ChemSpider 2D Image | Ramelteon | C16H21NO2

Ramelteon

  • Molecular FormulaC16H21NO2
  • Average mass259.343 Da
  • Monoisotopic mass259.157227 Da
  • ChemSpider ID181000
  • defined stereocentres - 1 of 1 defined stereocentres


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

(S)-N-[2-(1,6,7,8-Tetrahydro-2H-indeno-[5,4-b]furan-8-yl)ethyl]propionamide
196597-26-9 [RN]
200-835-2 [EINECS]
8447
901AS54I69
MFCD08067736
N-[2-[(8S)-1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl]propanamide
N-{2-[(8S)-1,6,7,8-Tetrahydro-2H-indeno[5,4-b]fur-8-yl]ethyl}propanamid
N-{2-[(8S)-1,6,7,8-tétrahydro-2H-indéno[5,4-b]fur-8-yl]éthyl}propanamide
N-{2-[(8S)-1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl}propanamid [German] [ACD/IUPAC Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

TAK-375 [DBID]
CCRIS 4693 [DBID]
D02689 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Not Available Novochemy [NC-10274]
    • Safety:

      20/21/22 Novochemy [NC-10274]
      20/21/36/37/39 Novochemy [NC-10274]
      GHS07; GHS09 Novochemy [NC-10274]
      H332; H403 Novochemy [NC-10274]
      N05CH02 Wikidata Q417689
      P332+P313; P305+P351+P338 Novochemy [NC-10274]
      R22 Novochemy [NC-10274]
      Warning Novochemy [NC-10274]
    • Target Organs:

      Melatonin receptor TargetMol T1463
    • Compound Source:

      synthetic; TAK-375; M-II Microsource [01505817]
    • Bio Activity:

      GPCR/G protein MedChem Express HY-A0014
      GPCR/G Protein TargetMol T1463
      GPCR/G protein; MedChem Express HY-A0014
      Melatonin Receptor MedChem Express HY-A0014
      Melatonin receptor TargetMol T1463
      Ramelteon (TAK-375; Rozerem)is a melatonin receptor agonist with both high affinity for melatonin MT1 (IC50 =28.5 ? 8.55 pM) and MT2 (20.1 ? 9.25 pM) receptors and selectivity over the MT3 receptor.; IC50 value: 28.5/20.1 pM (MT1/MT2) [1]; Target: MT1/2; Ramelteon is a melatonin receptor agonist with both high affinity for melatonin MT1 and MT2 receptors and selectivity over the MT3 receptor. MedChem Express HY-A0014
      Ramelteon (TAK-375; Rozerem)is a melatonin receptor agonist with both high affinity for melatonin MT1 (IC50 =28.5 ? 8.55 pM) and MT2 (20.1 ? 9.25 pM) receptors and selectivity over the MT3 receptor.;IC50 value: 28.5/20.1 pM (MT1/MT2) [1];Target: MT1/2Ramelteon is a melatonin receptor agonist with both high affinity for melatonin MT1 and MT2 receptors and selectivity over the MT3 receptor. Ramelteon demonstrates full agonist activity in vitro in cells expressing human MT1 or MT2 receptors, and high selectivity for human MT1 and MT2 receptors compared to the MT3 receptor. The activity of ramelteon at the MT1 and MT2 receptors is believed to contribute to its sleep-promoting properties, as these receptors, acted upon by endogenous melatonin, are thought to be involved in the maintenance of the circadian rhythm underlying the normal sleep-wake cycle. Ramelteon has no appreciable affinity for the GABA receptor complex or for receptors that bind neuropeptides, cytokines, serotonin, dopa MedChem Express HY-A0014
      Ramelteon (TAK-375; Rozerem)is a melatonin receptor agonist with both high affinity for melatonin MT1 (IC50 =28.5 ± 8.55 pM) and MT2 (20.1 ± 9.25 pM) receptors and selectivity over the MT3 receptor. MedChem Express

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

Density: 1.1±0.1 g/cm3
Boiling Point: 455.3±24.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 71.5±3.0 kJ/mol
Flash Point: 229.2±22.9 °C
Index of Refraction: 1.556
Molar Refractivity: 74.4±0.3 cm3
#H bond acceptors: 3
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 2.57
ACD/LogD (pH 5.5): 3.07
ACD/BCF (pH 5.5): 127.34
ACD/KOC (pH 5.5): 1117.73
ACD/LogD (pH 7.4): 3.07
ACD/BCF (pH 7.4): 127.34
ACD/KOC (pH 7.4): 1117.73
Polar Surface Area: 38 Å2
Polarizability: 29.5±0.5 10-24cm3
Surface Tension: 45.2±3.0 dyne/cm
Molar Volume: 231.7±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) =  3.26

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  415.40  (Adapted Stein & Brown method)
    Melting Pt (deg C):  171.38  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.07E-007  (Modified Grain method)
    Subcooled liquid VP: 3.5E-006 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):  34.6
       log Kow used: 3.26 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  722.74 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Vinyl/Allyl Ethers

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.54E-009  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.055E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.26  (KowWin est)
  Log Kaw used:  -6.839  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.099
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4869
   Biowin2 (Non-Linear Model)     :   0.1959
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5632  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.6692  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3211
   Biowin6 (MITI Non-Linear Model):   0.1191
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.5783
 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):  0.000467 Pa (3.5E-006 mm Hg)
  Log Koa (Koawin est  ): 10.099
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00643 
       Octanol/air (Koa) model:  0.00308 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.188 
       Mackay model           :  0.34 
       Octanol/air (Koa) model:  0.198 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 346.6293 E-12 cm3/molecule-sec
      Half-Life =     0.031 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    22.217 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    33.718750 E-17 cm3/molecule-sec
      Half-Life =     0.034 Days (at 7E11 mol/cm3)
      Half-Life =     48.941 Min
   Fraction sorbed to airborne particulates (phi): 0.264 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1404
      Log Koc:  3.147 

 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 = 1.809 (BCF = 64.42)
       log Kow used: 3.26 (estimated)

 Volatilization from Water:
    Henry LC:  3.54E-009 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.664E+005  hours   (1.11E+004 days)
    Half-Life from Model Lake : 2.906E+006  hours   (1.211E+005 days)

 Removal In Wastewater Treatment:
    Total removal:               8.62  percent
    Total biodegradation:        0.15  percent
    Total sludge adsorption:     8.47  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       0.0117          0.388        1000       
   Water     16.4            900          1000       
   Soil      82.9            1.8e+003     1000       
   Sediment  0.677           8.1e+003     0          
     Persistence Time: 1.22e+003 hr




                    

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