Levalbuterol Hydrochloride

HCID 123601CAS 50293-90-8

기본 정보

표준 SMILES: CC(C)(C)NC[C@H](O)c1ccc(O)c(CO)c1.Cl
InChIKey: OWNWYCOLFIFTLK-YDALLXLXSA-N
분자식: C13H22ClNO3
평균 분자량: 275.77 g/mol
단동위원소 질량: 275.12882124

개요

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.

이름 및 식별자

우선 이름: Levalbuterol Hydrochloride
IUPAC: 4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol;hydrochloride

이름 및 동의어

Levalbuterol hydrochloride50293-90-8Levalbuterol HClXopenexLevosalbutamol Hydrochloride(-)-Salbutamol hydrochlorideAlbuterol hydrochloride, r-WDQ1526QJMNSC-759255Albuterol (r)-form hydrochlorideDTXSID20198296RefChem:56699

이름 더 보기

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

데이터베이스 식별자

CAS: 50293-90-8
PubChem CID: 123601
DTXSID: DTXSID20198296
ChEMBL: CHEMBL1201061
UNII: WDQ1526QJM
EC Number: 627-135-3

물성

구조 계산 물성

극성 표면적: 72.7 Å²
수소 결합 공여자 수: 5
수소 결합 수용자 수: 4
회전 가능 결합 수: 5
무거운 원자 수: 18
형식 전하: 0
복잡도: 227

실험 및 물리화학적 성질

Human Drugs · 2건

FDA approved drugs -> Active ingredient

Collision Cross Section158.1 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

독성 정보

Exposure RoutesSystemic absorption is rapid following aerosol administration.

Toxicity Summary · 1건

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)

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

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 · 4건

LEVALBUTEROL HYDROCHLORIDE

beta2-Adrenergic Agonist [EPC]; Adrenergic beta2-Agonists [MoA]

LEVALBUTEROL INHALATION SOLUTION

Adrenergic beta2-Agonists [MoA]; beta2-Adrenergic Agonist [EPC]

용도 및 제조

UsesFor symptomatic relief and prevention of bronchospasm due to bronchial asthma, chronic bronchitis, and other chronic bronchopulmonary disorders such as COPD.