MedKoo Cat#: 328703 | Name: Levosalbutamol Hydrochloride
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Levosalbutamol Hydrochloride, also known as (R)-albuterol, is a β2-adrenergic receptor (β-AR) agonist used to treat asthma and chronic obstructive pulmonary disease.

Chemical Structure

Levosalbutamol Hydrochloride
CAS#50293-90-8 (HCl)

Theoretical Analysis

MedKoo Cat#: 328703

Name: Levosalbutamol Hydrochloride

CAS#: 50293-90-8 (HCl)

Chemical Formula: C13H22ClNO3

Exact Mass:

Molecular Weight: 275.77

Elemental Analysis: C, 56.62; H, 8.04; Cl, 12.85; N, 5.08; O, 17.40

Price and Availability

Size Price Availability Quantity
10mg USD 250.00 2 Weeks
25mg USD 450.00 2 Weeks
50mg USD 800.00 2 Weeks
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Related CAS #
50293-90-8(HCl) 34391-04-3(free base)
Synonym
Levosalbutamol Hydrochloride; Xopenex; (R)-albuterol; R-albuterol; R albuterol
IUPAC/Chemical Name
(R)-4-(2-(tert-butylamino)-1-hydroxyethyl)-2-(hydroxymethyl)phenol hydrochloride
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
SMILES Code
O[C@@H](CNC(C)(C)C)C1=CC=C(O)C(CO)=C1.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Related CAS# 34391-04-3 (Levosalbutamol) 50293-90-8 (Levosalbutamol Hydrochloride)
Product Data
Biological target:
Levalbuterol ((R)-Albuterol) hydrochloride is a short-acting β2-adrenergic receptor agonist and the active (R)-enantiomer of Salbutamol.
In vitro activity:
Treatment of transformed murine Club cells (MTCC) with (R)-albuterol (levalbuterol), but not with (S)- or a mixture of (R + S)- (racemic) albuterol, augmented mRNA expression of 11β-HSD1. These results demonstrate that levalbuterol augments expression of 11β-HSD1 in airway epithelial cells, reducing LPS-induced NF-κB transcriptional activity and pro-inflammatory cytokine production through the conversion of inactive 11-keto corticosteroids into the active 11-hydroxy form in this cell type. Reference: Front Endocrinol (Lausanne). 2015 Jan 12;5:236. https://pubmed.ncbi.nlm.nih.gov/25628603/
In vivo activity:
Mice (C57BL/6) sensitized and aerosol challenged with the allergen ovalbumin (OVA) or phosphate buffered saline (PBS) were treated with (R)-albuterol, (S)-albuterol or (R+S)-albuterol. In activated T cells, (R)-albuterol administration decreased levels of inflammatory cytokines and NF-kappaB activity. These studies suggest that (R)-albuterol decreases cytokine secretion and NF-kappaB activity in T cells. Reference: Respir Res. 2008 Jan 14;9(1):3. https://pubmed.ncbi.nlm.nih.gov/18194569/
Solvent mg/mL mM comments
Solubility
DMSO 20.0 72.52
Ethanol 12.0 43.51
PBS (pH 7.2) 3.0 10.88
Water 100.0 362.62
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 275.77 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Flydal MI, Kråkenes TA, Tai MDS, Tran MPA, Teigen K, Martinez A. Levalbuterol lowers the feedback inhibition by dopamine and delays misfolding and aggregation in tyrosine hydroxylase. Biochimie. 2021 Apr;183:126-132. doi: 10.1016/j.biochi.2020.12.002. Epub 2020 Dec 10. PMID: 33309753. 2. Randall MJ, Kostin SF, Burgess EJ, Hoyt LR, Ather JL, Lundblad LK, Poynter ME. Anti-inflammatory effects of levalbuterol-induced 11β-hydroxysteroid dehydrogenase type 1 activity in airway epithelial cells. Front Endocrinol (Lausanne). 2015 Jan 12;5:236. doi: 10.3389/fendo.2014.00236. PMID: 25628603; PMCID: PMC4290686. 3. Ferrada MA, Gordon EL, Jen KY, He HZ, Lu X, Barone LM, Amirifeli S, Perkins DL, Finn PW. (R)-albuterol decreases immune responses: role of activated T cells. Respir Res. 2008 Jan 14;9(1):3. doi: 10.1186/1465-9921-9-3. PMID: 18194569; PMCID: PMC2253534.
In vitro protocol:
1. Flydal MI, Kråkenes TA, Tai MDS, Tran MPA, Teigen K, Martinez A. Levalbuterol lowers the feedback inhibition by dopamine and delays misfolding and aggregation in tyrosine hydroxylase. Biochimie. 2021 Apr;183:126-132. doi: 10.1016/j.biochi.2020.12.002. Epub 2020 Dec 10. PMID: 33309753. 2. Randall MJ, Kostin SF, Burgess EJ, Hoyt LR, Ather JL, Lundblad LK, Poynter ME. Anti-inflammatory effects of levalbuterol-induced 11β-hydroxysteroid dehydrogenase type 1 activity in airway epithelial cells. Front Endocrinol (Lausanne). 2015 Jan 12;5:236. doi: 10.3389/fendo.2014.00236. PMID: 25628603; PMCID: PMC4290686.
