59827-93-9

Usage

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

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

Downstream Products

• 77755-60-3 hydrochloride of 5-(2-benzylamino-1-oxobutyl)-8-hydroycarbostyril 
• 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 

Relevant academic research and scientific papers

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.

Preparation method of procaterol hydrochloride

The invention belongs to the technical field of drug synthesis, and particularly relates to a preparation method of procaterol hydrochloride. The invention discloses a preparation method of procaterolhydrochloride. The preparation method comprises the following steps of: reacting 8-hydroxyquinoline nitrogen oxide with 2-bromobutyryl halide to obtain 5-(2-bromobutyryl)-8-hydroxyquinolone, then carrying out aminolysis to obtain 5-(2-methylisopropylamine butyryl)-8-hydroxyquinolone, then carrying out hydrogenation reduction to obtain procaterol, and then conducting salifying on procaterol and hydrochloric acid to obtain procaterol hydrochloride. According to the preparation method of procaterol hydrochloride provided by the invention, cheap and easily available 8-hydroxyquinoline nitrogen oxide is used as a starting raw material to prepare procaterol hydrochloride, the production cost of procaterol hydrochloride is reduced, the preparation steps of 8-acetoxyquinolone and 8-hydroxyquinolone in a conventional route are omitted, the preparation steps of procaterol hydrochloride are simplified, and the reduction stereoselectivity is improved, so that the preparation time is saved, the preparation efficiency is improved, and the method is suitable for large-scale 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.

5-[1-Hydroxy-2-(substituted-amino)]alkyl-8-hydroxycarbostyril derivatives

5-[1-Hydroxy-2-(substituted-amino)]alkyl -8-hydroxy-carbostyril derivatives represented by the formula (I) STR1 wherein R1 represents an alkyl group having 1 to 4 carbon atoms and R2 and R3, which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an aralkyl group containing a straight or branched chain alkyl moiety having 1 to 4 carbon atoms or a cycloalkyl group having 4 to 6 carbon atoms, or R2 and R3 may, when taken together with the nitrogen atom to which they are attached, form a 5- or 6-membered substituted or unsubstituted heterocyclic ring containing 1 or 2 nitrogen, oxygen or sulfur atoms as hetero atoms, the pharmaceutically acceptable acid addition salts thereof, and a process for preparing the same.