Levalbuterol Hydrochloride

Names

[ Name ]:
Levalbuterol Hydrochloride

[Synonym ]:
MFCD08067728
(R)-Albuterol hydrochloride
levosalbutamol hydrochloride
Levalbuterol Hydrochloride
(-)-a1-(((1,1-Dimethylethyl)amino)methyl)-4-hydroxy-1,3-benzenedimethanol Hydrochloride
4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol hydrochloride
1,3-benzenedimethanol, α-[[(1,1-dimethylethyl)amino]methyl]-4-hydroxy-, (αR)-, hydrochloride
1,3-Benzenedimethanol, α-[[(1,1-dimethylethyl)amino]methyl]-4-hydroxy-, (αR)-, hydrochloride (1:1)
(R)-Salbutamol hydrochloride
2-(Hydroxymethyl)-4-{(1R)-1-hydroxy-2-[(2-methyl-2-propanyl)amino]ethyl}phenol hydrochloride (1:1)
Levalbuterol HCl
(-)-Salbutamol hydrochloride
(r)-(-)-a1-((tert-butylamino)methyl)-4-hydroxy-m-xylene-a,a'-diol hydrochloride
2-(Hydroxymethyl)-4-{(1R)-1-hydroxy-2-[(2-methyl-2-propanyl)amino]ethyl}phenol hydrochloride
4-[(1R)-2-(tert-Butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol hydrochloride (1:1)
UNII-WDQ1526QJM
(a1R)-a1-[[(1,1-Dimethylethyl)amino]methyl]-4-hydroxy-1,3-benzenedimethanol Hydrochloride
Xopenex
R-albuterol hydrochloride
(R)-salbutamol hydrochloride Levosalbutamol hydrochloride

Biological Activity

[Description]:

Levalbuterol ((R)-Albuterol) hydrochloride is a short-acting β2-adrenergic receptor agonist and the active (R)-enantiomer of Salbutamol. Levalbuterol hydrochloride is a more potent bronchodilator than Salbutamol and has the potential for the treatment of COPD[1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Inflammation/Immunology

[In Vitro]

Levalbuterol (10 μM; 24 hours) hydrochloride induces 11β-HSD1 mRNA expression, however, it does not influence 11β-HSD2expression in airway epithelial cells[1]. Levalbuterol (10 μM; 24 hours) hydrochloride significantly reduces both LPS- and TNF-α-induced NF-κB activity while increasing GRE activation in an 11β-HSD1 dependent manner in a transformed mouse airway epithelial cell line[1]. RT-PCR[1] Cell Line: Murine Club (MTCC) cells Concentration: 10 μM Incubation Time: 24 hours Result: Increased 11β-HSD1 mRNA expression selectively.

[In Vivo]

Levalbuterol (subcutaneous injection; 1 mg/kg; 14 days) hydrochloride significantly decreases pulmonary inflammation in OVA mice, demonstrated a decrease in eosinophilia and IgE[2]. Animal Model: C57BL/6 female mice with a pulmonary allergic model[2] Dosage: 1 mg/kg Administration: Subcutaneous injection; 1 mg/kg; 14 days Result: Decreased pulmonary inflammation after OVA sensitization.

[References]

[1]. Randall MJ, et, al. Anti-inflammatory effects of levalbuterol-induced 11β-hydroxysteroid dehydrogenase type 1 activity in airway epithelial cells. Front Endocrinol (Lausanne). 2015 Jan 12;5:236.

[2]. Ferrada MA, et, al. (R)-albuterol decreases immune responses: role of activated T cells. Respir Res. 2008 Jan 14;9(1):3.

Chemical & Physical Properties

[ Boiling Point ]:
433.5ºC at 760 mmHg

[ Melting Point ]:
169-171ºC

[ Molecular Formula ]:
C₁₃H₂₂ClNO₃

[ Molecular Weight ]:
275.772

[ Exact Mass ]:
275.128815

[ PSA ]:
72.72000

[ LogP ]:
2.49890

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H315-H318-H335

[ Precautionary Statements ]:
P280-P301 + P312 + P330-P305 + P351 + P338 + P310

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22-37/38-41

[ Safety Phrases ]:
26-39

[ RIDADR ]:
NONH for all modes of transport

Articles

Levalbuterol versus racemic albuterol in the treatment of acute exacerbation of asthma in children.

Pediatr. Emerg. Care 21(7) , 415-9, (2005)

To compare levalbuterol and racemic albuterol for the treatment of acute exacerbation of asthma in pediatric population.Prospective, double-blind, randomized research trial in a pediatric emergency de...

Related Compounds

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