ChemSpider 2D Image | Nicorandil | C8H9N3O4

Nicorandil

  • Molecular FormulaC8H9N3O4
  • Average mass211.175 Da
  • Monoisotopic mass211.059311 Da
  • ChemSpider ID43240

More details:



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

2-[(3-Pyridinylcarbonyl)amino]ethyl nitrate [ACD/IUPAC Name]
2-[(3-Pyridinylcarbonyl)amino]ethylnitrat [German] [ACD/IUPAC Name]
2-[(Pyridin-3-ylcarbonyl)amino]ethyl nitrate
2-[(Pyridin-3-ylcarbonyl)amino]ethylnitrat
260456HAM0
265-514-1 [EINECS]
3-Pyridinecarboxamide, N-[2-(nitrooxy)ethyl]- [ACD/Index Name]
4933
65141-46-0 [RN]
Adancor [Trade name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

BRN 0481451 [DBID]
C13280 [DBID]
D01810 [DBID]
NCGC00025357-01 [DBID]
RP-46417 [DBID]
SG 75 [DBID]
SG-75 [DBID]
Tocris-2147 [DBID]
ZINC01533102 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Safety:

      C01DX16 Wikidata Q862989
    • Target Organs:

      Potassium Channel activator TargetMol T0075
    • Chemical Class:

      A pyrimidinecarboxamide that is nicotinamide in which one of the hydrogens attached to the carboxamide nitrogen is replaced by a 2-(nitrooxy)ethyl group. It has both nitrate-like and ATP-sensitive pot assium channel activator properties, and is used for the prevention and treatment of angina pectoris. ChEBI CHEBI:31905
    • Drug Status:

      approved BIONET-Key Organics HS-0049
    • Bio Activity:

      Antioxidant; Zerenex Molecular [ZBioX-0564]
      Inward rectifier Potassium Channels Tocris Bioscience 2147
      Ion Channels Tocris Bioscience 2147
      Kir6 (KATP) channel opener and NO donor Tocris Bioscience 2147
      Kir6 (KATP) channel opener and NO donor; antianginal agent. Preferentially activates SUR2B- versus SUR2A-containing Kir6 channels (EC50 values are 10 and > 500 ?M respectively) and causes 1.6-fold inc rease in cardiac eNOS expression. Displays coronary and peripheral vasodilatory properties, reduces both pre- and after-load, and increases coronary blood flow. Also displays cardioprotective effects, possibly through ischemic preconditioning. Tocris Bioscience 2147
      Kir6 (KATP) channel opener and NO donor; antianginal agent. Preferentially activates SUR2B- versus SUR2A-containing Kir6 channels (EC50 values are 10 and > 500 ?M respectively) and causes 1.6-fold increase in cardiac eNOS expression. Displays coronary and peripheral vasodilatory properties, reduces both pre- and after-load, and increases coronary blood flow. Also displays cardioprotective effects, possibly through ischemic preconditioning. Tocris Bioscience 2147
      Kir6 (KATP) channel opener and NO donor; antianginal agent. Preferentially activates SUR2B- versus SUR2A-containing Kir6 channels (EC50 values are 10 and > 500 muM respectively) and causes 1.6-fold increase in cardiac eNOS expression. Displays coronary and peripheral vasodilatory properties, reduces both pre- and after-load, and increases coronary blood flow. Also displays cardioprotective effects, possibly through ischemic preconditioning. Tocris Bioscience 2147
      Membrane Tranporter/Ion Channel MedChem Express HY-B0341
      Membrane Tranporter/Ion Channel; MedChem Express HY-B0341
      Membrane Transporter/Ion Channel TargetMol T0075
      Nicorandil is potassium channel activator. MedChem Express
      Nicorandil is potassium channel activator.; Target: Potassium Channel; Nicorandil is a vasodilatory drug used to treat angina. MedChem Express HY-B0341
      Nicorandil is potassium channel activator.;Target: Potassium ChannelNicorandil is a vasodilatory drug used to treat angina. Nicorandil stimulates guanylate cyclase to increase formation of cyclic GMP (cGMP). cGMP activates protein kinase G (PKG) which phosphorylates and inhibits GTPase RhoA and decreases Rho-kinase activity. Reduced Rho-kinase activity permits an increase in myosin phosphatase activity, decreasing the calcium sensitivity of the smooth muscle. PKG also activates the sarcolemma calcium pump to remove activating calcium. PKG acts on K+ channels to promote K+ efflux and the ensuing hyperpolarization inhibits voltage-gated calcium channels. Overall, this leads to relaxation of the smooth muscle and coronary vasodilation [1, 2]. MedChem Express HY-B0341
      Potassium Channel TargetMol T0075
      Potassium Channels Tocris Bioscience 2147
      Potassiun Channel MedChem Express HY-B0341

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

Density: 1.3±0.1 g/cm3
Boiling Point: 456.7±25.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 71.7±3.0 kJ/mol
Flash Point: 230.0±23.2 °C
Index of Refraction: 1.548
Molar Refractivity: 50.4±0.3 cm3
#H bond acceptors: 7
#H bond donors: 1
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 0.72
ACD/LogD (pH 5.5): 0.93
ACD/BCF (pH 5.5): 2.97
ACD/KOC (pH 5.5): 75.69
ACD/LogD (pH 7.4): 0.93
ACD/BCF (pH 7.4): 2.99
ACD/KOC (pH 7.4): 76.16
Polar Surface Area: 97 Å2
Polarizability: 20.0±0.5 10-24cm3
Surface Tension: 55.3±3.0 dyne/cm
Molar Volume: 158.7±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) =  0.43

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  376.76  (Adapted Stein & Brown method)
    Melting Pt (deg C):  143.02  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.76E-006  (Modified Grain method)
    MP  (exp database):  92.5 deg C
    Subcooled liquid VP: 3.03E-005 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):  1.643e+004
       log Kow used: 0.43 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3.9664e+005 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.28E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.143E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.43  (KowWin est)
  Log Kaw used:  -12.031  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.461
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7026
   Biowin2 (Non-Linear Model)     :   0.7433
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4641  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7297  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3087
   Biowin6 (MITI Non-Linear Model):   0.1412
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.5795
 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):  0.00404 Pa (3.03E-005 mm Hg)
  Log Koa (Koawin est  ): 12.461
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000743 
       Octanol/air (Koa) model:  0.71 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0261 
       Mackay model           :  0.0561 
       Octanol/air (Koa) model:  0.983 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   1.5091 E-12 cm3/molecule-sec
      Half-Life =     7.088 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    85.051 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0411 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  254.6
      Log Koc:  2.406 

 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: 0.43 (estimated)

 Volatilization from Water:
    Henry LC:  2.28E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.732E+010  hours   (1.555E+009 days)
    Half-Life from Model Lake : 4.071E+011  hours   (1.696E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               1.86  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.77  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       3.15e-007       170          1000       
   Water     44.7            900          1000       
   Soil      55.2            1.8e+003     1000       
   Sediment  0.088           8.1e+003     0          
     Persistence Time: 996 hr




                    

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