Bupropion
| Bupropion | |
|---|---|
| Salts [] | |
|---|---|
| Bupropion hydrobromide | |
| Bupropion hydrochloride | |
| Bupropion maleate | |
| Molecular structure via molpic based on CDK |
| Rotamer [] | |
|---|---|
| Conformer structure via 3Dmol.js |
| Physical properties [] | |
|---|---|
| Molecular mass | 239.74 g/mol [1] |
| Appearance | Pale yellow oil [1] |
| Melting point | 233-234 °C [1] |
| Boiling point | 52 °C [1] |
| Solubility | Very hygroscopic and susceptible to decomposition [1] |
| Predicted LogP | 3.2 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C13H18ClNO [1] |
| IUPAC name | 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one [1] |
| SMILES | CC(C(=O)C1=CC(=CC=C1)Cl)NC(C)(C)C [1] |
| InChI | InChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,15H,1-4H3 [1] |
| InChIKey | SNPPWIUOZRMYNY-UHFFFAOYSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | Bupropion: alpha: 0.5 – 1.04beta: 11 hHydroxybupropion: 20 hThreohydrobupropion: 37 hErythrohydrobupropion: 33 h |
| Dosing[] |
|---|
| Intravenous [] | |
|---|---|
| Light | ≤ 43.1 mg(3x - 30%) |
| Common | 43.1 - 50 mg(4x - 40%) |
| Strong | 50 - 57.5 mg |
| Heavy | 57.5 - 74.4 mg(1x - 10%) |
| Extreme | 74.4 mg +(2x - 20%) |
| Oral [] | |
|---|---|
| Light | ≤ 200 mg(94x - 40.7%) |
| Common | 200 - 300 mg(136x - 58.9%) |
| Strong | 300 mg |
| Heavy | 300 mg |
| Extreme | 300 mg +(1x - 0.4%) |
Statistically derived dosages via DBI-IGS We do not take any responsibility for medical complications or loss of life sustained by following these dosages blindly. |
Bupropion (also known as Amfebutamone, Amfebutamon, amfebutamonum, Amfebutamona, Elontril, Bupropion slow release, bupropione, Bupropion extended release, α-(tert-butylamino)-m-chloropropiophenone or NSC-758686) is a stimulant substance of the cathinone class.
Chemistry
Salts []
Stereochemistry []
Bupropion is a racemic mixture of the enantiomers.
| Stereoisomerism |
|---|
| Stereoisomer enumberation with rdkit |
Pharmacology
ATC Classification
In the nervous system (N) bupropion acts as a antidepressant (N06A), bupropion (N06AX12), other antidepressant (N06AX) and psychoanaleptic (N06).[1]Metabolism
Bupropion acts as a prodrug for:
| Metabolic pathways [] |
|---|
|
|
Subjective effects []
| alina / Bupropion [] | |
|---|---|
Routes:
| |
| emily / Bupropion [] | |
|---|---|
Routes:
| |
| 0xea / Bupropion [] | |
|---|---|
Routes:
| |
Experience reports
Erowid
There are currently 26 experience reports involving bupropion on Erowid: []
- "Won't Be Doing This Again" by Nat
- "Not Worth It at All" by Whitney
- "No Noticeable Results" by deus ex machina 470
- "Smoking Failure" by 2ton
- "Weak Sleep Patterns" by Misplaced Fate1313
- "Six Months Solid and No Real Side Effects" by fastlane420
- "Floatiness and Vivid Imagination" by Pointless
- "Dangers With Insufflation" by WhiteRook
- "Increased Awareness" by Batman
- "No Buzz, No Hangover, Just a Perfect World" by Agency
- "Who Would Have Thought It Could Be Fun?!" by rookie4life
- "Definetly Uplifting" by Daytripper
- "Euphoric Withdrawals?" by Cartbox
- "A Novel Antitdepressant/Stimulant" by starfire_xes
- "Nothing Much-Slight Euphoria" by Blm22
- "Ugh..." by depressed_guy
- "Vibration Noise" by witty
- "Medication-Inhibited Trip" by Skip
- "Nothing Special" by Samantha
- "Disabled Vet Seeking Answers" by Old Hippy
- "Disappointment" by Rapkarla
- "Feeling like Johnny Cash at His Worst" by Travisbickle
- "Experimenting with Wellbutrin" by Zooey Glass
- "Depression + Studying" by Zero Sum
- "Snorting Wellbutrin" by drugstore cowboy
- "Is This a Seizure?" by Kate
Legal status []
- Australia: Bupropion is a S4 substance.[3]
- Brazil: Bupropion is a C1 substance.
- Canada: Bupropion is a prescription only substance.
- United Kingdom: Bupropion is a prescription only substance.
- United States: Bupropion is a prescription only substance.
- European Union: Bupropion is a prescription only substance.
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 444, bupropion. Accessed May 11, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/444
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Bupropion. UNII: 01ZG3TPX31. Global Substance Registration System. Accessed May 11, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/01ZG3TPX31
TGA eBS – Product and Consumer Medicine Information Licence. Accessed May 11, 2026. https://www.ebs.tga.gov.au/ebs/picmi/picmirepository.nsf/pdf?OpenAgent&id=CP-2013-PI-01138-1