In vivo protocol:
1. Ferrada MA, Gordon EL, Jen KY, He HZ, Lu X, Barone LM, Amirifeli S, Perkins DL, Finn PW. (R)-albuterol decreases immune responses: role of activated T cells. Respir Res. 2008 Jan 14;9(1):3. doi: 10.1186/1465-9921-9-3. PMID: 18194569; PMCID: PMC2253534.
1: Brunetti L, Poiani G, Dhanaliwala F, Poppiti K, Kang H, Suh DC. Clinical outcomes and treatment cost comparison of levalbuterol versus albuterol in hospitalized adults with chronic obstructive pulmonary disease or asthma. Am J Health Syst Pharm. 2015 Jun 15;72(12):1026-35. doi: 10.2146/ajhp140551. PubMed PMID: 26025994. 2: Yuan J, Lu ZK, Zhang Y, Wu J, Love BL, Schulz RM. Clinical outcomes of levalbuterol versus racemic albuterol in pediatric patients with asthma: Propensity score matching approach in a medicaid population. Pediatr Pulmonol. 2016 Oct 4. doi: 10.1002/ppul.23565. PubMed PMID: 27701831. 3: Arroyo MG, Couëtil LL, Nogradi N, Kamarudin MM, Ivester KM. Efficacy of Inhaled Levalbuterol Compared to Albuterol in Horses with Recurrent Airway Obstruction. J Vet Intern Med. 2016 Jul;30(4):1333-7. doi: 10.1111/jvim.14320. Epub 2016 Jun 9. PubMed PMID: 27282625. 4: New drug overview. Levalbuterol hydrochloride. Am J Health Syst Pharm. 1999 Jun 15;56(12):1191. PubMed PMID: 10484651. 5: Handley DA, Morley J, Vaickus L. Levalbuterol hydrochloride. Expert Opin Investig Drugs. 1998 Dec;7(12):2027-41. PubMed PMID: 15991945. 6: Slattery D, Wong SW, Colin AA. Levalbuterol hydrochloride. Pediatr Pulmonol. 2002 Feb;33(2):151-7. Review. PubMed PMID: 11802253. 7: Kelly A, Kennedy A, John BM, Duane B, Lemanowicz J, Little J. A comparison of heart rate changes associated with levalbuterol and racemic albuterol in pediatric cardiology patients. Ann Pharmacother. 2013 May;47(5):644-50. doi: 10.1345/aph.1S003. Epub 2013 Apr 23. PubMed PMID: 23613097. 8: Jat KR, Khairwa A. Levalbuterol versus albuterol for acute asthma: a systematic review and meta-analysis. Pulm Pharmacol Ther. 2013 Apr;26(2):239-48. doi: 10.1016/j.pupt.2012.11.003. Epub 2012 Nov 30. Review. PubMed PMID: 23207739. 9: Raffay T, Kc P, Reynolds J, Di Fiore J, MacFarlane P, Martin RJ. Repeated β2-adrenergic receptor agonist therapy attenuates the response to rescue bronchodilation in a hyperoxic newborn mouse model. Neonatology. 2014;106(2):126-32. doi: 10.1159/000362684. Epub 2014 Jun 20. PubMed PMID: 24969536; PubMed Central PMCID: PMC4134388. 10: Broski SE, Amundson DE. Paradoxical response to levalbuterol. J Am Osteopath Assoc. 2008 Apr;108(4):211-3. Erratum in: J Am Osteopath Assoc.2008 May;108(5): 266. PubMed PMID: 18443029. 11: Randall MJ, Kostin SF, Burgess EJ, Hoyt LR, Ather JL, Lundblad LK, Poynter ME. Anti-inflammatory effects of levalbuterol-induced 11β-hydroxysteroid dehydrogenase type 1 activity in airway epithelial cells. Front Endocrinol (Lausanne). 2015 Jan 12;5:236. doi: 10.3389/fendo.2014.00236. eCollection 2014. PubMed PMID: 25628603; PubMed Central PMCID: PMC4290686. 12: Pagán Rivera BL, Anselmi FJ, Torres Mdel M, Segarra A, Rivera JR. Usefulness Of Glucocorticoids In The Management Of Foreign Body Aspiration. Bol Asoc Med P R. 2015 Jul-Sep;107(3):24-7. Review. PubMed PMID: 26742192. 13: Yuan J, Lu K. Economic Impact of Levalbuterol Versus Albuterol in Low-Income Population. Value Health. 2014 Nov;17(7):A781. doi: 10.1016/j.jval.2014.08.376. Epub 2014 Oct 26. PubMed PMID: 27202897. 14: Hardasmalani MD, DeBari V, Bithoney WG, Gold N. Levalbuterol versus racemic albuterol in the treatment of acute exacerbation of asthma in children. Pediatr Emerg Care. 2005 Jul;21(7):415-9. PubMed PMID: 16027572. 15: Bio LL, Willey VJ, Poon CY. Comparison of levalbuterol and racemic albuterol based on cardiac adverse effects in children. J Pediatr Pharmacol Ther. 2011 Jul;16(3):191-8. doi: 10.5863/1551-6776-16.3.191. PubMed PMID: 22479161; PubMed Central PMCID: PMC3292530.