Bufuralol hydrochloride

Base Information

• Chemical Name: Bufuralol hydrochloride
• CAS No.: 60398-91-6
• Molecular Formula: C16H23 N O2 . Cl H
• Molecular Weight: 297.825
• European Community (EC) Number: 262-216-3,686-873-4
• UNII: G66IY7Q7S4
• DSSTox Substance ID: DTXSID50975052
• Wikidata: Q27278828
• Mol file: 60398-91-6.mol

Synonyms:bufuralol;bufuralol, (DL)-(+-)-isomer;bufuralol, hydrochloride;bufuralol, hydrochloride, (D)-(+)-isomer;bufuralol, hydrochloride, (DL)-(+-)-isomer;bufuralol, hydrochloride, (L)-(-)-isomer;Ro 3-4787

Chemical Property of Bufuralol hydrochloride

Chemical Property:

• Melting Point: 143-146 °C
• Boiling Point: 393.2oC at 760 mmHg
• Flash Point: 191.6oC
• PSA: 45.40000
• LogP: 4.60960
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 297.1495567
• Heavy Atom Count: 20
• Complexity: 287

Purity/Quality:

98%,99%, ^*data from raw suppliers

BufuralolHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1=CC=CC2=C1OC(=C2)C(CNC(C)(C)C)O.Cl
• Description: Bufuralol hydrochloride (Ro 3-4787 hydrochloride) is a potent non-selective, orally active β-adrenoreceptor antagonist with partial agonist activity. Bufuralol hydrochloride is a CYP2D6 probe substrate.
• Uses: CYP2D6 substrate

Technology Process of Bufuralol hydrochloride

There total 15 articles about Bufuralol 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: 93.0%

1-(5-Bromo-7-ethyl-benzofuran-2-yl)-2-tert-butylamino-ethanol; hydrochloride (137740-36-4) → Bufuralol hydrochloride (60398-91-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 0.25h; under 775.7 Torr;

DOI:10.1002/jhet.5570280535

Reference yield:

4-bromo-2-ethylphenol (18980-21-7) → Bufuralol hydrochloride (60398-91-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 61 percent / hexamethylenetetramine, glacial acetic acid, sulfuric acid / 18 h / 25 °C

2: 80 percent / potassium carbonate, N, N-dimethylformamide / 1.5 h / Heating

3: 49 percent / trifluoroacetic acid / 0.25 h / Heating

4: 1) sodium methylsulfinylmethide / 1) dimethyl sulfoxide, tetrahydrofuran, 0 deg C, 2 min, 2) tetrahydrofuran, 0 deg C, 30 min, then 24 deg C, 1 h

5: hexane; methanol / 14 h / Heating

6: hydrochloric acid / ethanol

7: 93 percent / hydrogen / 5 percent palladium on carbon / ethanol / 0.25 h / 775.7 Torr

With hydrogenchloride; hexamethylenetetramine; sulfuric acid; dimsylsodium; hydrogen; potassium carbonate; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethanol; hexane;

DOI:10.1002/jhet.5570280535

Reference yield:

5-bromo-7-ethyl-2-(1,2-epoxyethyl)benzofuran (69543-78-8) → Bufuralol hydrochloride (60398-91-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hexane; methanol / 14 h / Heating

2: hydrochloric acid / ethanol

3: 93 percent / hydrogen / 5 percent palladium on carbon / ethanol / 0.25 h / 775.7 Torr

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; ethanol; hexane;

DOI:10.1002/jhet.5570280535

upstream raw materials:

1-(5-Bromo-7-ethyl-benzofuran-2-yl)-2-tert-butylamino-ethanol; hydrochloride

5-bromo-7-ethyl-2-(1,2-epoxyethyl)benzofuran

5-bromo-2-(2-tert-butylamino-1-hydroxyethyl)-7-ethylbenzofuran

5-bromo-3-ethylsalicylaldehyde

Refernces