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Details

Stereochemistry RACEMIC
Molecular Formula C18H23N5O5
Molecular Weight 389.4064
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of REPROTEROL

SMILES

Cn1c2c(c(=O)n(C)c1=O)n(CCCNCC(c3cc(cc(c3)O)O)O)cn2

InChI

InChIKey=WVLAAKXASPCBGT-UHFFFAOYSA-N
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

HIDE SMILES / InChI
Reproterol is a short-acting β2 adrenoreceptor agonist used in the treatment of asthma. Reproterol increases the generation of cAMP in isolated peripheral blood monocytes in vitro more effectively than does orciprenaline. In the presence of the highly potent but nonselective ß-antagonist, propranolol, the cAMP-generating action of reproterol was inhibited only partially. Reproterol has gained wide use when it was licensed as a fixed combination therapy with cromoglycate. Until today, the bronchodilator effects of reproterol and the bronchoprotective and anti-inflammatory actions of cromoglycate combined in one inhaler remain the successful fixed combination of a disease-modifying and symptomatic drug for the treatment of asthma.

Approval Year

Targets
PubMed

PubMed

TitleDatePubMed
Screening of beta-2 agonists and confirmation of fenoterol, orciprenaline, reproterol and terbutaline with gas chromatography-mass spectrometry as tetrahydroisoquinoline derivatives.
2001 Feb 10
[Exercise-induced asthma. The spray belongs in the "athletic shoe"].
2001 Jul 19
Conductimetric determination of reproterol HCl and pipazethate HCl and salbutamol sulphate in their pharmaceutical formulations.
2001 Oct
[With the correct training conditions and appropriate prophylaxis. To make asthma patients fit for sports].
2003 Apr 10
Inhibition by reproterol of cAMP PDE in intact mastocytoma P-815 cells.
2004
Different mechanisms of action of beta2-adrenergic receptor agonists: a comparison of reproterol, fenoterol and salbutamol on monocyte cyclic-AMP and leukotriene B4 production in vitro.
2004 Jul 30
Effect of reproterol either alone or combined with disodium cromoglycate on airway responsiveness to methacholine.
2005
Mononuclear cell membranes: stabilization by reproterol and cromoglycate, destabilization by fenoterol and salbutamol.
2006
Prevention of exercise-induced asthma by a fixed combination of disodium cromoglycate plus reproterol compared with montelukast in young patients.
2008
Multiresidue analysis of beta-agonists in bovine and porcine urine, feed and hair using liquid chromatography electrospray ionisation tandem mass spectrometry.
2008 May
Exercise-induced asthma: critical analysis of the protective role of montelukast.
2009 Oct 22
Patents
Name Type Language
REPROTEROL
INN   MI   WHO-DD  
INN  
Official Name English
1H-PURINE-2,6-DIONE, 7-(3-((2-(3,5-DIHYDROXYPHENYL)-2-HYDROXYETHYL)AMINO)PROPYL)-3,7-DIHYDRO-1,3-DIMETHYL-
Systematic Name English
REPROTEROL [INN]
Common Name English
D-1959
Code English
REPROTEROL [MI]
Common Name English
REPROTEROL [WHO-DD]
Common Name English
7-(3-((.BETA.,3,5-TRIHYDROXYPHENETHYL)AMINO)PROPYL)THEOPHYLLINE
Systematic Name English
Classification Tree Code System Code
WHO-ATC R03CC14
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
NCI_THESAURUS C48149
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
WHO-VATC QR03CC14
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
WHO-ATC R03AC15
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
WHO-VATC QR03AK05
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
WHO-ATC R03AK05
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
NCI_THESAURUS C319
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
WHO-VATC QR03AC15
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
Code System Code Type Description
EVMPD
SUB10283MIG
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
WIKIPEDIA
REPROTEROL
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
PUBCHEM
25654
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
DRUG BANK
DB12846
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
MESH
C014792
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
ECHA (EC/EINECS)
258-956-1
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
NCI_THESAURUS
C152194
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
FDA UNII
11941YC6RN
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
MERCK INDEX
M9529
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY Merck Index
ChEMBL
CHEMBL1095607
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
RXCUI
35373
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY RxNorm
CAS
54063-54-6
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
EPA CompTox
54063-54-6
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
DRUG CENTRAL
2368
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY
INN
3501
Created by admin on Sat Jun 26 00:32:30 UTC 2021 , Edited by admin on Sat Jun 26 00:32:30 UTC 2021
PRIMARY