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Bupropion Hydrochloride

HCID 62884
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
234447-17-7
標準SMILES
CC(NC(C)(C)C)C(=O)c1cccc(Cl)c1.Cl
InChIKey
HEYVINCGKDONRU-UHFFFAOYSA-N
分子式
C13H19Cl2NO
平均分子量
276.2 g/mol
単同位体質量
275.08436959

概要

Bupropion hydrochloride is an aromatic ketone.

名称と識別子

優先名称
Bupropion Hydrochloride
IUPAC
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one;hydrochloride

名称と別名

Bupropion hydrochloride31677-93-7Bupropion HclAmfebutamone hydrochlorideWellbutrin XLWellbutrin SRForfivo XLMysimbaBudeprion XLBW 323DTXSID6044561ZG7E5POY8O
名称をさらに表示
NSC-315851BW323BW-323DTXCID4024561NSC315851CONTRAVE COMPONENT BUPROPION HYDROCHLORIDEAppbutamoneForfivo

データベース識別子

CAS
234447-17-7、31677-93-7、34841-36-6、34911-55-2
PubChem CID
62884
DTXSID
DTXSID6044561
ChEMBL
CHEMBL1698
ChEBI
CHEBI:3220
UNII
ZG7E5POY8O
EC Number
250-759-9、252-243-9

物性

構造計算による物性

極性表面積
29.1 Ų
水素結合供与体数
2
水素結合受容体数
2
回転可能結合数
4
重原子数
17
形式電荷
0
複雑度
247

実験および物理化学的性質

Human Drugs · 4 件

Breast Feeding; Lactation; Milk, Human; Antidepressive Agents; Antidepressive Agents, Second-Generation; Dopamine Uptake Inhibitors; Smoking Cessation Agents

FDA approved drugs -> Active ingredient

EMA approved medicines: Human medicine

FDA approved drugs -> Active ingredient

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 48.1% (52 of 108) of reports.

Warning

H302 (51.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 108 reports by companies from 10 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (51.9%)

毒性情報

Treatment · 1 件

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 件

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.

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

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 · 6 件

BUPROPION HCL

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

BUPROPION HYDROCHLORIDE

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

BUPROPION HYDROCHLORIDE SR

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

MeSH Pharmacological Classification · 5 件

Substances that facilitate the cessation of tobacco smoking.

A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake.

Drugs that block the transport of DOPAMINE into axon terminals or into storage vesicles within terminals. Most of the ADRENERGIC UPTAKE INHIBITORS also inhibit dopamine uptake.

Agents that increase energy expenditure and weight loss by neural and metabolic regulation.

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP2D6.

用途と製造

関連反応

41 件
反応記録を作成
HRID 11207 の反応式
HRID 11207反応物としてuspto-grants-2006_08
HRID 17019 の反応式
HRID 17019生成物としてuspto-grants-2010_06
HRID 24273 の反応式
HRID 24273反応物としてuspto-grants-2005_02
HRID 229563 の反応式
HRID 229563反応物としてuspto-grants-2009_07
HRID 229564 の反応式
HRID 229564反応物としてuspto-grants-2009_07
HRID 243571 の反応式
HRID 243571反応物としてuspto-grants-2014_02
HRID 650503 の反応式
HRID 650503反応物としてuspto-grants-2001_08
HRID 732161 の反応式
HRID 732161反応物としてuspto-grants-2009_09
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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
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).
Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Bupropion hydrochloride

vLess-DILI-concern

5

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Uses
For the treatment of depression and as aid to smoking cessation.