Levosalbutamol HCl (Levosalbutamol)

Alias: Levalbuterol HCl; Levosalbutamol HCl; Xopenex; (R)-albuterol; R-albuterol; R albuterol
Cat No.:V5252 Purity: ≥98%
Levosalbutamol (also known as levalbuterol),the R-enantiomer of racemic salbutamol (albuterol),is a short-acting β2 adrenergic receptor agonist used in the treatment of asthma and chronic obstructive pulmonary disease (COPD).
Levosalbutamol HCl (Levosalbutamol) Chemical Structure CAS No.: 50293-90-8
Product category: Adrenergic Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
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25mg
50mg
100mg
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Other Forms of Levosalbutamol HCl (Levosalbutamol):

  • Levosalbutamol tartrate (levalbuterol)
  • Levalbuterol
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Levosalbutamol (also known as levalbuterol), the R-enantiomer of racemic salbutamol (albuterol), is a short-acting β2 adrenergic receptor agonist used in the treatment of asthma and chronic obstructive pulmonary disease (COPD). Salbutamol has been sold as a racemic mixture even though the (R)-enantiomer has nearly all of the beta2-agonist activity. Levosalbutamol (levalbuterol) is an enantiomerically pure (R)-salbutamol formulation that was developed in response to salbutamol's enantioselective disposition and the potential for negative effects associated with (S)-salbutamol.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Levalbuterol hydrochloride (10 μM; 24 hours) causes 11β-HSD1 mRNA expression in airway epithelial cells, but not 11β-HSD2 expression[1].
Levalbuterol (10 μM; 24 hours) hydrochloride decreases NF-κB activity induced by TNF-α and LPS significantly while increasing GRE activation in a manner dependent on 11β-HSD1 in a transformed mouse airway epithelial cell line[1].
ln Vivo
Levalbuterol hydrochloride (subcutaneous injection; 1 mg/kg; 14 days) dramatically reduces pulmonary inflammation in OVA mice, as evidenced by a drop in IgE and eosinophilia[2].
Cell Assay
Cell Line: Murine Club (MTCC) cells
Concentration: 10 μM
Incubation Time: 24 hours
Result: Increased 11β-HSD1 mRNA expression selectively.
Animal Protocol
C57BL/6 female mice with a pulmonary allergic model
1 mg/kg
Subcutaneous injection; 1 mg/kg; 14 days
References

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

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C13H22CLNO3
Molecular Weight
275.77
Exact Mass
275.13
Elemental Analysis
C, 56.62; H, 8.04; Cl, 12.85; N, 5.08; O, 17.40
CAS #
50293-90-8
Related CAS #
Levalbuterol tartrate; 661464-94-4; Levalbuterol; 34391-04-3; 50293-90-8(HCl)
Appearance
Solid powder
SMILES
CC(C)(C)NC[C@@H](C1=CC(=C(C=C1)O)CO)O.Cl
InChi Key
OWNWYCOLFIFTLK-YDALLXLXSA-N
InChi Code
InChI=1S/C13H21NO3.ClH/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15;/h4-6,12,14-17H,7-8H2,1-3H3;1H/t12-;/m0./s1
Chemical Name
4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol;hydrochloride
Synonyms
Levalbuterol HCl; Levosalbutamol HCl; Xopenex; (R)-albuterol; R-albuterol; R albuterol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O: ~100 mg/mL (~362.6 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (362.62 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6262 mL 18.1311 mL 36.2621 mL
5 mM 0.7252 mL 3.6262 mL 7.2524 mL
10 mM 0.3626 mL 1.8131 mL 3.6262 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00665600 Completed Drug: Levalbuterol HCl
Drug: Albuterol Sulfate
Drug: Placebo
Chronic Obstructive Pulmonary
Disease (COPD)
Sumitomo Pharma America, Inc. February 2002 Phase 3
NCT00667797 Completed Drug: levalbuterol HCl
Drug: albuterol Sulfate
Asthma
COPD
Sumitomo Pharma America, Inc. March 2003 Phase 4
NCT00667407 Recruiting Drug: Levalbuterol 1.25 mg
Drug: Racemic Albuterol Sulfate
Asthma Sumitomo Pharma America, Inc. November 2000 Phase 3
NCT01076322 Not yet recruiting Drug: Meptin® Swinghaler
Drug: Ventolin® MDI
Asthma Taiwan Otsuka Pharm. Co., Ltd March 2009 Phase 3
NCT00583947 Not yet recruiting Drug: arformoterol
Drug: levalbuterol
Asthma Sumitomo Pharma America, Inc. January 2008 Phase 2
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