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(R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone

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(R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone Basic information

Product Name:
(R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone
Synonyms:
  • (r*,s*)-(-)-8-hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1h)-quinolinone
  • PROCATEROL
  • 2(1h)-quinolinone,8-hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-,(r*,
  • 8-hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1h)-quinolinone(r*,s
  • s*)-(+-)-
  • ent-Florfenicol AMine-d3
  • (S)-N,N-DiMethyl-3-(1-naphthalenyl-d7-oxy)-3-(2-thienyl)propanaMine
  • ANTI-SARS VIRUS SM antibody produced in rabbit
CAS:
72332-33-3
MF:
C16H22N2O3
MW:
290.36
EINECS:
276-590-0
Mol File:
72332-33-3.mol
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(R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone Chemical Properties

Melting point:
107-109°C
storage temp. 
-20°C
solubility 
Acetonitrile (Slightly), Chloroform (Slightly), Methanol
form 
Solid
color 
White to Off-White
CAS DataBase Reference
72332-33-3(CAS DataBase Reference)
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(R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone Usage And Synthesis

Description

Like pirbuterol, procaterol exhibits similar broncholytic properties as albuteral, but it has somewhat of a more prolonged action. It is recommended for use as an inhaled drug for treating bronchial asthma.

Chemical Properties

Off-White Solid

Uses

A labelled intermediate of the enantiomer of Florfenicol (F405750), an antibacterial agent.

Definition

ChEBI: 8-hydroxy-5-[1-hydroxy-2-(propan-2-ylamino)butyl]-1H-quinolin-2-one is a member of quinolines.

brand name

Pro-Air (Parke-Davis).

Synthesis

Procaterol, 5-[1-hydroxy-2-[(1-methylethyl)amino]butyl]-8-hydroxy-2-(1H) quinolone (23.3.25), is synthesized by acylation of 8-hydroxy-2(1H)-quinolone with 2-bromobutyric acid chloride at the fifth position of the quinoline system, which gives the compound 23.3.23. This undergoes action of isopropylamine, forming an aminoketone 23.3.24, the carbonyl group of which is reduced by sodium borohydride, giving procaterol (23.3.25) .

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