ChemSpider 2D Image | Glipizide | C21H27N5O4S


  • Molecular FormulaC21H27N5O4S
  • Average mass445.535 Da
  • Monoisotopic mass445.178375 Da
  • ChemSpider ID3359

More details:

Featured data source

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

249-427-6 [EINECS]
29094-61-9 [RN]
2-Pyrazinecarboxamide, N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl- [ACD/Index Name]
2-Pyrazinecarboximidic acid, N-[2-[4-[[[(E)-(cyclohexylimino)hydroxymethyl]amino]sulfonyl]phenyl]ethyl]-5-methyl- [ACD/Index Name]
Acide N-[2-(4-{[(E)-(cyclohexylimino)(hydroxy)méthyl]sulfamoyl}phényl)éthyl]-5-méthyl-2-pyrazinecarboximidique [French] [ACD/IUPAC Name]
Glibenese [Trade name]
Glipizida [Spanish] [INN]
Glipizidum [Latin] [INN]

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

3090 [DBID]
YS7640000 [DBID]
30553_FLUKA [DBID]
Bio1_000074 [DBID]
Bio1_000563 [DBID]
Bio1_001052 [DBID]
Bio2_000069 [DBID]
Bio2_000549 [DBID]
BRN 0903495 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      WHITE POWDER NIH Clinical Collection [SMR000058455]
    • Toxicity:

      Organic Compound; Amine; Amide; Drug; Hypoglycemic Agent; Metabolite; Synthetic Compound Toxin, Toxin-Target Database T3D2483
    • Safety:

      A10BB07 Wikidata Q3108899
      None LKT Labs [G4634]
    • Target Organs:

      PPAR agonist; ABC inhibitor TargetMol T1603
    • Chemical Class:

      An <element>N</element>-sulfonylurea that is glyburide in which the (5-chloro-2-methoxybenzoyl group is replaced by a (5-methylpyrazin-2-yl)carbonyl group. An oral hypoglycemic agent, it is used in th e treatment of type 2 diabetes mellitus. ChEBI CHEBI:5384
    • Therapeutical Effect:

      antidiabetic Microsource [01505433]
    • Drug Status:

      USP, INN, BAN Microsource [01505433]
    • Compound Source:

      synthetic; CP-28720, K-4024 Microsource [01505433]
    • Bio Activity:

      Antihyperglycaemic agent; Zerenex Molecular [ZBioX-0152]
      Glipizide(K 4024; CP 2872) is used to treat high blood sugar levels caused by a type of diabetes mellitus called type 2 diabetes. MedChem Express
      Glipizide(K 4024; CP 2872) is used to treat high blood sugar levels caused by a type of diabetes mellitus called type 2 diabetes.; Target: Potassium Channel; Glipizide is an oral rapid- and short-acting anti-diabetic drug from the sulfonylurea class. MedChem Express HY-B0254
      Glipizide(K 4024; CP 2872) is used to treat high blood sugar levels caused by a type of diabetes mellitus called type 2 diabetes.;Target: Potassium ChannelGlipizide is an oral rapid- and short-acting anti-diabetic drug from the sulfonylurea class. It is classified as a second generation sulfonylurea, which means that it undergoes enterohepatic circulation. Mechanism of action is produced by blocking potassium channels in the beta cells of the islets of Langerhans. By partially blocking the potassium channels, the cell remains depolarized, increasing the time the cell spends in the calcium release stage, which results in signaling leading to calcium influx. The increase in calcium will initiate more insulin release from each beta cell. Sulfonylureas may also cause the decrease of serum glucagon and potentiate the action of insulin at the extrapancreatic tissues [1, 2]. MedChem Express HY-B0254
      Membrane Tranporter/Ion Channel MedChem Express HY-B0254
      Membrane Tranporter/Ion Channel; MedChem Express HY-B0254
      Membrane Transporter/Ion Channel; Metabolism TargetMol T1603
      Potassium Channel MedChem Express HY-B0254
      PPAR??;ABCC TargetMol T1603
  • Gas Chromatography

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

Density: 1.3±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.616
Molar Refractivity: 115.9±0.4 cm3
#H bond acceptors: 9
#H bond donors: 3
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 0
ACD/LogP: 2.01
ACD/LogD (pH 5.5): 0.90
ACD/BCF (pH 5.5): 1.71
ACD/KOC (pH 5.5): 27.96
ACD/LogD (pH 7.4): -0.12
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 2.69
Polar Surface Area: 139 Å2
Polarizability: 46.0±0.5 10-24cm3
Surface Tension: 66.8±5.0 dyne/cm
Molar Volume: 331.9±5.0 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) =  3.35
    Log Kow (Exper. database match) =  1.91
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  689.00  (Adapted Stein & Brown method)
    Melting Pt (deg C):  300.88  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.73E-016  (Modified Grain method)
    Subcooled liquid VP: 3.29E-013 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):  37.17
       log Kow used: 1.91 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  75.982 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.03E-020  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.306E-018 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.91  (exp database)
  Log Kaw used:  -18.376  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  20.286
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8549
   Biowin2 (Non-Linear Model)     :   0.6289
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0107  (months      )
   Biowin4 (Primary Survey Model) :   3.2733  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.2911
   Biowin6 (MITI Non-Linear Model):   0.0009
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.3326
 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):  4.39E-011 Pa (3.29E-013 mm Hg)
  Log Koa (Koawin est  ): 20.286
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  6.84E+004 
       Octanol/air (Koa) model:  4.74E+007 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  34.1770 E-12 cm3/molecule-sec
      Half-Life =     0.313 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     3.755 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3767
      Log Koc:  3.576 

 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 = 0.771 (BCF = 5.898)
       log Kow used: 1.91 (expkow database)

 Volatilization from Water:
    Henry LC:  1.03E-020 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:   1.2E+017  hours   (4.999E+015 days)
    Half-Life from Model Lake : 1.309E+018  hours   (5.454E+016 days)

 Removal In Wastewater Treatment:
    Total removal:               2.17  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     2.08  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       4.78e-007       7.51         1000       
   Water     25.1            1.44e+003    1000       
   Soil      74.8            2.88e+003    1000       
   Sediment  0.0897          1.3e+004     0          
     Persistence Time: 1.81e+003 hr


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