ChemSpider 2D Image | Nitrendipine | C18H20N2O6


  • Molecular FormulaC18H20N2O6
  • Average mass360.361 Da
  • Monoisotopic mass360.132141 Da
  • ChemSpider ID4351

More details:

Featured data source

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

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester
2,6-Diméthyl-4-(3-nitrophényl)-1,4-dihydro-3,5-pyridinedicarboxylate d'éthyle et de méthyle [French] [ACD/IUPAC Name]
254-513-1 [EINECS]
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester [ACD/Index Name]
39562-70-4 [RN]

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

BAS 00087504 [DBID]
Bio1_000120 [DBID]
Bio1_000609 [DBID]
Bio1_001098 [DBID]
Bio2_000119 [DBID]
Bio2_000599 [DBID]
BRN 0498823 [DBID]
C07713 [DBID]
CBiol_001834 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      C08CA08 Wikidata Q416584
      GHS07 Biosynth W-106422
      H312; H332 Biosynth W-106422
      P280 Biosynth W-106422
      Warning Biosynth W-106422
    • Target Organs:

      Calcium Channel inhibitor TargetMol T0119
    • Chemical Class:

      A dihydropyridine that is 1,4-dihydropyridine substituted by methyl groups at positions 2 and 6, a 3-nitrophenyl group at position 4, a ethoxycarbonyl group at position 3 and a methoxycarbonyl group at position 5. It is a calcium-channel blocker used in the treatment of hypertension. ChEBI CHEBI:7582,
    • Compound Source:

      synthetic Microsource [01503609]
    • Bio Activity:

      Antihypertensive agent. Induces NO-release in endothelial cells Zerenex Molecular [ZBioX-0170]
      Ca2+ channel blocker (L-type) Tocris Bioscience 0601, 601
      Calcium Channel MedChem Express HY-B0424
      Calcium Channel TargetMol T0119
      Calcium Channels Tocris Bioscience 601
      Ion Channels Tocris Bioscience 601
      L-type calcium channel blocker. Tocris Bioscience 0601, 601
      Membrane Tranporter/Ion Channel MedChem Express HY-B0424
      Membrane Tranporter/Ion Channel; MedChem Express HY-B0424
      Membrane Transporter/Ion Channel TargetMol T0119
      Nitrendipine is a calcium channel blocker with marked vasodilator action. MedChem Express
      Nitrendipine is a calcium channel blocker with marked vasodilator action.; Target: Calcium Channel; Nitrendipine is a dihydropyridine calcium channel blocker. MedChem Express HY-B0424
      Nitrendipine is a calcium channel blocker with marked vasodilator action.;Target: Calcium ChannelNitrendipine is a dihydropyridine calcium channel blocker. It is used in the treatment of primary hypertension to decrease blood pressure. Nitrendipine blocked Ca2+ currents very potently, with half-block by subnanomolar concentrations. The concentration dependence of block had the form expected for 1:1 binding, with an apparent dissociation constant (Kd) of 0.36 nM. In contrast, when cells were held at hyperpolarized potentials, nitrendipine blocked Ca2+ currents much less potently (Kd approximately equal to 700 nM) [1, 2]. Nitrendipine, a potent analogue of nifedipine, binds in a reversible and saturable manner to partially purified guinea-pig heart membranes [3]. [3H]nitrendipine binding in smooth muscle is to a site which mediates the pharmacologic response [4]. MedChem Express HY-B0424
      Voltage-gated Calcium Channels Tocris Bioscience 601
  • Gas Chromatography
    • Retention Index (Kovats):

      2851 (estimated with error: 89) NIST Spectra mainlib_120451, replib_248248
      2659.11 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column diameter: 0.53 mm; Column length: 15 m; Column type: Capillary; Heat rate: 2 K/min; Start T: 240 C; End T: 275 C; End time: 1 min; Start time: 1 min; CAS no: 39562704; Active phase: SPB-1; Phase thickness: 2 um; Data type: Kovats RI; Authors: Wachowiak, R.; Strach, B.; Kopatka, P., Analiza toksykologiczna wybranych pochodnych 1,4-dihydropirydyny w diagnostyce zatruc. Toxicological analysis of selected 1,4-dihydropyridyne calcium channel blockers in the diagnosis of intoxications, Arch. Med. Sad. Krym., 55, 2005, 47-54.) NIST Spectra nist ri

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

Density: 1.2±0.1 g/cm3
Boiling Point: 488.9±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 75.5±3.0 kJ/mol
Flash Point: 249.5±28.7 °C
Index of Refraction: 1.554
Molar Refractivity: 92.5±0.3 cm3
#H bond acceptors: 8
#H bond donors: 1
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 0
ACD/LogP: 3.50
ACD/LogD (pH 5.5): 3.76
ACD/BCF (pH 5.5): 424.72
ACD/KOC (pH 5.5): 2645.83
ACD/LogD (pH 7.4): 3.76
ACD/BCF (pH 7.4): 425.52
ACD/KOC (pH 7.4): 2650.83
Polar Surface Area: 110 Å2
Polarizability: 36.7±0.5 10-24cm3
Surface Tension: 45.4±3.0 dyne/cm
Molar Volume: 288.8±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) =  2.99
    Log Kow (Exper. database match) =  2.88
       Exper. Ref:  Masumato et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  451.54  (Adapted Stein & Brown method)
    Melting Pt (deg C):  184.13  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  9.83E-009  (Modified Grain method)
    Subcooled liquid VP: 4.5E-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):  77.22
       log Kow used: 2.88 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  466.94 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.70E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  6.036E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.88  (exp database)
  Log Kaw used:  -11.402  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.282
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8278
   Biowin2 (Non-Linear Model)     :   0.9947
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4632  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.6521  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2474
   Biowin6 (MITI Non-Linear Model):   0.0119
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3876
 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):  6E-005 Pa (4.5E-007 mm Hg)
  Log Koa (Koawin est  ): 14.282
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.05 
       Octanol/air (Koa) model:  47 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.644 
       Mackay model           :  0.8 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 113.6955 E-12 cm3/molecule-sec
      Half-Life =     0.094 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.129 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    21.043749 E-17 cm3/molecule-sec
      Half-Life =     0.054 Days (at 7E11 mol/cm3)
      Half-Life =      1.307 Hrs
   Fraction sorbed to airborne particulates (phi): 0.722 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2315
      Log Koc:  3.364 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  4.024E-003  L/mol-sec
  Kb Half-Life at pH 8:       5.459  years  
  Kb Half-Life at pH 7:      54.586  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.518 (BCF = 32.93)
       log Kow used: 2.88 (expkow database)

 Volatilization from Water:
    Henry LC:  9.7E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.146E+010  hours   (4.774E+008 days)
    Half-Life from Model Lake :  1.25E+011  hours   (5.208E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               4.79  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     4.67  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       2.59e-006       0.828        1000       
   Water     13.4            900          1000       
   Soil      86.4            1.8e+003     1000       
   Sediment  0.234           8.1e+003     0          
     Persistence Time: 1.76e+003 hr


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