Bupropion Hydrobromide

HCID 11984562

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

Bupropion hydrobromide905818-69-1Aplenzinbupropion HBrAplenzin ERUNII-E70G3G5863BVF-033E70G3G5863BUPROPION HYDROBROMIDE (MART.)BUPROPION HYDROBROMIDE [MART.]BUPROPION HYDROBROMIDE (USP-RS)BUPROPION HYDROBROMIDE [USP-RS]
Weitere Namen anzeigen
Bupropion Impurity 43Amfebutamone hydrobromideBupropion Hydrobromide (1078846)2-(tert-Butylamino)-1-(3-chlorophenyl)propan-1-one hydrobromide
(2RS)-1-(3-CHLOROPHENYL)-2-((1,1-DIMETHYLETHYL)AMINO)PROPAN-1-ONE HBR1-PROPANONE, 1-(3-CHLOROPHENYL)-2-((1,1-DIMETHYLETHYL)AMINO)-, HBR (1:1)(2RS)-1-(3-CHLOROPHENYL)-2-((1,1-DIMETHYLETHYL)AMINO)PROPAN-1-ONE HYDROBROMIDE(2RS)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]propan-1-one hydrobromide1-PROPANONE, 1-(3-CHLOROPHENYL)-2-((1,1-DIMETHYLETHYL)AMINO)-, HYDROBROMIDE (1:1)1-Propanone, 1-(3-chlorophenyl)-2-[(1,1-dimethylethyl)amino]-, hydrobromide (1:1)APLENZINERRefChem:54575

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

Experimentelle und physikochemische Eigenschaften

Human Drugs · 2 Einträge

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 · 4 Einträge

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

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Toxikologische Informationen

Treatment · 1 Eintrag

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)

Exposure RoutesFor sustained release, peak plasma concentrations are achieved within 3 hours.
Toxicity Summary · 1 Eintrag

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.

Signs and SymptomsSymptoms of overdose include seizures, hallucinations, loss of consciousness, tachycardia, and cardiac arrest.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Sicherheitsdaten

wgk
WGK 3
hs_code
2923900100
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 Oral

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

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 · 2 Einträge

BUPROPION HYDROBROMIDE

Increased Norepinephrine Activity [PE]; Increased Dopamine Activity [PE]; Norepinephrine Uptake Inhibitors [MoA]; Dopamine Uptake Inhibitors [MoA]; Aminoketone [EPC]

Verwendung und Herstellung

UsesFor the treatment of depression and as aid to smoking cessation.

Anbieter17 Anbieter

杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]

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