ChemSpider 2D Image | Lansoprazole | C16H14F3N3O2S

Lansoprazole

  • Molecular FormulaC16H14F3N3O2S
  • Average mass369.362 Da
  • Monoisotopic mass369.075867 Da
  • ChemSpider ID3746

More details:

Featured data source
The Merck Index Online

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

103577-45-3 [RN]
1H-Benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]- [ACD/Index Name]
2-({[3-Methyl-4-(2,2,2-trifluorethoxy)-2-pyridinyl]methyl}sulfinyl)-1H-benzimidazol [German] [ACD/IUPAC Name]
2-({[3-Methyl-4-(2,2,2-trifluorethoxy)pyridin-2-yl]methyl}sulfinyl)-1H-benzimidazol
2-({[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl}sulfinyl)-1H-benzimidazole [ACD/IUPAC Name]
2-({[3-Méthyl-4-(2,2,2-trifluoroéthoxy)-2-pyridinyl]méthyl}sulfinyl)-1H-benzimidazole [French] [ACD/IUPAC Name]
2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfinyl)-1H-benzimidazole
2-({[3-méthyl-4-(2,2,2-trifluoroéthoxy)pyridin-2-yl]méthyl}sulfinyl)-1H-benzimidazole [French]
2-[({3-methyl-4-[(2,2,2-trifluoroethyl)oxy]pyridin-2-yl}methyl)sulfinyl]-1H-benzimidazole
2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

0K5C5T2QPG [DBID]
6397 [DBID]
DD9487500 [DBID]
UNII:0K5C5T2QPG [DBID]
A 65006 [DBID]
A-65006 [DBID]
A-65006|AG-1749|Prevacid® [DBID]
ABT-006 [DBID]
AG 1749 [DBID]
AG-1749 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Safety:

      A02BC03 Wikidata Q254296

    • Target Organs:

      Proton Pump inhibitor TargetMol T0674

    • Bio Activity:

      (R)-Lansoprazole is a proton pump inhibitor which prevents the stomach from producing acid. MedChem Express
      ATPase Tocris Bioscience 2582
      ATPases/GTPases Tocris Bioscience 2582
      Enzymes Tocris Bioscience 2582
      H+,K+-ATPase inhibitor Tocris Bioscience 2582
      H+,K+-ATPase inhibitor (IC50 = 6.3 ?M) that displays antisecretory and antiulcer activity. Inhibits gastric acid secretion (IC50 = 0.09 ?M for histamine-induced acid formation) and reduces gastric les ion formation induced by a variety of ulcerative stimuli. Antibacterial against Helicobacter pylori in vitro. Also blocks swelling-dependent chloride channel (ICIswell) in NIH3T3 fibroblasts. More pot ent than omeprazole (Cat. No. 2583). Tocris Bioscience 2582
      H+,K+-ATPase inhibitor (IC50 = 6.3 ?M) that displays antisecretory and antiulcer activity. Inhibits gastric acid secretion (IC50 = 0.09 ?M for histamine-induced acid formation) and reduces gastric lesion formation induced by a variety of ulcerative stimuli. Antibacterial against Helicobacter pylori in vitro. Also blocks swelling-dependent chloride channel (ICIswell) in NIH3T3 fibroblasts. More potent than omeprazole (Cat. No. 2583). Tocris Bioscience 2582
      H+,K+-ATPase inhibitor (IC50 = 6.3 muM) that displays antisecretory and antiulcer activity. Inhibits gastric acid secretion (IC50 = 0.09 muM for histamine-induced acid formation) and reduces gastric lesion formation induced by a variety of ulcerative stimuli. Antibacterial against Helicobacter pylori in vitro. Also blocks swelling-dependent chloride channel (ICIswell) in NIH3T3 fibroblasts. More potent than omeprazole (Cat. No. 2583). Tocris Bioscience 2582
      Lansoprazole(AG 1749) is a proton pump inhibitor which prevents the stomach from producing acid. MedChem Express
      Lansoprazole(AG 1749) is a proton pump inhibitor which prevents the stomach from producing acid.; Target: Proton Pump; Lansoprazole, a substituted benzimidizole proton pump inhibitor, on pharmacokinetics and metabolism of theophylline has been studied in healthy adults given oral lansoprazole 30 mg once daily for 11 days. MedChem Express HY-13662
      Lansoprazole(AG 1749) is a proton pump inhibitor which prevents the stomach from producing acid.;Target: Proton PumpLansoprazole, a substituted benzimidizole proton pump inhibitor, on pharmacokinetics and metabolism of theophylline has been studied in healthy adults given oral lansoprazole 30 mg once daily for 11 days. On Days 4 and 11 of 300 mg aminophylline was simultaneously administered orally and blood samples for theophylline analysis were taken over 24 h [1]. Patients in the lansoprazole group were significantly less likely to have a recurrence of ulcer complications than patients in the placebo group (P=0.008). There was no significant difference in mortality between the two groups [2]. lansoprazole (AG-1749) and omeprazole, were found to have significant activities against this organism. The activity of lansoprazole was comparable to that of bismuth citrate, with MICs ranging from 3.13 to 12.5 micrograms/ml, and fourfold more potent than that of omeprazole [3]. Clinical MedChem Express HY-13662
      Membrane Tranporter/Ion Channel MedChem Express HY-13662
      Membrane Tranporter/Ion Channel; MedChem Express HY-13662
      Membrane Transporter/Ion Channel TargetMol T0674
      Proton Pump MedChem Express HY-13662
      Proton Pump TargetMol T0674

