ChemSpider 2D Image | SB334867 | C17H13N5O2

SB334867

  • Molecular FormulaC17H13N5O2
  • Average mass319.317 Da
  • Monoisotopic mass319.106934 Da
  • ChemSpider ID5037182

More details:

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

1-(2-Methyl-1,3-benzoxazol-6-yl)-3-(1,5-naphthyridin-4-yl)harnstoff [German] [ACD/IUPAC Name]
1-(2-Methyl-1,3-benzoxazol-6-yl)-3-(1,5-naphthyridin-4-yl)urea [ACD/IUPAC Name]
1-(2-Méthyl-1,3-benzoxazol-6-yl)-3-(1,5-naphtyridin-4-yl)urée [French] [ACD/IUPAC Name]
1-(2-methylbenzo[d]oxazol-6-yl)-3-(1,5-naphthyridin-4-yl)urea
249889-64-3 [RN]
3-(2-METHYL-1,3-BENZOXAZOL-6-YL)-1-(1,5-NAPHTHYRIDIN-4-YL)UREA
MFCD06411602 [MDL number]
N-(2-methyl-6-benzoxazolyl)-N'-1,5-naphthyridin-4-yl-urea
SB 334867
SB334867
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

NCGC00025327-01 [DBID]
Tocris-1960 [DBID]
  • References
  • Experimental Physico-chemical Properties

    • Experimental Solubility:

      <p>Soluble in DMSO (100 mM), and in ethanol (10 mM with gentle warming). Do not add acid to any formulatin to aid solubilisation as this may cause the compound to undergo hydrolysis.</p> Hello Bio HB2913
      100 mM in DMSO MedChem Express HY-10895A
      DMSO ?42mg/mL Water <1.2mg/mL Ethanol <1.2mg/mL MedChem Express HY-10895A
      Soluble to 100 mM in DMSO Tocris Bioscience 1960
      Soluble to 100 mM in DMSO with gentle warming Tocris Bioscience 1960
      Soluble to 100 mM in DMSO with gentle warming and to 10 mM in ethanol with gentle warming Tocris Bioscience 1960
  • Miscellaneous

    • Safety:

      Sold for research purposes under agreement from GlaxoSmithKline Tocris Bioscience 1960

    • Bio Activity:

      <p><strong><span style="text-decoration: underline;">Overview</span></strong></p> <p style="margin-bottom: 2em;">First non-peptide selective orexin-1 (OX<sub>1</sub>) receptor antagonist which shows ~50-fold selectivity for OX<sub>1</sub> over OX<sub>2</sub> (pK<sub>b</sub> values are 7.2 and &lt; 5 for inhibition of intracellular Ca<sup>2+</sup> release in CHO cells expressing hOX<sub>1</sub>R and OX<sub>2</sub>R respectively).</p> <p><strong><span style="text-decoration: underline;">Uses and applications</span></strong></p> <p>SB-334867 shows a variety of biological effects and has been used to investigate the role of OX<sub>1</sub>R in stress, obestiiy, drug addiction and relapse. It has been shown to reduce food intake and most active behaviours (eating, grooming, sniffing, locomotion and rearing), while increasing resting.</p> Hello Bio HB2913
      <p><strong><span style=text-decoration: underline;>Overview</span></strong></p> <p style=margin-bottom: 2em;>First non-peptide selective orexin-1 (OX<sub>1</sub>) receptor antagonist which shows ~50-fold selectivity for OX<sub>1</sub> over OX<sub>2</sub> (pK<sub>b</sub> values are 7.2 and &lt; 5 for inhibition of intracellular Ca<sup>2+</sup> release in CHO cells expressing hOX<sub>1</sub>R and OX<sub>2</sub>R respectively).</p> <p><strong><span style=text-decoration: underline;>Uses and applications</span></strong></p> <p>SB-334867 shows a variety of biological effects. It has been shown to reduce food intake and most active behaviours (eating, grooming, sniffing, locomotion and rearing), while increasing resting.</p> Hello Bio HB2913
      7-TM Receptors Tocris Bioscience 1960
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB2913
      GPCR/G protein MedChem Express HY-10895A
      GPCR/G protein; MedChem Express HY-10895A
      Orexin Receptor (OX Receptor) MedChem Express HY-10895A
      Orexin Receptors Tocris Bioscience 1960
      Peptide Receptors Tocris Bioscience 1960
      Receptors & Transporters/Peptide Receptors/Orexin/OX1 Hello Bio HB2913
      SB-334867 free base is a selective non-peptide orexin OX1 receptor antagonist with a pKb value of 7.2. MedChem Express
      SB-334867 free base is a selective non-peptide orexin OX1 receptor antagonist with a pKb value of 7.2.; IC50 value: 7.2 (pKb) [1]; Target: orexin OX1 receptor ; in vitro: SB-334867-A inhibited the orexin-A (10 nM) and orexin-B (100 nM)-induced calcium responses (pK(B)=7.27+/-0.04 and 7.23+/-0.03 respectively, n=8), but had no effect on the UTP (3 microM)-induced calcium response in CHO-OX(1) cells. MedChem Express HY-10895A
      SB-334867 free base is a selective non-peptide orexin OX1 receptor antagonist with a pKb value of 7.2.;IC50 value: 7.2 (pKb) [1];Target: orexin OX1 receptor ;In vitro: SB-334867-A inhibited the orexin-A (10 nM) and orexin-B (100 nM)-induced calcium responses (pK(B)=7.27+/-0.04 and 7.23+/-0.03 respectively, n=8), but had no effect on the UTP (3 microM)-induced calcium response in CHO-OX(1) cells. SB-334867-A (10 microM) also inhibited OX(2) mediated calcium responses (32.7+/-1.9% versus orexin-A) [1].;In vivo: Single-unit recordings in anesthetized rats demonstrated the central effects of the selective orexin-1 receptor antagonist SB-334867 (2 mg/kg, intravenous), as it reversed the excitatory effects of orexin-A administration (6 microg, intracerebroventricular) on the activity of locus coeruleus (LC) cells [2]. The ICV injection of SB-334867 alone had no effect on the formalin-induced nociceptive behaviors. Pre-treatment with SB-334867 at a dose of 0.5 nmol significantly attenua MedChem Express HY-10895A
      Selective non-peptide orexin OX1 receptor antagonist Hello Bio HB2913
      Selective non-peptide orexin OX1 receptor antagonist. pKb values are 7.2 and < 5 for inhibition of intracellular Ca2+ release in CHO cells expressing human OX1 and OX2 receptors respectively. Blocks o rexin-A induced grooming and feeding following systemic administration in vivo. Tocris Bioscience 1960
      Selective non-peptide orexin OX1 receptor antagonist. pKb values are 7.2 and < 5 for inhibition of intracellular Ca2+ release in CHO cells expressing human OX1 and OX2 receptors respectively. Blocks orexin-A induced grooming and feeding following systemic administration in vivo. Tocris Bioscience 1960
      Selective non-peptide OX1 antagonist Tocris Bioscience 1960

