Bupropion hydrochloride
Synonym(s):(±)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone hydrochloride;(±)-2-(tert-Butyl amino)-1-(3-chlorophenyl)propan-1-one;Bupropion hydrochloride
- CAS NO.:31677-93-7
- Empirical Formula: C13H19Cl2NO
- Molecular Weight: 276.2
- MDL number: MFCD00055209
- EINECS: 250-759-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is Bupropion hydrochloride?
Chemical properties
Bupropion hydrochloride powder is white, crystalline, and highly soluble in water. It has a bitter taste and produces the sensation of local anesthesia on the oral mucosa.
Originator
Bupropion hydrochloride,AroKor Holdings Inc.
The Uses of Bupropion hydrochloride
Bupropion hydrochloride is indicated for the treatment of MDD. Bupropion hydrochloride SR (Zyban) is indicated as an aid to smoking cessation treatment.
Drug interactions
Relatively few data are available on interactions of bupropion hydrochloride with other drugs. Increased adverse experiences were reported when the drug was administered concomitantly with l-dopa. MAOIs may increase the acute toxicity of bupropion.
Although bupropion is not metabolized by the CYP2D6 enzyme, the drug and its metabolite, morpholinol, inhibit this enzyme in vitro. Therefore, extreme caution should be exercised when coadministering any drug metabolized by that enzyme, and initial dosage of the drug should be as low as possible.
brand name
Wellbutrin (GlaxoSmithKline); Zyban (GlaxoSmithKline).
Therapeutic Function
Antidepressant; Smoking cessation aid
Biological Activity
Non-selective inhibitor of dopamine and noradrenalin transporters (K i values are 1.4, 2.8 and 45 μ M for NET, DAT and SERT transporters respectively). Also inhibits neuronal nicotinic acetylcholine receptors. Displays antidepressant activity and augments nicotine self-administration at low doses in vivo .
Side Effects
Bupropion hydrochloride can cause serious side effects. The most common side effects of Bupropion hydrochloride include:
headache
dizziness
dry mouth
sore throat
nausea
constipation
trouble sleeping
Mode of action
The exact mechanism of the antidepressant action of bupropion is not known, but is presumed to be related to noradrenergic and/or dopaminergic mechanisms. Bupropion is a relatively weak inhibitor of the neuronal reuptake of norepinephrine and dopamine, and does not inhibit the reuptake of serotonin. Bupropion does not inhibit monoamine oxidase.
Properties of Bupropion hydrochloride
| Melting point: | 233-234 °C |
| Flash point: | 9℃ |
| storage temp. | Desiccate at RT |
| solubility | ethanol: 193 mg/mL solutions may be stored for several days at 4 °C. |
| form | solid |
| color | white |
| Water Solubility | Soluble in water (>25 mg/ml), ethanol 193mg/ml, 0.1 N HCl 333 mg/ml |
| CAS DataBase Reference | 31677-93-7(CAS DataBase Reference) |
Safety information for Bupropion hydrochloride
| Signal word | Danger |
| Pictogram(s) |
![]() Flame Flammables GHS02 ![]() Skull and Crossbones Acute Toxicity GHS06 ![]() Exclamation Mark Irritant GHS07 ![]() Health Hazard GHS08 |
| GHS Hazard Statements |
H225:Flammable liquids H302:Acute toxicity,oral H370:Specific target organ toxicity, single exposure |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P260:Do not breathe dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P311:Call a POISON CENTER or doctor/physician. P330:Rinse mouth. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
Computed Descriptors for Bupropion hydrochloride
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