ChemSpider 2D Image | Domperidone | C22H24ClN5O2

Domperidone

  • Molecular FormulaC22H24ClN5O2
  • Average mass425.911 Da
  • Monoisotopic mass425.161865 Da
  • ChemSpider ID3039

More details:



Featured data source



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

1H-Benzimidazol-2-ol, 5-chloro-1-[1-[3-(2-hydroxy-1H-benzimidazol-1-yl)propyl]-4-piperidinyl]- [ACD/Index Name]
260-968-7 [EINECS]
2H-Benzimidazol-2-one, 5-chloro-1-[1-[3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl]-4-piperidinyl]-1,3-dihydro- [ACD/Index Name]
4110
5587267Z69
57808-66-9 [RN]
5-Chlor-1-{1-[3-(2-hydroxy-1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1H-benzimidazol-2-ol [German] [ACD/IUPAC Name]
5-Chlor-1-{1-[3-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-on [German] [ACD/IUPAC Name]
5-Chloro-1-{1-[3-(2-hydroxy-1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1H-benzimidazol-2-ol [ACD/IUPAC Name]
5-Chloro-1-{1-[3-(2-hydroxy-1H-benzimidazol-1-yl)propyl]-4-pipéridinyl}-1H-benzimidazol-2-ol [French] [ACD/IUPAC Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

BRN 0903774 [DBID]
D01745 [DBID]
D122_SIGMA [DBID]
DivK1c_006921 [DBID]
EU-0100427 [DBID]
KBio1_001865 [DBID]
KBio2_000871 [DBID]
KBio2_003439 [DBID]
KBio2_006007 [DBID]
KBioGR_000354 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      white powder Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Incompatible with strong oxidizing agents. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-RAT LD50 5243 mg kg-1, IPR-RAT LD50 61 mg kg-1, ORL-MUS LD50 > 8000 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      62/63 LKT Labs [D5649]
      A03FA03 Wikidata Q424238
      GHS08 Biosynth W-105440
      H361 Biosynth W-105440
      H361 LKT Labs [D5649]
      None LKT Labs [D5649]
      P281 Biosynth W-105440
      Safety glasses, gloves, adequate ventilation. Oxford University Chemical Safety Data (No longer updated) More details
      Warning Biosynth W-105440
      Xn Abblis Chemicals AB1009278
      Xn LKT Labs [D5649]
    • Target Organs:

      Dopamine Receptor antagonist TargetMol T0082
    • Chemical Class:

      1-[3-(Piperidin-1-yl)propyl]-1,3-dihydro-2<element>H</element>-benzimidazol-2-one in which the 4-position of the piperidine ring is substituted by a 5-chloro-1,3-dihydro-2<element>H</element>-benzimid azol-2-on-1-yl group. A dopamine antagonist, it is used as an antiemetic for the short-term treatment of nausea and vomiting, and to control gastrointestinal effects of dopaminergic drugs given in the management of parkinsonism. The free base is used in oral suspensions, while the maleate salt is used in tablet preparations. ChEBI CHEBI:31515
    • Drug Status:

      approved BIONET-Key Organics HS-0067
    • Compound Source:

      synthetic; R-33812 Microsource [02300212]
    • Bio Activity:

