(R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone
- CAS NO.:72332-33-3
- Empirical Formula: C16H22N2O3
- Molecular Weight: 290.36
- MDL number: MFCD00867041
- EINECS: 276-590-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-04 17:34:41
What is (R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone?
Absorption
Because of the small therapeutic dose, systemic levels of salmeterol are low or undetectable after inhalation of recommended doses.
Toxicity
Symptoms of overdose include angina (chest pain), dizziness, dry mouth, fatigue, flu-like symptoms, headache, heart irregularities, high or low blood pressure, high blood sugar, insomnia, muscle cramps, nausea, nervousness, rapid heartbeat, seizures, and tremor.
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
The Uses of (R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone
A labelled intermediate of the enantiomer of Florfenicol (F405750), an antibacterial agent.
Indications
For the treatment of asthma and chronic obstructive pulmonary disease (COPD).
Background
A long-acting beta-2-adrenergic receptor agonist. It is a potent bronchodilator that may be administered orally or by aerosol inhalation.
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).
Pharmacokinetics
Procaterol is a long-acting beta-2-adrenergic receptor agonist. It is a potent bronchodilator that may be administered orally or by aerosol inhalation.
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) .
Metabolism
Not Available
Properties of (R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone
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) |
Safety information for (R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone
Computed Descriptors for (R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone
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