ChemSpider 2D Image | Zolpidem | C19H21N3O

Zolpidem

  • Molecular FormulaC19H21N3O
  • Average mass307.389 Da
  • Monoisotopic mass307.168457 Da
  • ChemSpider ID5530

More details:

Featured data source
The Merck Index Online

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

7K383OQI23
82626-48-0 [RN]
Imidazo[1,2-a]pyridine-3-acetamide, N,N,6-trimethyl-2-(4-methylphenyl)- [ACD/Index Name]
MFCD00153885
N,N,6-Trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
N,N,6-Trimethyl-2-(4-methylphenyl)-imidazo[1,2-a]pyridine-3-acetamide
N,N,6-Trimethyl-2-p-tolylimidazo[1,2-a]pyridine-3-acetamide
N,N-Dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamid [German] [ACD/IUPAC Name]
N,N-Dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide [ACD/IUPAC Name]
N,N-Diméthyl-2-[6-méthyl-2-(4-méthylphényl)imidazo[1,2-a]pyridin-3-yl]acétamide [French] [ACD/IUPAC Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

5741 [DBID]
SL 800750 [DBID]
4355785 [DBID]
C07219 [DBID]
DEA No. 2783 [DBID]
EPA Pesticide Chemical Code 079011 [DBID]
SL-800750 [DBID]
Z103_SIGMA [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Toxicity:

      Organic Compound; Amine; Amide; Drug; Food Toxin; GABA Agonist; Hypnotic and Sedative; Metabolite; Synthetic Compound; GABA-A Receptor Agonist Toxin, Toxin-Target Database T3D2787

    • Safety:

      N05CF02 Wikidata Q218842

    • Chemical Class:

      An imidazo[1,2-<ital>a</ital>]pyridine compound having a 4-tolyl group at the 2-position, an <element>N</element>,<element>N</element>-dimethylcarbamoylmethyl group at the 3-position and a methyl subs tituent at the 6-position. ChEBI CHEBI:10125
      An imidazo[1,2-a]pyridine compound having a 4-tolyl group at the 2-position, an N,N-dimethylcarbamoylmethyl group at the 3-position and a methyl substituent at the 6-position. ChEBI CHEBI:10125

    • Bio Activity:

      Benzodiazepine agonist Tocris Bioscience 0655, 655
      Benzodiazepine agonist with high selectivity for ?1-subunit-containing GABAA receptors (BZ/?1 site) and very high intrinsic activity. Ki values are 20, 400 and ? 5000 nM for ?1-, ?2-/?3-, and ?5-conta ining GABAA receptors respectively. Hypnotic that does not induce physical dependence. Tocris Bioscience 0655
      Benzodiazepine agonist with high selectivity for ?1-subunit-containing GABAA receptors (BZ/?1 site) and very high intrinsic activity. Ki values are 20, 400 and ? 5000 nM for ?1-, ?2-/?3-, and ?5-containing GABAA receptors respectively. Hypnotic that does not induce physical dependence. Tocris Bioscience 655
      Benzodiazepine agonist with high selectivity for alpha1-subunit-containing GABAA receptors (BZ/omega1 site) and very high intrinsic activity. Ki values are 20, 400 and greater than or equal to 5000 nM for alpha1-, alpha2-/alpha3-, and alpha5-containing GABAA receptors respectively. Hypnotic that does not induce physical dependence. Tocris Bioscience 655
      GABA Receptor MedChem Express HY-17441
      GABAA and A-rho Receptors Tocris Bioscience 655
      Ion Channels Tocris Bioscience 655
      Ligand-gated Ion Channels Tocris Bioscience 655
      Membrane Transporter/Ion Channel MedChem Express HY-17441
      Membrane Transporter/Ion Channel; Neuronal Signaling; MedChem Express HY-17441
      Zolpidem(SL 800750) is an inhibitory neurotransmitter, by binding to GABAA receptors at the same location as benzodiazepines. MedChem Express
      Zolpidem(SL 800750) is an inhibitory neurotransmitter, by binding to GABAA receptors at the same location as benzodiazepines.; IC50 Value: 75 nM (EC50)[1]; Target: GABAA receptor; in vitro: All granule cell GABAR currents were uniformly sensitive to Zn2+ (IC50 = 29 microM), diazepam (EC50 = 158 nM), zolpidem (EC50 = 75 nM), and dimethoxyl-4-ethyl-beta-carboline-3-carboxylate (IC50 = 60 nM) [1]. MedChem Express HY-17441
      Zolpidem(SL 800750) is an inhibitory neurotransmitter, by binding to GABAA receptors at the same location as benzodiazepines.;IC50 Value: 75 nM (EC50)[1];Target: GABAA receptor;In vitro: All granule cell GABAR currents were uniformly sensitive to Zn2+ (IC50 = 29 microM), diazepam (EC50 = 158 nM), zolpidem (EC50 = 75 nM), and dimethoxyl-4-ethyl-beta-carboline-3-carboxylate (IC50 = 60 nM) [1]. The kinetic profile for zolpidem metabolite formation by each individual cytochrome was combined with estimated relative abundances based on immunological quantification, yielding projected contributions to net intrinsic clearance of: 61% for 3 A4, 22% for 2C9, 14% for 1A2, and less than 3% for 2D6 and 2C19 [2].;In vivo: Studying alpha1(H101R) mice, which possess zolpidem-insensitive alpha(1)-GABA(A) receptors, we show that the sedative action of zolpidem is exclusively mediated by alpha(1)-GABA(A) receptors [3]. In wild type mice, zolpidem depressed motor activity in a dose-dependent manner ( MedChem Express HY-17441
  • Gas Chromatography

