Broxaterol

Base Information

• Chemical Name: Broxaterol
• CAS No.: 76596-57-1
• Molecular Formula: C9H15 Br N2 O2
• Molecular Weight: 263.134
• Hs Code.: 2934999090
• European Community (EC) Number: 278-494-4
• UNII: ZE4IRB4DUC
• DSSTox Substance ID: DTXSID20868402
• Nikkaji Number: J23.273D
• Wikipedia: Broxaterol
• Wikidata: Q4976876
• NCI Thesaurus Code: C74195
• ChEMBL ID: CHEMBL2105475
• Mol file: 76596-57-1.mol

Synonyms:1-(3-bromo-5-isoxazolyl)-2-(tert-butylamino)ethanol hydrochloride;broxaterol;broxaterol monohydrochloride;broxaterol monohydrochloride, (+)-isomer;broxaterol monohydrochloride, (-)-isomer;broxaterol, (+)-isomer;broxaterol, (+-)-isomer;broxaterol, (-)-isomer

Chemical Property of Broxaterol

Chemical Property:

• Vapor Pressure: 3.81E-06mmHg at 25°C
• Boiling Point: 370.5°C at 760 mmHg
• Flash Point: 177.9°C
• PSA: 58.29000
• Density: 1.402g/cm³
• LogP: 2.24950
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 262.03169
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

98%Min ^*data from raw suppliers

Broxaterol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NCC(C1=CC(=NO1)Br)O
• Uses: Broxaterol is a β2-adrenergic agonist. However, it acts as an antagonist at the β1-subtype. Broxaterol is an effective bronchodilating drug.

Technology Process of Broxaterol

There total 6 articles about Broxaterol 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: 93.5%

1-(3-bromo-5-isoxazolyl)-2-bromoethanol (76596-55-9) + tert-butylamine (75-64-9) → Broxaterol (76596-57-1)

Guidance literature:

In methanol; for 3h; Heating;

DOI:10.1021/jo00272a037

Reference yield:

3-bromo-5-acetyl-isoxazole (76596-53-7) → Broxaterol (76596-57-1)

Guidance literature:

Multi-step reaction with 4 steps

1: bromine / CHCl₃; acetic acid / 0.17 h / 48 - 50 °C

2: 97.3 percent / NaBH₄ / methanol / 1 h / 20 °C

3: 14.25 g / sodium hydride / benzene / 3 h / Ambient temperature

4: 8 g / ethanol / 16 h / Heating

With sodium tetrahydroborate; bromine; sodium hydride; In methanol; ethanol; chloroform; acetic acid; benzene;

Reference yield:

3-bromo-5-(bromoacetyl)isoxazole (76596-54-8) → Broxaterol (76596-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 97.3 percent / NaBH₄ / methanol / 1 h / 20 °C

2: 14.25 g / sodium hydride / benzene / 3 h / Ambient temperature

3: 8 g / ethanol / 16 h / Heating

With sodium tetrahydroborate; sodium hydride; In methanol; ethanol; benzene;

upstream raw materials:

1-(3-bromo-5-isoxazolyl)-2-bromoethanol

tert-butylamine

2-(3-bromo-5-isoxazolyl)oxirane

3-bromo-5-acetyl-isoxazole

Refernces

• 1、 Amici, Marco De,Micheli, Carlo De,Carrea, Giacomo,Spezia, Sandro. "Chemoenzymatic Synthesis of Chiral Isoxazole Derivatives". . p. 2646 - 2650. Retrieved 2007/10/02.