Synonym
Reproterol hydrochloride; D 1959; D-1959; D1959; W-2946M; W 2946M; W2946M
IUPAC/Chemical Name
7-(3-((2-(3,5-dihydroxyphenyl)-2-hydroxyethyl)amino)propyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione hydrochloride
InChi Key
XSFWDHONRBZVEJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H23N5O5.ClH/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;1H
SMILES Code
O=C(N1C)N(C)C2=C(N(CCCNCC(C3=CC(O)=CC(O)=C3)O)C=N2)C1=O.[H]Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Related CAS#
13055-82-8 (HCl)
54063-54-6 (free base)
Preparing Stock Solutions
The following data is based on the
product
molecular weight
425.87
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Küpper T, Goebbels K, Kennes LN, Netzer NC. Cromoglycate, reproterol, or both--what's best for exercise-induced asthma? Sleep Breath. 2012 Dec;16(4):1229-35. doi: 10.1007/s11325-011-0638-2. Epub 2011 Dec 27. PubMed PMID: 22198635.
2: Alvarez-Guerra M, Libertus H, Garay RP. Inhibition by reproterol of cAMP PDE in intact mastocytoma P-815 cells. Pulm Pharmacol Ther. 2004;17(4):213-8. PubMed PMID: 15219266.
3: Eleno N, Gajate E, Macias J, Garay RP. Enhancement by reproterol of the ability of disodium cromoglycate to stabilize rat mastocytes. Pulm Pharmacol Ther. 1999;12(1):55-60. PubMed PMID: 10208836.
4: Juergens UR, Stöber M, Vetter H. Reproterol--A monomolecular combination of orciprenaline and theophylline: novel aspects of its mode of action in asthma. Respiration. 1999;66(3):220-4. PubMed PMID: 10364737.
5: Hermann R, Ruus P, Schneider E, de Mey C. Tolerability and in vivo performance of a novel freon-free metered dose inhaler for a fixed combinational product of reproterol and disodium cromoglycate. Arzneimittelforschung. 1998 Jun;48(6):663-7. PubMed PMID: 9689424.
6: Juergens UR, Stöber M, Libertus H, Darlath W, Gillissen A, Vetter H. 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. Eur J Med Res. 2004 Jul 30;9(7):365-70. PubMed PMID: 15337638.
7: Kanniess F, Jörres RA, Magnussen H. Effect of reproterol either alone or combined with disodium cromoglycate on airway responsiveness to methacholine. Pulm Pharmacol Ther. 2005;18(5):315-20. Epub 2005 Apr 25. PubMed PMID: 15939309.
8: Zimmer G, Bernhörster M, Pilz P, Schuchmann-Fix J, Hüggelmeier R, Blüm N, Libertus H. Mononuclear cell membranes: stabilization by reproterol and cromoglycate, destabilization by fenoterol and salbutamol. Arzneimittelforschung. 2006;56(2):76-83. PubMed PMID: 16572921.
9: Georgakopoulos CG, Tsitsimpikou C, Spyridaki MH. Excretion study of the beta2-agonist reproterol in human urine. J Chromatogr B Biomed Sci Appl. 1999 Apr 16;726(1-2):141-8. PubMed PMID: 10348180.
10: Debelić M, Hertel G, König J. Double-blind crossover study comparing sodium cromoglycate, reproterol, reproterol plus sodium cromoglycate, and placebo in exercise-induced asthma. Ann Allergy. 1988 Jul;61(1):25-9. PubMed PMID: 3133964.