    • Retention Index (Kovats):

      2483 (estimated with error: 83) NIST Spectra mainlib_247600, replib_312376, replib_335470
      2788 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column diameter: 0.2 mm; Column length: 12 m; Column type: Capillary; Start T: 250 C; CAS no: 82626480; Active phase: Ultra-1; Carrier gas: N2; Phase thickness: 0.33 um; Data type: Kovats RI; Authors: Ahrens, B.; Schutz, H.; Seno, H.; Weiler, G., Screening, identification and determination of the two new hypnotics zolpidem and zopiclone, Arzneim. Forsch., 44(7), 1994, 799-802.) NIST Spectra nist ri

    • Retention Index (Normal Alkane):

      2797.5 (Program type: Ramp; Column cl... (show more) ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 70 C; End T: 320 C; End time: 5 min; Start time: 0.5 min; CAS no: 82626480; Active phase: BPX-5; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Song, S.M.; Marriott, P.; Wynne, P., Comprehensive two-dimensional gas chromatography-quadrupole mass spectrometric analysis of drugs, J. Chromatogr. A, 1058, 2004, 223-232.) NIST Spectra nist ri
      2814.4 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 15 m; Column type: Capillary; Description: 100 0C (0.4 min) ^ 25 0C/min -> 200 0C ^ 10 0C/min -> 290 0C (10 min); CAS no: 82626480; Active phase: HG-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Rasanen, I.; Kontinen, I.; Nokua, J.; Ojanpera, I.; Vuori, E., Precise gas chromatography with retention time locking in comprehensive toxicological screening for drugs in blood, J. Chromatogr. B, 788, 2003, 243-250.) NIST Spectra nist ri
      2756 (Program type: Ramp; Column cl... (show more) ass: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 25 m; Column type: Capillary; Heat rate: 2.5 K/min; Start T: 210 C; End T: 285 C; CAS no: 82626480; Active phase: Ultra-2; Phase thickness: 0.52 um; Data type: Normal alkane RI; Authors: Gaillard, Y.; Gay-Montchamp, J.-P.; Ollagnier, M., Simultaneous screening and quantitation of alpidem, zolpidem, buspirone and benzodiazepines by dual-channel gas chromatography using electron-capture and nitrogen-phosphorus detection after solid-phase extraction, J. Chromatogr., 622, 1993, 197-208.) NIST Spectra nist ri

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

Density: 1.1±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.601
Molar Refractivity: 93.5±0.5 cm3
#H bond acceptors: 4
#H bond donors: 0
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 3.07
ACD/LogD (pH 5.5): 2.03
ACD/BCF (pH 5.5): 11.13
ACD/KOC (pH 5.5): 95.50
ACD/LogD (pH 7.4): 3.06
ACD/BCF (pH 7.4): 119.95
ACD/KOC (pH 7.4): 1029.59
Polar Surface Area: 38 Å2
Polarizability: 37.1±0.5 10-24cm3
Surface Tension: 40.1±7.0 dyne/cm
Molar Volume: 273.0±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) =  3.85

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  510.78  (Adapted Stein & Brown method)
    Melting Pt (deg C):  217.64  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.32E-010  (Modified Grain method)
    MP  (exp database):  196 deg C
    Subcooled liquid VP: 1.46E-008 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):  5.737
       log Kow used: 3.85 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3.7346 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.71E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.636E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.85  (KowWin est)
  Log Kaw used:  -13.155  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.005
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9754
   Biowin2 (Non-Linear Model)     :   0.9555
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2411  (months      )
   Biowin4 (Primary Survey Model) :   3.4041  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0098
   Biowin6 (MITI Non-Linear Model):   0.0164
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.4243
 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):  1.95E-006 Pa (1.46E-008 mm Hg)
  Log Koa (Koawin est  ): 17.005
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.54 
       Octanol/air (Koa) model:  2.48E+004 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.982 
       Mackay model           :  0.992 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 146.0711 E-12 cm3/molecule-sec
      Half-Life =     0.073 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.879 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.987 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2.645E+004
      Log Koc:  4.422 

 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 = 2.264 (BCF = 183.6)
       log Kow used: 3.85 (estimated)

 Volatilization from Water:
    Henry LC:  1.71E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.003E+011  hours   (2.501E+010 days)
    Half-Life from Model Lake : 6.549E+012  hours   (2.729E+011 days)

 Removal In Wastewater Treatment:
    Total removal:              23.72  percent
    Total biodegradation:        0.27  percent
    Total sludge adsorption:    23.45  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       3.97e-007       1.76         1000       
   Water     8.68            1.44e+003    1000       
   Soil      89.5            2.88e+003    1000       
   Sediment  1.8             1.3e+004     0          
     Persistence Time: 2.9e+003 hr

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