- Molecular NameBupropion
- SynonymAmfebutamone; Bupropion Hcl
- Weight239.746
- Drugbank_IDDB01156
- ACS_NO34911-55-2
- Show 2D model
- LogP (experiment)3.741
- LogP (predicted, AB/LogP v2.0)2.82
- pka7.9
- LogD (pH=7, predicted)1.12
- Solubility (experiment)312 mg/ml
- LogS (predicted, ACD/Labs)(ph=7)-2.71
- LogSw (predicted, AB/LogsW2.0)0.73
- Sw (mg/ml) (predicted, ACD/Labs)0.2
- No.of HBond Donors1
- No.of HBond Acceptors2
- No.of Rotatable Bonds4
- TPSA29.1
- StatusFDA approved
- AdministrationN/A
- PharmacologyAn atypical antidepressant and smoking cessation aid. It acts as a strong norepinephrine and weak dopamine reuptake inhibitor, as well as α3β4-nicotinic receptor antagonist.
- Absorption_value87.0
- Absorption (description)Bupropion is well absorbed
- Caco_2N/A
- BioavailabilityN/A
- Protein binding80.0
- Volume of distribution (VD)18.6 L/kg
- Blood/Plasma Partitioning ratio (D_blood)N/A
- MetabollsmHepatic: important CYP2B6 and 2D6 involvement. Undergoes hepatic metabolism, via oxidation, hydroxylation and reduction. Peak plasma concentrations are reached within 3 h for sustained release preparations and 2 h for immediate release. Several metabolites are produced which are pharmacologically active. The three active metabolites are hydroxybupropion, the major metabolite, threohydrobupropion and erythrohydrobupropion.
- Half life24 h
- ExcretionMore than 60% of a dose is excreted in urine within 24 h, 87% over 96 h and 10% in faeces, with less than 1% being the parent drug. Bupropion crosses the placenta and is secreted in milk.
- Urinary Excretion<1
- Clerance36 ml/min/kg
- ToxicitySymptoms of overdose include seizures, hallucinations, loss of consciousness, tachycardia, and cardiac arrest.
- LD50 (rat)N/A
- LD50 (mouse)N/A