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

Density: 1.5±0.1 g/cm3
Boiling Point: 555.8±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.5 mmHg at 25°C
Enthalpy of Vaporization: 83.7±3.0 kJ/mol
Flash Point: 289.9±32.9 °C
Index of Refraction: 1.635
Molar Refractivity: 88.0±0.4 cm3
#H bond acceptors: 5
#H bond donors: 1
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: 2.76
ACD/LogD (pH 5.5): 2.40
ACD/BCF (pH 5.5): 38.85
ACD/KOC (pH 5.5): 475.23
ACD/LogD (pH 7.4): 2.40
ACD/BCF (pH 7.4): 39.50
ACD/KOC (pH 7.4): 483.17
Polar Surface Area: 87 Å2
Polarizability: 34.9±0.5 10-24cm3
Surface Tension: 69.0±5.0 dyne/cm
Molar Volume: 245.9±5.0 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) =  3.68

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  547.54  (Adapted Stein & Brown method)
    Melting Pt (deg C):  234.80  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  9.23E-012  (Modified Grain method)
    Subcooled liquid VP: 1.69E-009 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):  3.43
       log Kow used: 3.68 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1991.9 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.86E-017  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.308E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.68  (KowWin est)
  Log Kaw used:  -14.702  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.382
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.0833
   Biowin2 (Non-Linear Model)     :   0.0012
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.5228  (recalcitrant)
   Biowin4 (Primary Survey Model) :   3.0303  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0884
   Biowin6 (MITI Non-Linear Model):   0.0000
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.7295
 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):  2.25E-007 Pa (1.69E-009 mm Hg)
  Log Koa (Koawin est  ): 18.382
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  13.3 
       Octanol/air (Koa) model:  5.92E+005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.998 
       Mackay model           :  0.999 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  87.9521 E-12 cm3/molecule-sec
      Half-Life =     0.122 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.459 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.998 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2.551E+004
      Log Koc:  4.407 

 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 = 2.130 (BCF = 135)
       log Kow used: 3.68 (estimated)

 Volatilization from Water:
    Henry LC:  4.86E-017 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.315E+013  hours   (9.647E+011 days)
    Half-Life from Model Lake : 2.526E+014  hours   (1.052E+013 days)

 Removal In Wastewater Treatment:
    Total removal:              17.82  percent
    Total biodegradation:        0.22  percent
    Total sludge adsorption:    17.59  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       6.97e-008       2.92         1000       
   Water     4.46            4.32e+003    1000       
   Soil      94.7            8.64e+003    1000       
   Sediment  0.801           3.89e+004    0          
     Persistence Time: 7.81e+003 hr

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