Levalbuterol hydrochloride

Base Information

• Chemical Name: Levalbuterol hydrochloride
• CAS No.: 50293-90-8
• Molecular Formula: C₁₃H₂₁NO₃*ClH
• Molecular Weight: 275.776
• Hs Code.: 2922504500
• European Community (EC) Number: 627-135-3
• NSC Number: 759255
• UNII: WDQ1526QJM
• DSSTox Substance ID: DTXSID20198296
• Wikidata: Q27292577
• NCI Thesaurus Code: C47580
• RXCUI: 237160
• ChEMBL ID: CHEMBL1201061
• Mol file: 50293-90-8.mol

Synonyms:Hydrochloride, Levalbuterol;Hydrochloride, Levosalbutamol;Levalbuterol;Levalbuterol Hydrochloride;Levosalbutamol Hydrochloride;Xopenex

Chemical Property of Levalbuterol hydrochloride

Chemical Property:

• Melting Point: 169-171 °C
• Boiling Point: 433.5 °C at 760 mmHg
• Flash Point: 159.5 °C
• PSA: 72.72000
• LogP: 2.49890
• Storage Temp.: -20?C Freezer
• Solubility.: H2O: ≥15mg/mL
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 275.1288213
• Heavy Atom Count: 18
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

(R)-AlbuterolHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NCC(C1=CC(=C(C=C1)O)CO)O.Cl
• Isomeric SMILES: CC(C)(C)NC[C@@H](C1=CC(=C(C=C1)O)CO)O.Cl
• Recent ClinicalTrials: Efficacy and Safety of Levalbuterol in Chronic Obstructive Pulmonary Disease (COPD)
• Description: Salbutamol is an agonist of the β2-adrenergic receptor (β2-AR; Kd = 759 nM in a radioligand binding assay using CHO cells expressing the human receptor). It is selective for β2-ARs over β1- and β3-ARs (Kds = 46.8 and 21.9 μM, respectively). Salbutamol (25-50 μg/kg, i.v.) reduces acetylcholine-induced bronchospasm in anesthetized guinea pigs. It also reduces response of bronchial muscle to efferent vagal stimulation in anesthetized cats and dogs when administered at doses ranging from 1 to 2.5 and 10 to 20 μg/kg, respectively. Nebulized salbutamol reduces transpulmonary pressure in recurrent airway obstruction-affected horses (EC50 = 39.7 μg). Formulations containing salbutamol have been used in the treatment of asthma and chronic obstructive pulmonary disease (COPD).
• Uses: bronchodilator, tocolytic β2-agonist, bronchodilator
• Therapeutic Function: Bronchodilator

Technology Process of Levalbuterol hydrochloride

There total 16 articles about Levalbuterol hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.6%

→ levosalbutamol hydrochloride (50293-91-9,51293-66-4,50293-90-8)

Guidance literature:

Reference yield: 95.96%

(R)-1-[4-benzyloxy-3-benzyloxymethylphenyl]-2-tert-butylaminoethanol → levosalbutamol hydrochloride (50293-91-9,51293-66-4,50293-90-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; under 3225.32 Torr;

Reference yield: 94.18%

(R)-1-[4-benzyloxy-3-hydroxymethylphenyl]-2-tert-butylaminoethanol (174607-68-2) → levosalbutamol hydrochloride (50293-91-9,51293-66-4,50293-90-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; under 3225.32 Torr;

upstream raw materials:

2-(tert-butylamino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanol

4-hydroxy-3-hydroxymethylacetophenone

1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone

Levalbuterol

Refernces

• 1、 -. "(R)- albuterol hydrochloride asymmetric preparation method (by machine translation)". Paragraph 0040; 0043. . Retrieved 2017/08/25.
• 2、 -. "Levalbuterol intermediate and synthetic method of levalbuterol hydrochloride". Paragraph 0069; 0070; 0071; 0072. . Retrieved 2017/08/25.