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

Density: 1.5±0.1 g/cm3
Boiling Point: 450.5±30.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 70.9±3.0 kJ/mol
Flash Point: 226.2±24.6 °C
Index of Refraction: 1.794
Molar Refractivity: 92.2±0.3 cm3
#H bond acceptors: 7
#H bond donors: 2
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 2.91
ACD/LogD (pH 5.5): 2.28
ACD/BCF (pH 5.5): 31.02
ACD/KOC (pH 5.5): 396.12
ACD/LogD (pH 7.4): 2.31
ACD/BCF (pH 7.4): 33.38
ACD/KOC (pH 7.4): 426.23
Polar Surface Area: 93 Å2
Polarizability: 36.5±0.5 10-24cm3
Surface Tension: 79.4±3.0 dyne/cm
Molar Volume: 216.8±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) =  3.16

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  528.05  (Adapted Stein & Brown method)
    Melting Pt (deg C):  225.70  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.75E-011  (Modified Grain method)
    Subcooled liquid VP: 5.32E-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):  1.456
       log Kow used: 3.16 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  8.6345 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.61E-021  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.082E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.16  (KowWin est)
  Log Kaw used:  -18.972  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.132
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6502
   Biowin2 (Non-Linear Model)     :   0.2792
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4187  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3185  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1306
   Biowin6 (MITI Non-Linear Model):   0.0044
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2991
 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):  7.09E-007 Pa (5.32E-009 mm Hg)
  Log Koa (Koawin est  ): 22.132
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.23 
       Octanol/air (Koa) model:  3.33E+009 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.993 
       Mackay model           :  0.997 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 140.2813 E-12 cm3/molecule-sec
      Half-Life =     0.076 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.915 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.995 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  8.226E+005
      Log Koc:  5.915 

 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 = 1.737 (BCF = 54.51)
       log Kow used: 3.16 (estimated)

 Volatilization from Water:
    Henry LC:  2.61E-021 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 4.009E+017  hours   (1.67E+016 days)
    Half-Life from Model Lake : 4.373E+018  hours   (1.822E+017 days)

 Removal In Wastewater Treatment:
    Total removal:               7.30  percent
    Total biodegradation:        0.14  percent
    Total sludge adsorption:     7.17  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       4.93e-012       1.83         1000       
   Water     12.3            900          1000       
   Soil      87.3            1.8e+003     1000       
   Sediment  0.403           8.1e+003     0          
     Persistence Time: 1.8e+003 hr

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