• Molecular NameDesipramine
  • SynonymDemethylimipramine; Desimipramine; Desimpramine; Desipramin; Desipramine Hcl; Desmethylimipramine; Dezipramine; Dimethylimipramine; DMI; Methylaminopropyliminodibenzyl; Monodemethylimipramine; Norimipramine; Norpramine
  • Weight266.388
  • Drugbank_IDDB01151
  • ACS_NO50-47-5
  • Show 3D model
  • LogP (experiment)4.9
  • LogP (predicted, AB/LogP v2.0)4.27
  • pkaN/A
  • LogD (pH=7, predicted)1.38
  • Solubility (experiment)0.0583 mg/ml
  • LogS (predicted, ACD/Labs)(ph=7)-1.32
  • LogSw (predicted, AB/LogsW2.0)0.04
  • Sw (mg/ml) (predicted, ACD/Labs)0.05
  • No.of HBond Donors1
  • No.of HBond Acceptors2
  • No.of Rotatable Bonds4
  • TPSA15.27
  • StatusFDA approved
  • AdministrationN/A
  • PharmacologyA tricyclic antidepressant (TCA) that inhibits the reuptake of norepinephrine and serotonin and to a lesser extent dopamine.
  • Absorption_value98.0
  • Absorption (description)Well absorbed after oral administration.
  • Caco_2-4.67
  • Bioavailability82.5
  • Protein binding82.0
  • Volume of distribution (VD)N/A
  • Blood/Plasma Partitioning ratio (D_blood)N/A
  • MetabollsmMetabolised by aromatic hydroxylation and possibly hydroxylamine formation; N-demethylation to form didesmethylimipramine may occur to a minor extent. 2-Hydroxydesipramine, the major metabolite, is active.
  • Half life10~35 h
  • ExcretionLess than 5% of a dose is excreted in urine in 24 h as unchanged drug; the urinary excretion of unchanged drug is pH-dependent and is increased in acidic urine; the hydroxylated metabolites are excreted mainly as glucuronide conjugates. The extent of 2-hydroxylation is genetically determined. Desipramine is the major active metabolite of imipramine and lofepramine.
  • Urinary ExcretionN/A
  • CleranceN/A
  • ToxicityPlasma concentrations greater than 0.4 mg/L may produce toxic effects. Fatalities are comparatively rare, but may occur with plasma concentrations greater than 10 mg/L.
  • LD50 (rat)N/A
  • LD50 (mouse)N/A