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基本情報
- CAS
50293-90-8- 標準SMILES
CC(C)(C)NC[C@H](O)c1ccc(O)c(CO)c1.Cl- InChIKey
OWNWYCOLFIFTLK-YDALLXLXSA-N- 分子式
- C13H22ClNO3
- 平均分子量
- 275.77 g/mol
- 単同位体質量
- 275.12882124
概要
Levalbuterol Hydrochloride is the hydrochloride salt form of levalbuterol, a relatively selective sympathomimetic beta-2 adrenergic receptor agonist with bronchodilator activity. Levalbuterol hydrochloride binds to beta-2 adrenergic receptors in bronchial smooth muscle and activates intracellular adenyl cyclase, thereby increasing the production of cyclic-3', 5'-adenosine monophosphate (cAMP). Increased cAMP levels lead to the activation of protein kinase A, which inhibits the phosphorylation of myosin and lowers intracellular ionic calcium concentrations, resulting in relaxation of bronchial smooth muscles. The increased cyclic AMP concentrations also inhibit the release of inflammatory mediators from mast cells.
名称と識別子
- 優先名称
- Levalbuterol Hydrochloride
- IUPAC
- 4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol;hydrochloride
名称と別名
Levalbuterol hydrochloride50293-90-8Levalbuterol HClXopenexLevosalbutamol Hydrochloride(-)-Salbutamol hydrochlorideAlbuterol hydrochloride, r-WDQ1526QJMNSC-759255Albuterol (r)-form hydrochlorideDTXSID20198296RefChem:56699
名称をさらに表示
Levalbuterol Inhalation SolutionDTXCID501207871,3-Benzenedimethanol, alpha1-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-, Hydrochloride,(alpha1R)-(R)-Albuterol Hydrochloride(R)-Salbutamol hydrochlorideSalbutamol (hydrochloride)R-albuterol hydrochloride(R)-4-(2-(tert-Butylamino)-1-hydroxyethyl)-2-(hydroxymethyl)phenol hydrochloride
データベース識別子
- CAS
50293-90-8- PubChem CID
- 123601
- DTXSID
DTXSID20198296- ChEMBL
CHEMBL1201061- UNII
- WDQ1526QJM
- EC Number
- 627-135-3
物性
構造計算による物性補完中
- 極性表面積
- 72.7 Ų
- 水素結合供与体数
- 5
- 水素結合受容体数
- 4
- 回転可能結合数
- 5
- 重原子数
- 18
- 形式電荷
- 0
- 複雑度
- 227
実験および物理化学的性質
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section158.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
安全と法規制
GHS分類
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (100%)
毒性情報
Exposure RoutesSystemic absorption is rapid following aerosol administration.
Toxicity Summary
Salbutamol is a beta(2)-adrenergic agonist and thus it stimulates beta(2)-adrenergic receptors. Binding of albuterol to beta(2)-receptors in the lungs results in relaxation of bronchial smooth muscles. It is believed that salbutamol increases cAMP production by activating adenylate cyclase, and the actions of salbutamol are mediated by cAMP. Increased intracellular cyclic AMP increases the activity of cAMP-dependent protein kinase A, which inhibits the phosphorylation of myosin and lowers intracellular calcium concentrations. A lowered intracellular calcium concentration leads to a smooth muscle relaxation and bronchodilation. In addition to bronchodilation, salbutamol inhibits the release of bronchoconstricting agents from mast cells, inhibits microvascular leakage, and enhances mucociliary clearance.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLD<sub>50</sub>=1100 mg/kg (orally in mice)
化学と産業
薬理情報
Metabolism/Metabolites
Hydrolyzed by esterases in tissue and blood to the active compound colterol. The drug is also conjugatively metabolized to salbutamol 4'-O-sulfate. Route of Elimination: Approximately 72% of the inhaled dose is excreted in the urine within 24 hours, 28% as unchanged drug and 44% as metabolite. Half Life: 1.6 hours
FDA Pharmacological Classification
LEVALBUTEROL HYDROCHLORIDE
beta2-Adrenergic Agonist [EPC]; Adrenergic beta2-Agonists [MoA]
LEVALBUTEROL INHALATION SOLUTION
Adrenergic beta2-Agonists [MoA]; beta2-Adrenergic Agonist [EPC]
用途と製造
UsesFor symptomatic relief and prevention of bronchospasm due to bronchial asthma, chronic bronchitis, and other chronic bronchopulmonary disorders such as COPD.
関連反応
4 件
化合物ノート
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