Procaterol

Pharmaceutical drug From Wikipedia, the free encyclopedia

Procaterol is a β2 adrenoreceptor agonist used for the treatment of asthma in many countries, but is not approved in the United States. The drug is readily oxidized in the presence of moisture and air, and requires stabilizers for use by inhalation.[1]

Trade namesMeptin, others
ATC code
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Procaterol
Clinical data
Trade namesMeptin, others
AHFS/Drugs.comMicromedex Detailed Consumer Information
Routes of
administration
Oral (tablets, syrup), inhalation (DPI)
ATC code
Identifiers
  • (±)-(1R,2S)-rel-8-Hydroxy-5-[1-hydroxy-2-(isopropylamino)butyl]-quinolin-2(1H)-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.069.606 Edit this at Wikidata
Chemical and physical data
FormulaC16H22N2O3
Molar mass290.363 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • CC(C)NC(CC)C(O)c2ccc(O)c1NC(=O)C=Cc12
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It was patented in 1974 and came into medical use in 1980.[2] Procaterol is similar to salbutamol (albuterol), but has a somewhat more prolonged action. It can be taken orally or by inhalation to treat asthma.

Synthesis

8-Hydroxycarbostyril 1 is acylated with 2-bromobutyric acid chloride 2 at the fifth position of the quinoline system, which gives the compound 3. This undergoes action of isopropylamine, forming an aminoketone, the carbonyl group of which is reduced by sodium borohydride, giving procaterol 4.[3][4][5][6]

Procaterol synthesis:[3][4][5][6]

Names

It is also known as procaterol hydrochloride (USAN).

Procaterol is available under a number of trade names (Onsukil, Masacin, Procadil and others).[7]

References

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