Reproterol AHFS /Drugs.com International Drug Names Routes of administration Inhalation (MDI ), IV ATC code Legal status
DE : § 48 AMG /§ 1 MPAV (Prescription only)
(RS )-7-(3-{[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]amino}propyl)-1,3-dimethyl-3,7-dihydro-1H -purine-2,6-dione
CAS Number PubChem CID ChemSpider UNII KEGG ChEMBL CompTox Dashboard (EPA ) ECHA InfoCard 100.053.579 Formula C 18 H 23 N 5 O 5 Molar mass 389.412 g·mol−1 3D model (JSmol )
CN1C2=C(C(=O)N(C1=O)C)N(C=N2)CCCNCC(C3=CC(=CC(=C3)O)O)O
InChI=1S/C18H23N5O5/c1-21-16-15(17(27)22(2)18(21)28)23(10-20-16)5-3-4-19-9-14(26)11-6-12(24)8-13(25)7-11/h6-8,10,14,19,24-26H,3-5,9H2,1-2H3
N Key:WVLAAKXASPCBGT-UHFFFAOYSA-N
N
N Y (what is this?)
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 CAS number: 210710-33-1
(S )-Reproterol CAS number: 210710-34-2
References [ ]
^ Küpper T, Goebbels K, Kennes LN, Netzer NC (December 2012). "Cromoglycate, reproterol, or both--what's best for exercise-induced asthma?". Sleep & Breathing = Schlaf & Atmung . 16 (4): 1229–35. doi :10.1007/s11325-011-0638-2 . PMID 22198635 . S2CID 10032756 .
^ Virchow JC (1999). "Reproterol: beta-2-agonist, theophylline, or both?". Respiration; International Review of Thoracic Diseases . 66 (3): 210–1. doi :10.1159/000029379 . PMID 10364735 .
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery . John Wiley & Sons. p. 54X. ISBN 9783527607495 .
^ Rote Liste 2017 – Arzneimittelverzeichnis für Deutschland (einschließlich EU-Zulassungen und bestimmter Medizinprodukte) . Vol. 57. Frankfurt/Main: Rote Liste Service GmbH. 2017. p. 196. ISBN 978-3-946057-10-9 .
Drugs for
obstructive airway diseases :
asthma /
COPD (
R03 )
Adrenergics , inhalants
Short-acting β2 agonists Long-acting β2 agonists Ultra-long-acting β2 agonists Other
Glucocorticoids Anticholinergics /muscarinic antagonist Mast cell stabilizers Xanthines Eicosanoid inhibition
Leukotriene antagonists Arachidonate 5-lipoxygenase inhibitors Thromboxane receptor antagonists Non-xanthine PDE4 inhibitors
Others/unknown Combination products
# WHO-EM
‡ Withdrawn from market
Clinical trials :
† Phase III
§ Never to phase III
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See also: Receptor/signaling modulators
Dopaminergics
Serotonergics
Monoamine reuptake inhibitors
Monoamine releasing agents
Monoamine metabolism modulators
Monoamine neurotoxins