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QuickView for Bupropion (compound)
PubChem
| Name: | Bupropion |
|---|---|
| PubChem Compound ID: | 444 |
| Description: | A unicyclic, aminoketone antidepressant. The mechanism of its therapeutic actions is not well understood, but it does appear to block dopamine uptake. The hydrochloride is available as an aid to smoking cessation treatment. |
| Molecular formula: | C13H18ClNO |
| Molecular weight: | 239.741 g/mol |
| Synonyms: |
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one; alpha-(tert-butylamino)-m-chloropropiophenone; Bupropion *hydrochloride*)(USAN); BRN 2101062; Propiophenone, 2-(tert-butylamino)-3'-chloro-; (+-)-Bupropion; 1-Propanone, 1-(3-chlorophenyl)-2-((1,1-dimethylethyl)amino)-; Wellbatrin; (-)-2-(tert-butylamino)-3'-chloropropiophenone; KBio2_004711.
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DrugBank
Identification
| Name: | Bupropion |
|---|---|
| Name (isomeric): | DB01156 |
| Drug Type: | small molecule |
| Description: | A unicyclic, aminoketone antidepressant. The mechanism of its therapeutic actions is not well understood, but it does appear to block dopamine uptake. The hydrochloride is available as an aid to smoking cessation treatment. |
| Synonyms: |
Amfebutamone; Bupropion Hcl
|
| Brand: | Wellbutrin XL, Wellbatrin, Wellbutrin SR, Zyban, Wellbutrin |
| Category: | Dopamine Uptake Inhibitors, Antidepressive Agents, Second-Generation, Antidepressive Agents |
| CAS number: | 34841-39-9 |
Pharmacology
| Indication: | For the treatment of depression and as aid to smoking cessation. |
|---|---|
| Pharmacology: |
Bupropion, an antidepressant of the aminoketone class and a non-nicotine aid to smoking cessation, is chemically unrelated to tricyclic, tetracyclic, selective serotonin re-uptake inhibitor, or other known antidepressant agents. Compared to classical tricyclic antidepressants, Bupropion is a relatively weak inhibitor of the neuronal uptake of norep...
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| Mechanism of Action: |
Bupropion selectively inhibits the neuronal reuptake of dopamine, norepinephrine, and serotonin; actions on dopaminergic systems are more significant than imipramine or amitriptyline whereas the blockade of norepinephrine and serotonin reuptake at the neuronal membrane is weaker for bupropion than for tricyclic antidepressants. The increase in nore...
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| Absorption: | For sustained release, peak plasma concentrations are achieved within 3 hours. |
| Protein binding: | 84 % |
| Biotransformation: | Reduction of the carbonyl groupand/or hydroxylation of the tert-butyl group of bupropion. |
| Route of elimination: | Bupropion is extensively metabolized in humans. Oxidation of the bupropion side chain results in the formation of a glycine conjugate of metachlorobenzoic acid, which is then excreted as the major urinary metabolite. Following oral administration of 200 mg of 14C-bupropion in humans, 87% and 10% of the radioactive dose were recovered in the urine and feces, respectively. However, the fraction of the oral dose of bupropion excreted unchanged was only 0.5%, a finding consistent with the extensive metabolism of bupropion. |
| Half Life: | 24 hours |
| Toxicity: | Symptoms of overdose include seizures, hallucinations, loss of consciousness, tachycardia, and cardiac arrest. |
| Affected organisms: | Humans and other mammals |
Interactions
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