Bupropion hydrochloride

Bupropion hydrochloride Basic information
Product Name:Bupropion hydrochloride
Synonyms:(+-)-alpha-tert-butylamino-3-chloropropiophenonehydrochloride;1-propanone,1-(3-chlorophenyl)-2-((1,1-dimethylethyl)amino)-,hydrochloride,;2-(tert-butylamino)-3’-chloro-,hydrochloride,(+-)-propiophenon;Bupropion hydrochloride,(±)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone hydrochloride;Bupropion Hydrochloride (200 mg);m-chloro-alpha-tert-butylaminoprophenonehydrochloride;wellbatrin;Bupropion Hydrochloride, USP
CAS:31677-93-7
MF:C13H19Cl2NO
MW:276.2
EINECS:250-759-9
Product Categories:WELLBUTRIN;Amines;API;Isotope;Amines, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals;Adrenoceptor;Aromatics Compounds;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:31677-93-7.mol
Bupropion hydrochloride Structure
Bupropion hydrochloride Chemical Properties
Melting point 233-234 °C
Fp 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 Reference31677-93-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi,T,F
Risk Statements 22-39/23/24/25-23/24/25-11
Safety Statements 36-45-36/37-16-7
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 3
RTECS UG8858000
HS Code 29223990
MSDS Information
ProviderLanguage
SigmaAldrich English
Bupropion hydrochloride Usage And Synthesis
Chemical PropertiesBupropion 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.
OriginatorBupropion hydrochloride,AroKor Holdings Inc.
Drug interactionsRelatively 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.
UsesBupropion hydrochloride is indicated for the treatment of MDD. Bupropion hydrochloride SR (Zyban) is indicated as an aid to smoking cessation treatment.
Brand nameWellbutrin (GlaxoSmithKline); Zyban (GlaxoSmithKline).
Therapeutic FunctionAntidepressant; Smoking cessation aid
Biological ActivityNon-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 effectsBupropion 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 actionThe 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.
Bupropion hydrochloride Preparation Products And Raw materials
Raw materialstert-Butylamine-->Ethylmagnesium bromide-->Sodium hydroxide-->3-Chlorobenzonitrile-->Hydrochloric acid
Preparation ProductsBupropion
[2-(3-CHLORO-PHENYL)-ETHYL]-ETHYL-AMINE 2-Ethylphenylhydrazine hydrochloride [2-(3-CHLORO-PHENYL)-ETHYL]-METHYL-AMINE Topotecan hydrochloride BUPROPION HYDROCHLORIDE RELATED COMPOUND F (30 MG) (1-(3-CHLOROPHENYL)-1-HYDROXY-2-PROPA-NONE) Phenylacetone Sibutramine hydrochloride Tramadol hydrochloride ALTRENOGEST ETHANONE, 2-(ETHYLAMINO)-1-PHENYL-, HYDROCHLORIDE BUPROPION HYDROCHLORIDE RELATED COMPOUND A (15 MG) (2-(TERT-BUTYLAMINO)-4'-CHLOROPROPIOPHE-NONE HYDROCHLORIDE) Amfepramone hydrochloride 2-AMINO-1-(3-CHLORO-PHENYL)-ETHANONE HYDROCHLORIDE (+/-)-2-(METHYLAMINO)PROPIOPHENONE HYDROCHLORIDE 1-(3-chlorophenyl)propan-2-amine Diphenhydramine Hydrochloride AMINO ACIDS DI-TERT-BUTYL ETHER

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