      7-TM Receptors Tocris Bioscience 2536
      D2, D3 dopamine receptor TargetMol T0082
      Domperidone is a dopamine blocker and an antidopaminergic reagent. MedChem Express
      Domperidone is a dopamine blocker and an antidopaminergic reagent.; Target: Dopamine Receptor; Domperidone is a useful alternative to metoclopramide for treatment of gastroparesis due to better tolerability. MedChem Express HY-B0411
      Domperidone is a dopamine blocker and an antidopaminergic reagent.;Target: Dopamine ReceptorDomperidone is a useful alternative to metoclopramide for treatment of gastroparesis due to better tolerability. Effectiveness and side-effects from domperidone may be influenced by patient-related factors including polymorphisms in genes encoding drug-metabolizing enzymes, drug transporters, and domperidone targets [1]. Domperidone is a dopamine D(2) receptor antagonist, which has been used as antiemetic agent in human beings. The percentage recovery of domperidone from wastewater was 95.0%. Celiprolol was used as the internal standard to access the percentage extraction of domperidone from wastewater [2]. Domperidone, a dopamine antagonist that does not easily cross the blood-brain barrier, is considered the gold standard for treating gastrointestinal symptoms in patients with Parkinson's disease (PD) because the risk of developing extrapyramidal adverse effects is considered minimal [3]. MedChem Express HY-B0411
      Dopamine Receptor MedChem Express HY-B0411
      Dopamine Receptors Tocris Bioscience 2536
      GPCR/G protein MedChem Express HY-B0411
      GPCR/G protein; Neuronal Signaling; MedChem Express HY-B0411
      Neuroscience TargetMol T0082
      Non-selective Dopamine Tocris Bioscience 2536
      Peripheral D2-like antagonist Tocris Bioscience 2536
      Peripheral dopamine D2-like receptor antagonist that does not readily cross the blood brain barrier. Displays gastroprokinetic and antiemetic properties; increases the frequency and duration of antral and duodenal contractions and protects from apomorphine-induced emesis (ED50 values are 0.003 and 0.03 mg/kg for i.v. and oral administration respectively). Tocris Bioscience 2536
      Peripheral dopamine D2-like receptor antagonist that does not readily cross the blood brain barrier. Displays gastroprokinetic and antiemetic properties; increases the frequency and duration of antral and duodenal contractions and protects from apomorphine-induced emesis (ED50 values are 0.003 and 0.03 mg/kg for i.v. and oral administration respectively). Tocris Bioscience 2536

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: 1.638
Molar Refractivity: 114.0±0.3 cm3
#H bond acceptors: 7
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 4.50
ACD/LogD (pH 5.5): 1.48
ACD/BCF (pH 5.5): 1.74
ACD/KOC (pH 5.5): 8.58
ACD/LogD (pH 7.4): 3.10
ACD/BCF (pH 7.4): 72.38
ACD/KOC (pH 7.4): 357.93
Polar Surface Area: 68 Å2
Polarizability: 45.2±0.5 10-24cm3
Surface Tension: 55.7±3.0 dyne/cm
Molar Volume: 317.5±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) =  2.62

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  633.17  (Adapted Stein & Brown method)
    Melting Pt (deg C):  274.80  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.76E-014  (Modified Grain method)
    Subcooled liquid VP: 9.96E-012 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):  12.24
       log Kow used: 2.62 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3.3077 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Vinyl/Allyl Halides

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.15E-022  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.058E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.62  (KowWin est)
  Log Kaw used:  -20.056  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.676
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.2281
   Biowin2 (Non-Linear Model)     :   0.0008
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.8300  (months      )
   Biowin4 (Primary Survey Model) :   2.8446  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3477
   Biowin6 (MITI Non-Linear Model):   0.0002
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.2184
 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):  1.33E-009 Pa (9.96E-012 mm Hg)
  Log Koa (Koawin est  ): 22.676
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.26E+003 
       Octanol/air (Koa) model:  1.16E+010 
   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 = 200.7889 E-12 cm3/molecule-sec
      Half-Life =     0.053 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.639 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.290830 E-17 cm3/molecule-sec
      Half-Life =     3.940 Days (at 7E11 mol/cm3)
      Half-Life =     94.571 Hrs
   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    :  4.755E+004
      Log Koc:  4.677 

 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 = 1.317 (BCF = 20.75)
       log Kow used: 2.62 (estimated)

 Volatilization from Water:
    Henry LC:  2.15E-022 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  5.62E+018  hours   (2.342E+017 days)
    Half-Life from Model Lake : 6.131E+019  hours   (2.555E+018 days)

 Removal In Wastewater Treatment:
    Total removal:               3.49  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.38  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       2.06e-010       1.26         1000       
   Water     13.4            1.44e+003    1000       
   Soil      86.5            2.88e+003    1000       
   Sediment  0.145           1.3e+004     0          
     Persistence Time: 2.46e+003 hr




                    

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