Hydron;2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide;chloride

Base Information

• Chemical Name: Hydron;2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide;chloride
• CAS No.: 32780-64-6
• Molecular Formula: C19H24N2O3.ClH
• Molecular Weight: 364.872
• Hs Code.: 2924296000
• Mol file: 32780-64-6.mol

Synonyms:AKOS026749871

Chemical Property of Hydron;2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide;chloride

Chemical Property:

• Vapor Pressure: 4.75E-13mmHg at 25°C
• Melting Point: 187-189°
• Boiling Point: 552.7 °C at 760 mmHg
• Flash Point: 288.1 °C
• PSA: 95.58000
• LogP: 4.02860
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 364.1553704
• Heavy Atom Count: 25
• Complexity: 385

Purity/Quality:

98.5%-101.0% ^*data from raw suppliers

rac-LabetalolHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [H+].CC(CCC1=CC=CC=C1)NCC(C2=CC(=C(C=C2)O)C(=O)N)O.[Cl-]
• Uses: vasoconstrictor tropane alkaloid, anticholinergic drug
• Therapeutic Function: Alpha-adrenergic blocker, Beta-adrenergic blocker
• Clinical Use: #N/A
• Drug interactions: Labetalol is subject to considerable first-pass metabolism. It is metabolised mainly in the liver, the metabolites being excreted in the urine with only small amounts of unchanged labetalol; its major metabolite has not been found to have significant alpha- or beta-blocking effects. Excretion also occurs in the faeces via the bile

Technology Process of Hydron;2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide;chloride

There total 4 articles about Hydron;2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide;chloride 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: 67.0%

2-hydroxy-5-<acetyl>benzamide hydrochloride (32780-63-5) → labetalol hydrochloride (32780-64-6)

Guidance literature:

With hydrogen; platinum on activated charcoal; palladium oxide on charcoal; In ethanol; under 760 Torr; Ambient temperature;

DOI:10.1021/jm00348a013

Reference yield:

C19H22N2O3 (85665-85-6) → labetalol hydrochloride (32780-64-6)

Guidance literature:

C₁₉H₂₂N₂O₃; With water; sodium hydroxide; In methanol; at 1 - 20 ℃; for 0.5h;

With sodium tetrahydroborate; water; In methanol; at 15 - 25 ℃;

With hydrogenchloride; In methanol; water; at 20 ℃; for 2h; pH=2;

Reference yield:

PtO on carbon + 4-Phenyl-2-butanone (2550-26-7) + 5-(N,N-dibenzylamino)acetylsalicylamide (30566-92-8) → labetalol hydrochloride (32780-64-6)

Guidance literature:

With hydrogenchloride; hydrogen; trimethyleneglycol; In methanol; ethanol; acetic acid; ethyl acetate;

upstream raw materials:

2-hydroxy-5-<acetyl>benzamide hydrochloride

4-Phenyl-2-butanone

5-(N,N-dibenzylamino)acetylsalicylamide

C₁₉H₂₂N₂O₃

Downstream raw materials:

(R,S)-2-hydroxy-5-<2-<(1-methyl-3-phenylpropyl)amino>ethyl>benzamide hydrochloride

(RS)-1-methyl-3-phenylpropylamine

5-formyl-2-hydroxy-benzamide

Refernces

• 1、 Clifton,Collins,Hallett,Hartley,Lunts,Wicks. "Arylethanolamines derived from salicylamide with α- and β-adrenoceptor blocking activities. Preparation of labetalol, its enantiomers, and related salicylamides". . p. 670 - 679. Retrieved 2007/10/02.