein & Brown method)
    Melting Pt (deg C):  254.43  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.36E-013  (Modified Grain method)
    Subcooled liquid VP: 1.38E-010 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):  0.4561
       log Kow used: 4.13 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  242.11 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Vinyl/Allyl Ethers

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.55E-016  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.640E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.13  (KowWin est)
  Log Kaw used:  -13.408  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.538
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.3785
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.2226  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.4898  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.2918
   Biowin6 (MITI Non-Linear Model):   0.0003
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -4.0663
 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):  1.84E-008 Pa (1.38E-010 mm Hg)
  Log Koa (Koawin est  ): 17.538
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  163 
       Octanol/air (Koa) model:  8.47E+004 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 398.1095 E-12 cm3/molecule-sec
      Half-Life =     0.027 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    19.344 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     5.187500 E-17 cm3/molecule-sec
      Half-Life =     0.221 Days (at 7E11 mol/cm3)
      Half-Life =      5.302 Hrs
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3.717E+004
      Log Koc:  4.570 

 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 = 2.478 (BCF = 300.4)
       log Kow used: 4.13 (estimated)

 Volatilization from Water:
    Henry LC:  9.55E-016 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.298E+012  hours   (5.409E+010 days)
    Half-Life from Model Lake : 1.416E+013  hours   (5.901E+011 days)

 Removal In Wastewater Treatment:
    Total removal:              36.33  percent
    Total biodegradation:        0.37  percent
    Total sludge adsorption:    35.96  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       1.76e-005       0.575        1000       
   Water     3.93            4.32e+003    1000       
   Soil      93.7            8.64e+003    1000       
   Sediment  2.37            3.89e+004    0          
     Persistence Time: 8.2e+003 hr

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