59827-93-9

Basic information

• Product Name: 5-(2-Bromo-1-oxobutyl)-8-hydroxy-2(1H)-quinolinone
• Synonyms: 5-(2-Bromo-1-oxobutyl)-8-hydroxy-2(1H)-quinolinone;Procaterol Impurity 1
• CAS NO: 59827-93-9
• Molecular Formula: C₁₃H₁₂BrNO₃
• Molecular Weight: 310.14328
• Mol File: 59827-93-9.mol
• Article Data: 4

Chemical Properties

• Appearance: Pale Orange Solid
• Density: 1.561
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• CAS DataBase Reference: 5-(2-Bromo-1-oxobutyl)-8-hydroxy-2(1H)-quinolinone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-Bromo-1-oxobutyl)-8-hydroxy-2(1H)-quinolinone(59827-93-9)
• EPA Substance Registry System: 5-(2-Bromo-1-oxobutyl)-8-hydroxy-2(1H)-quinolinone(59827-93-9)

Safety Data

• Hazardous Substances Data: 59827-93-9(Hazardous Substances Data)

Usage

Description

5-(2-Bromo-1-oxobutyl)-8-hydroxy-2(1H)-quinolinone is an organic compound with a quinolinone structure, featuring a bromo-oxobutyl group at the 5th position and a hydroxyl group at the 8th position. It is a synthetic intermediate used in the pharmaceutical industry for the synthesis of specific drugs.

Uses

Used in Pharmaceutical Industry:
5-(2-Bromo-1-oxobutyl)-8-hydroxy-2(1H)-quinolinone is used as an intermediate in the synthesis of metabolites for [application reason] the treatment of asthma. Specifically, it is involved in the synthesis of procaterol hydrochloride (Meptin), a β2-adrenergic agonist that helps in managing asthma symptoms by relaxing the muscles in the airways and increasing respiratory function.

Upstream product

• 22118-12-3 2-bromobutanoyl chloride 
• 15450-76-7 8-Hydroxy-1H-quinolin-2-one 
• 26074-52-2 2-bromo-butyryl bromide 
• 1127-45-3 8-Hydroxyquinoline-N-oxide 

Downstream Products

• 63335-02-4 hydrochloride of threo-5-(2-bezylamino-1-hydroxybutyl)-8-hydroxycarbostyril 
• 63335-02-4 hydrochloride of erythro-5-(2-bezylamino-1-hydroxybutyl)-8-hydroxycarbostyril 
• 77755-60-3 hydrochloride of 5-(2-benzylamino-1-oxobutyl)-8-hydroycarbostyril 

Relevant articles and documents

Preparation method of 5-(alpha-halogenated butyryl)-8-hydroxyquinoline-2-ketone

The invention provides a preparation method of 5-(alpha-halogenated butyryl)-8-hydroxyquinoline-2-ketone, which comprises the following steps: step 1, in the presence of an acid-binding agent, carrying out acylation reaction on 8-hydroxyquinoline-2-ketone as shown in a formula (I) and an acylating agent as shown in a formula (II) to obtain 8-(alpha-halogenated butyryloxy)-quinoline-2-ketone as shown in a formula (III); 2, carrying out a rearrangement reaction on the 8-(alpha-halogenated butyryloxy)-quinoline-2-ketone in methanesulfonic acid to prepare the 5-(alpha-halogenated butyryl)-8-hydroxyquinoline-2-ketone as shown in the formula (IV). The method is simple in process, low in production cost, good in product quality, high in yield and beneficial to industrial production.

Induction hardening method

Long work of Fe based alloy while being rotated at a given rotation speed under the action of rotating chucks is heated by high-frequency heating coil to thereby accomplish the heating step. In the first cooling step after termination of the heating, the long work while having its rotation speed increased is brought into contact with first to fourth correction rollers, and in that state is cooled so as to fall within a temperature range of Pf temperature or below to over Ms temperature. The time spent in the cooling preferably ranges from 5 to 10 sec. In the subsequent second cooling step, the rotation speed of the long work is reduced, preferably so as to be equal to that at the heating, and cooling of the long work is continued.