Chemistry:Reproterol

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Short description: Chemical compound
Reproterol
(RS)-Reproterol Structural Formula V1.svg
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Inhalation (MDI), IV
ATC code
Legal status
Legal status
  • DE: § 48 AMG/§ 1 MPAV (Prescription only)
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC18H23N5O5
Molar mass389.412 g·mol−1
3D model (JSmol)
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Reproterol is a short-acting[1] β2 adrenoreceptor agonist used in the treatment of asthma.[2]

It was patented in 1965 and came into medical use in 1977.[3]

Stereochemistry

Reproterol contains a stereocenter and is chiral. There are thus two enantiomers, the (R)-form and the (S)-form. The commercial preparations contain the drug as a racemate, an equal mixture of the two enantiomers.[4]

Enantiomers of reproterol
(R)-Reproterol Structural Formula V1.svg
(R)-Reproterol
CAS number: 210710-33-1
(S)-Reproterol Structural Formula V1.svg
(S)-Reproterol
CAS number: 210710-34-2

References

  1. "Cromoglycate, reproterol, or both--what's best for exercise-induced asthma?". Sleep & Breathing = Schlaf & Atmung 16 (4): 1229–35. December 2012. doi:10.1007/s11325-011-0638-2. PMID 22198635. 
  2. "Reproterol: beta-2-agonist, theophylline, or both?". Respiration; International Review of Thoracic Diseases 66 (3): 210–1. 1999. doi:10.1159/000029379. PMID 10364735. 
  3. (in en) Analogue-based Drug Discovery. John Wiley & Sons. 2006. p. 54X. ISBN 9783527607495. https://books.google.com/books?id=FjKfqkaKkAAC&pg=PA54X. 
  4. Rote Liste 2017 – Arzneimittelverzeichnis für Deutschland (einschließlich EU-Zulassungen und bestimmter Medizinprodukte). 57. Frankfurt/Main: Rote Liste Service GmbH. 2017. p. 196. ISBN 978-3-946057-10-9.