Bupropion Hydrobromide
Grundinformationen
- CAS
905818-69-1- Standard-SMILES
Br.CC(NC(C)(C)C)C(=O)c1cccc(Cl)c1- InChIKey
WSTCENNATOVXKQ-UHFFFAOYSA-N- Summenformel
- C13H19BrClNO
- Durchschnittliche Molmasse
- 320,65 g/mol
- Monoisotopische Masse
- 319,03385401
Überblick
Bupropion Hydrobromide is the hydrobromide salt of an aminoketone with antidepressant activity. The molecular mechanism of the antidepressant effect of bupropion is unknown. This agent does not inhibit monoamine oxidase and, compared to classical tricyclic antidepressants, is a weak blocker of the neuronal uptake of serotonin and norepinephrine. Buproprion also weakly inhibits the neuronal re-uptake of dopamine.
Namen und Bezeichner
- Bevorzugter Name
- Bupropion Hydrobromide
- IUPAC
- 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one;hydrobromide
- Englischer Name
- Bupropion HydrobroMide
- Summenformel
- C13H19BrClNO
- Molmasse
- 320.65306
Namen und Synonyme
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Datenbank-Bezeichner
- CAS
905818-69-1- PubChem CID
- 11984562
- DTXSID
DTXSID20920317- ChEMBL
CHEMBL1201735- UNII
- E70G3G5863
- EC Number
- 111-003-2
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 29,1 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 17
- Formalladung
- 0
- Komplexität
- 247
Experimentelle und physikochemische Eigenschaften
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physikochemische Eigenschaften
- storage temp.
- 2 · 2-30°C
- Major Application
- pharmaceutical
- InChI
- 1S/C13H18ClNO.BrH/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10;/h5-9,15H,1-4H3;1H
- InChIKey
- WSTCENNATOVXKQ-UHFFFAOYSA-N
- SMILES
- [Br-].Clc1cc(ccc1)C(=O)C([N+H2]C(C)(C)C)C
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Toxikologische Informationen
Treatment
Ensure an adequate airway, oxygenation, and ventilation. Monitor cardiac rhythm and vital signs. EEG monitoring is also recommended for the first 48 hours post-ingestion. General supportive and symptomatic measures are also recommended. Induction of emesis is not recommended. Activated charcoal should be administered. There is no experience with the use of forced diuresis, dialysis, hemoperfusion, or exchange transfusion in the management of bupropion overdoses. No specific antidotes for bupropion are known. Due to the dose-related risk of seizures with Bupropion, hospitalization following suspected overdose should be considered. Based on studies in animals, it is recommended that seizures be treated with intravenous benzodiazepine administration and other supportive measures, as appropriate. (L1712)
Toxicity Summary
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 norepinephrine may attenuate nicotine withdrawal symptoms and the increase in dopamine at neuronal sites may reduce nicotine cravings and the urge to smoke. Bupropion exhibits moderate anticholinergic effects.
Sicherheitsdaten
- wgk
- WGK 3
- hs_code
- 2923900100
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
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
FDA Pharmacological Classification
BUPROPION HYDROBROMIDE
Increased Norepinephrine Activity [PE]; Increased Dopamine Activity [PE]; Norepinephrine Uptake Inhibitors [MoA]; Dopamine Uptake Inhibitors [MoA]; Aminoketone [EPC]
Verwendung und Herstellung
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