ChemSpider 2D Image | Loratadine | C22H23ClN2O2

Loratadine

  • Molecular FormulaC22H23ClN2O2
  • Average mass382.883 Da
  • Monoisotopic mass382.144806 Da
  • ChemSpider ID3820

More details:

Featured data source
The Merck Index Online

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

11-[N-(Ethoxycarbonyl)-4-piperidylidene]-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
1-Piperidinecarboxylic acid, 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-, ethyl ester [ACD/Index Name]
4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidène)-1-pipéridinecarboxylate d'éthyle [French] [ACD/IUPAC Name]
79794-75-5 [RN]
CLARITIN [Trade name]
Cronopen [Trade name]
Ethyl 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate [ACD/IUPAC Name]
ethyl 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)piperidine-1-carboxylate
Ethyl-4-(8-chlor-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yliden)-1-piperidincarboxylat [German] [ACD/IUPAC Name]
Ethyl-4-(8-chlor-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yliden)piperidin-1-carboxylat
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

5864 [DBID]
7AJO3BO7QN [DBID]
BSPBio_002300 [DBID]
Claritin®|SCH-29851 [DBID]
D00364 [DBID]
D017336 [DBID]
DivK1c_000792 [DBID]
EU-0100680 [DBID]
HSDB 3578 [DBID]
IDI1_000792 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous

    • Appearance:

      solid OU Chemical Safety Data (No longer updated) More details

    • Stability:

      Stable, but may be heat sensitive - refrigerate. Incompatible with strong oxidizing agents. OU Chemical Safety Data (No longer updated) More details

    • Toxicity:

      Organic Compound; Organochloride; Amine; Ether; Ester; Drug; Food Toxin; Anti-Allergic Agent; Histamine H1 Antagonist, Non-Sedating; Antipruritic; Histamine Antagonist; Metabolite; Synthetic Compound Toxin, Toxin-Target Database T3D2796

    • Safety:

      Minimize exposure. OU Chemical Safety Data (No longer updated) More details
      R06AX13 Wikidata Q424049

    • Target Organs:

      Histamine Receptor antagonist TargetMol T1097

    • Chemical Class:

      A benzocycloheptapyridine that is 6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine substituted by a chloro group at position 8 and a 1-(ethoxycarbonyl)piperidin-4-ylidene group at position 11. It i s a H1-receptor antagonist commonly employed in the treatment of allergic disorders. ChEBI CHEBI:6538

    • Bio Activity:

      7-TM Receptors Tocris Bioscience 1944
      GPCR/G protein MedChem Express HY-17043
      GPCR/G protein; MedChem Express HY-17043
      Histamine H1 receptor TargetMol T1097
      Histamine H1 Receptors Tocris Bioscience 1944
      Histamine Receptor MedChem Express HY-17043
      Histamine Receptors Tocris Bioscience 1944
      Loratadine(SCH-29851) is a selective inverse peripheral histamine H1-receptor agonist with an IC50 of >32 ?M.; IC50 value: 32 uM; Target: H1-receptor; Loratadine is a non-sedative antihistamine that inhibits histamine-induced activities of IL-6 and IL-8 secretion in endothelial cells. MedChem Express HY-17043
      Neuroscience TargetMol T1097
      Peripheral H1 antagonist; antiallergic agent Tocris Bioscience 1944
      Peripheral histamine H1 receptor antagonist (Ki = 35 nM); devoid of central effects. Orally active antiallergic agent. Tocris Bioscience 1944
  • 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: 531.3±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 80.7±3.0 kJ/mol
Flash Point: 275.1±30.1 °C
Index of Refraction: 1.614
Molar Refractivity: 105.9±0.3 cm3
#H bond acceptors: 4
#H bond donors: 0
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 1
ACD/LogP: 5.94
ACD/LogD (pH 5.5): 5.30
ACD/BCF (pH 5.5): 6190.81
ACD/KOC (pH 5.5): 17775.24
ACD/LogD (pH 7.4): 5.32
ACD/BCF (pH 7.4): 6490.41
ACD/KOC (pH 7.4): 18635.43
Polar Surface Area: 42 Å2
Polarizability: 42.0±0.5 10-24cm3
Surface Tension: 53.3±3.0 dyne/cm
Molar Volume: 303.5±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) =  5.66
    Log Kow (Exper. database match) =  5.20
       Exper. Ref:  Sangster (1994)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  475.55  (Adapted Stein & Brown method)
    Melting Pt (deg C):  201.18  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  9.11E-009  (Modified Grain method)
    MP  (exp database):  134-136 deg C
    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):  0.01099
       log Kow used: 5.20 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.7626 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.19E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.176E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.20  (exp database)
  Log Kaw used:  -10.885  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.085
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4172
   Biowin2 (Non-Linear Model)     :   0.0195
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.7358  (recalcitrant)
   Biowin4 (Primary Survey Model) :   3.1678  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.4311
   Biowin6 (MITI Non-Linear Model):   0.0010
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2749
 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  ): 16.085
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.199 
       Octanol/air (Koa) model:  2.99E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.878 
       Mackay model           :  0.941 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 143.2468 E-12 cm3/molecule-sec
      Half-Life =     0.075 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.896 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =  1064.699951 E-17 cm3/molecule-sec
      Half-Life =     0.001 Days (at 7E11 mol/cm3)
      Half-Life =      1.550 Min
   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    :  2.25E+006
      Log Koc:  6.352 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  9.793E-012  L/mol-sec
  Kb Half-Life at pH 8: 2.243E+009  years  
  Kb Half-Life at pH 7: 2.243E+010  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 3.304 (BCF = 2014)
       log Kow used: 5.20 (expkow database)

 Volatilization from Water:
    Henry LC:  3.19E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.591E+009  hours   (1.496E+008 days)
    Half-Life from Model Lake : 3.918E+010  hours   (1.632E+009 days)

 Removal In Wastewater Treatment:
    Total removal:              83.11  percent
    Total biodegradation:        0.71  percent
    Total sludge adsorption:    82.40  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       1.2e-006        0.0255       1000       
   Water     2.55            4.32e+003    1000       
   Soil      78.3            8.64e+003    1000       
   Sediment  19.1            3.89e+004    0          
     Persistence Time: 1e+004 hr

Click to predict properties on the Chemicalize site


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