• Molecular NameAmoxapine
  • SynonymAmoxepine
  • Weight313.788
  • Drugbank_IDDB00543
  • ACS_NO14028-44-5
  • Show 3D model
  • LogP (experiment)2.848
  • LogP (predicted, AB/LogP v2.0)2.49
  • pka7.6
  • LogD (pH=7, predicted)1.91
  • Solubility (experiment)1.69 mg/ml
  • LogS (predicted, ACD/Labs)(ph=7)-2.37
  • LogSw (predicted, AB/LogsW2.0)0.07
  • Sw (mg/ml) (predicted, ACD/Labs)0.05
  • No.of HBond Donors1
  • No.of HBond Acceptors4
  • No.of Rotatable Bonds1
  • TPSA36.86
  • StatusFDA approved
  • AdministrationN/A
  • PharmacologyA strong reuptake inhibitor of norepinephrine and weak reuptake inhibitor of serotonin.
  • Absorption_value95.0
  • Absorption (description)Amoxapine is rapidly and almost completely absorbed after oral administration.
  • Caco_2N/A
  • Bioavailability36.0
  • Protein binding90.0
  • Volume of distribution (VD)N/A
  • Blood/Plasma Partitioning ratio (D_blood)N/A
  • MetabollsmHepatic (cytochrome P450 system). It is metabolised by hydroxylation to 7-hydroxyamoxapine and 8-hydroxyamoxapine which are both active.
  • Half lifePlasma half-life, amoxapine about 8 h, 7-hydroxyamoxapine about 6 h, 8-hydroxyamoxapine about 30 h
  • ExcretionThe hydroxylated metabolites are excreted in the urine as glucuronide conjugates and are also eliminated in the faeces in unconjugated form. Less than 5% of a dose is excreted in the urine as unchanged drug. Amoxapine is a metabolite of loxapine.
  • Urinary ExcretionN/A
  • CleranceN/A
  • ToxicityThe following postmortem concentrations were reported in 3 fatalities due to amoxapine overdose: blood 11.5, 2.8, 0.89 mg/L, bile 1264.5, 69.1, 14.3 mg/L, liver 112.2, 40.1, 16.8 μg/g; in the first case brain and urine concentrations of 2.5 μg/g and 28.3 mg/L, respectively, were also reported. [C. L. Winek et al.,Forensic Sci. Int.,1984, 26, 33–38]. In a review of 33 cases of amoxapine overdose, 3 subjects had no toxic symptoms, 10 suffered mild toxic reactions, 15 developed severe toxicity and 5 died. Postmortem blood concentrations of 0.26 to 6.70 (mean 2.8) mg/L of amoxapine plus 8-hydroxyamoxapine were reported in 4 of the 5 fatalities. [T. L. Litovitz and K. G. Troutman,J. Am. Med. Assoc.,1983, 250, 1069–1071].
  • LD50 (rat)N/A
  • LD50 (mouse)N/A