ChemSpider 2D Image | Perphenazine | C21H26ClN3OS

Perphenazine

  • Molecular FormulaC21H26ClN3OS
  • Average mass403.969 Da
  • Monoisotopic mass403.148499 Da
  • ChemSpider ID4586

More details:

Featured data source
The Merck Index Online

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

1-(2-Hydroxyethyl)-4-[3-(2-chloro-10-phenothiazinyl)propyl]piperazine
1-Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-
1-Piperazineethanol, 4-[3- (2-chloro-10H-phenothiazin-10-yl)propyl]-
1-Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]- [ACD/Index Name]
1-Piperazineethanol, 4-[3-(2-chlorophenothiazin-10-yl)propyl]-
2-[4-[3-(2-Chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol
2-{4-[3-(2-Chlor-10H-phenothiazin-10-yl)propyl]-1-piperazinyl}ethanol [German] [ACD/IUPAC Name]
2-{4-[3-(2-Chlor-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethanol
2-{4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl}ethanol [ACD/IUPAC Name]
2-{4-[3-(2-Chloro-10H-phénothiazin-10-yl)propyl]-1-pipérazinyl}éthanol [French] [ACD/IUPAC Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

637 [DBID]
AI3-50151 [DBID]
AIDS001621 [DBID]
AIDS-001621 [DBID]
BAS 00139131 [DBID]
C07427 [DBID]
D00503 [DBID]
DivK1c_000880 [DBID]
EU-0072164 [DBID]
EU-0100930 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Toxicity:

      Organic Compound; Organochloride; Amine; Ether; Drug; Antipsychotic Agent; Dopamine Antagonist; Phenothiazine; Metabolite; Synthetic Compound Toxin, Toxin-Target Database T3D2913

    • Safety:

      N05AB03 Wikidata Q423520

    • Target Organs:

      Calmodulin inhibitor;Dopamine Receptor antagonist TargetMol T1090

    • Chemical Class:

      A phenothiazine derivative in which the phenothiazine tricycle carries a chloro substituent at the 2-position and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at N-10. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:8028, CHEBI:8028

    • Bio Activity:

      5-HT Receptor MedChem Express HY-A0077
      5-HT Receptor Adrenergic Receptor Dopamine Receptor Histamine Receptor MedChem Express HY-A0077
      Calmodulin;Dopamine receptor TargetMol T1090
      GPCR/G protein MedChem Express HY-A0077
      GPCR/G protein; Neuronal Signaling; MedChem Express HY-A0077
      Membrane Transporter/Ion Channel; Neuroscience TargetMol T1090
      Perphenazine is a typical antipsychotic drug, inhibits 5-HT2A receptor (5-HT2A), Alpha-1A adrenergic receptor (?1A), Dopamine receptor D2/D3, D2L receptor, and Histamine H1 receptor (H1) with Ki of 5.6, 10, 0.765/0.13, 3.4, and 8 nM.; IC50 value: 5.6 nM (Ki, 5-HT2A) 10 nM (Ki,?1A), 0.765/0.13 nM (Ki,D2/D3), 3.4 nM (Ki,D2L receptor), 8 nM (Ki,H1); Target: 5-HT2A,?1A,D2/D3, D2L receptor,H1 MedChem Express HY-A0077
  • Gas Chromatography

    • Retention Index (Kovats):

      3413 (estimated with error: 89) NIST Spectra mainlib_334844, replib_247971, replib_247106, replib_241782

    • Retention Index (Linear):

      3243 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column diameter: 0.53 mm; Column length: 12 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 120 C; End T: 250 C; CAS no: 58399; Active phase: CBP-1; Carrier gas: N2; Data type: Linear RI; Authors: Oyama, N.; Sano, T.; Syoyama, M.; Maeda, K., Studies on systematic analysis of poisonous compounds in forensic chemistry. II. Application of capillary column gas chromatography to substance identification by means of retention indices, Eisei Kagaku, 33(5), 1987, 342-348.) NIST Spectra nist ri

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

Density: 1.3±0.1 g/cm3
Boiling Point: 580.4±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.7 mmHg at 25°C
Enthalpy of Vaporization: 91.3±3.0 kJ/mol
Flash Point: 304.8±30.1 °C
Index of Refraction: 1.627
Molar Refractivity: 114.2±0.3 cm3
#H bond acceptors: 4
#H bond donors: 1
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: 4.34
ACD/LogD (pH 5.5): 2.29
ACD/BCF (pH 5.5): 10.93
ACD/KOC (pH 5.5): 53.74
ACD/LogD (pH 7.4): 3.90
ACD/BCF (pH 7.4): 446.52
ACD/KOC (pH 7.4): 2195.91
Polar Surface Area: 55 Å2
Polarizability: 45.3±0.5 10-24cm3
Surface Tension: 50.9±3.0 dyne/cm
Molar Volume: 322.3±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) =  2.93

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  517.00  (Adapted Stein & Brown method)
    Melting Pt (deg C):  220.54  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.58E-013  (Modified Grain method)
    Subcooled liquid VP: 5.63E-011 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):  93.09
       log Kow used: 2.93 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2580.2 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.44E-017  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.615E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.93  (KowWin est)
  Log Kaw used:  -14.852  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.782
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.0132
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.5288  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.4297  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.2045
   Biowin6 (MITI Non-Linear Model):   0.0005
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -3.2228
 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):  7.51E-009 Pa (5.63E-011 mm Hg)
  Log Koa (Koawin est  ): 17.782
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  400 
       Octanol/air (Koa) model:  1.49E+005 
   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 = 296.5006 E-12 cm3/molecule-sec
      Half-Life =     0.036 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    25.973 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.290830 E-17 cm3/molecule-sec
      Half-Life =     3.940 Days (at 7E11 mol/cm3)
      Half-Life =     94.571 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    :  1.436E+004
      Log Koc:  4.157 

 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 = 0.905 (BCF = 8.027)
       log Kow used: 2.93 (estimated)

 Volatilization from Water:
    Henry LC:  3.44E-017 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.421E+013  hours   (1.425E+012 days)
    Half-Life from Model Lake : 3.732E+014  hours   (1.555E+013 days)

 Removal In Wastewater Treatment:
    Total removal:               5.14  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     5.02  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       1.71e-006       0.858        1000       
   Water     7.34            4.32e+003    1000       
   Soil      92.5            8.64e+003    1000       
   Sediment  0.173           3.89e+004    0          
     Persistence Time: 6.27e+003 hr

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