ChemSpider 2D Image | Olmesartan | C24H26N6O3

Olmesartan

  • Molecular FormulaC24H26N6O3
  • Average mass446.502 Da
  • Monoisotopic mass446.206635 Da
  • ChemSpider ID139674

More details:






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

144689-24-7 [RN]
1H-Imidazole-5-carboxylic acid, 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]- [ACD/Index Name]
4-(2-Hydroxy-2-propanyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)-4-biphenylyl]methyl}-1H-imidazol-5-carbonsäure [German] [ACD/IUPAC Name]
4-(2-Hydroxy-2-propanyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)-4-biphenylyl]methyl}-1H-imidazole-5-carboxylic acid [ACD/IUPAC Name]
8612
8W1IQP3U10
Acide 4-(2-hydroxy-2-propanyl)-2-propyl-1-{[2'-(1H-tétrazol-5-yl)-4-biphénylyl]méthyl}-1H-imidazole-5-carboxylique [French] [ACD/IUPAC Name]
olmesartán [Spanish] [INN]
olmésartan [French] [INN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

CS 866 [DBID]
CS-866 [DBID]
RNH-6270 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      C09CA08 Wikidata Q421156
    • Therapeutical Effect:

      Angiotensin II inhibitor, antihypertensive Microsource [01505206]
    • Drug Status:

      USAN Microsource [01505206]
    • Compound Source:

      synthetic Microsource [01505206]
    • Bio Activity:

      7-TM Receptors Tocris Bioscience 4616
      Angiotensin Receptor MedChem Express HY-17004
      Angiotensin Receptors Tocris Bioscience 4616
      GPCR/G protein MedChem Express HY-17004
      GPCR/G protein; MedChem Express HY-17004
      Olmesartan(RNH 6270; CS 088) is an angiotensin II receptor antagonist used to treat high blood pressure.; IC50 value:; Target: angiotensin II receptor; Olmesartan medoxomil is a prodrug, that is hydrolyzed to olmesartan during absorption from the gastrointestinal tract. MedChem Express HY-17004
      Olmesartan(RNH 6270; CS 088) is an angiotensin II receptor antagonist used to treat high blood pressure.;IC50 value:;Target: angiotensin II receptorOlmesartan medoxomil is a prodrug, that is hydrolyzed to olmesartan during absorption from the gastrointestinal tract. It works by blocking the binding of angiotensin II to the AT1 receptors in vascular muscle; it is therefore independent of angiotensin II synthesis pathways, unlike ACE inhibitors. By blocking the binding rather than the synthesis of angiotensin II, olmesartan inhibits the negative regulatory feedback on renin secretion. As a result of this blockage, olmesartan reduces vasoconstriction and the secretion of aldosterone. This lowers blood pressure by producing vasodilation, and decreasing peripheral resistance. MedChem Express HY-17004
      Peptide Receptors Tocris Bioscience 4616
      Potent angiotensin II type I (AT1) receptor antagonist (IC50 = 6.7 nM at hAT1 receptors). Improves cognitive function in a mouse model of hypertension- and hyperlipidemia-associated cognitive decline; ameliorates arterial stiffness in a rat model of chronic renal failure. Metabolite of Olmesartan medoxomil (Cat. No. 4620). Tocris Bioscience 4616
      Potent angiotensin II type I (AT1) receptor antagonist (IC50 = 6.7 nM at hAT1 receptors). Improves cognitive function in a mouse model of hypertension- and hyperlipidemia-associated cognitive decline; ameliorates arterial stiffness in a rat model of chronic renal failure. Metabolite of Olmesartan medoxomil (Cat. No. 4620). Tocris Bioscience 4616
      Potent AT1 antagonist; metabolite of Olmesartan medoxomil (Cat. No. 4620) Tocris Bioscience 4616

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

Density: 1.3±0.1 g/cm3
Boiling Point: 738.3±70.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.6 mmHg at 25°C
Enthalpy of Vaporization: 113.0±3.0 kJ/mol
Flash Point: 400.3±35.7 °C
Index of Refraction: 1.671
Molar Refractivity: 124.7±0.5 cm3
#H bond acceptors: 9
#H bond donors: 3
#Freely Rotating Bonds: 8
#Rule of 5 Violations: 0
ACD/LogP: 3.72
ACD/LogD (pH 5.5): 0.17
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -0.39
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 130 Å2
Polarizability: 49.4±0.5 10-24cm3
Surface Tension: 54.0±7.0 dyne/cm
Molar Volume: 333.5±7.0 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) =  3.63

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  741.52  (Adapted Stein & Brown method)
    Melting Pt (deg C):  325.42  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.7E-021  (Modified Grain method)
    Subcooled liquid VP: 4.2E-018 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):  1.242
       log Kow used: 3.63 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  8.6827 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Benzyl Alcohols-acid
       Imidazoles-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.25E-021  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.042E-022 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.63  (KowWin est)
  Log Kaw used:  -18.422  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.052
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5826
   Biowin2 (Non-Linear Model)     :   0.1135
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0133  (months      )
   Biowin4 (Primary Survey Model) :   2.9893  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1666
   Biowin6 (MITI Non-Linear Model):   0.0018
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.3379
 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):  5.6E-016 Pa (4.2E-018 mm Hg)
  Log Koa (Koawin est  ): 22.052
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  5.36E+009 
       Octanol/air (Koa) model:  2.77E+009 
   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 =  47.8130 E-12 cm3/molecule-sec
      Half-Life =     0.224 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.684 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   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    :  6.084E+004
      Log Koc:  4.784 

 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 = 0.500 (BCF = 3.162)
       log Kow used: 3.63 (estimated)

 Volatilization from Water:
    Henry LC:  9.25E-021 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.337E+017  hours   (5.573E+015 days)
    Half-Life from Model Lake : 1.459E+018  hours   (6.079E+016 days)

 Removal In Wastewater Treatment:
    Total removal:              16.34  percent
    Total biodegradation:        0.21  percent
    Total sludge adsorption:    16.13  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       0.0203          5.37         1000       
   Water     9.7             1.44e+003    1000       
   Soil      89.1            2.88e+003    1000       
   Sediment  1.16            1.3e+004     0          
     Persistence Time: 2.58e+003 hr




                    

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