Synonym
Racemic Tamsulosin; YM-12617; YM 12617; YM12617.
IUPAC/Chemical Name
Benzenesulfonamide, 5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxy-
InChi Key
DRHKJLXJIQTDTD-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)
SMILES Code
CCOc1ccccc1OCCNC(C)Cc2ccc(c(c2)S(=O)(=O)N)OC
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
408.51
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: Doricakova A, Theile D, Weiss J, Vrzal R. Differential effects of the enantiomers of tamsulosin and tolterodine on P-glycoprotein and cytochrome P450 3A4. Naunyn Schmiedebergs Arch Pharmacol. 2017 Jan;390(1):49-59. doi: 10.1007/s00210-016-1304-9. Epub 2016 Sep 27. PubMed PMID: 27678410.
2: Krasulova K, Siller M, Holas O, Dvorak Z, Anzenbacher P. Enantiospecific effects of chiral drugs on cytochrome P450 inhibition in vitro. Xenobiotica. 2016;46(4):315-24. doi: 10.3109/00498254.2015.1076086. Epub 2015 Aug 24. PubMed PMID: 26338061.
3: Novotna A, Kamenickova A, Pecova M, Korhonova M, Bartonkova I, Dvorak Z. Profiling of enantiopure drugs towards aryl hydrocarbon (AhR), glucocorticoid (GR) and pregnane X (PXR) receptors in human reporter cell lines. Chem Biol Interact. 2014 Feb 5;208:64-76. doi: 10.1016/j.cbi.2013.11.018. Epub 2013 Dec 6. PubMed PMID: 24316275.
4: Kasawar GB, Farooqui MN. Stability Indicating HPLC Method for the Determination of Chiral Purity of R-(-)-5-[2-aminopropyl]-2-methoxybenzene Sulfonamide. Indian J Pharm Sci. 2009 Sep;71(5):533-7. doi: 10.4103/0250-474X.58187. PubMed PMID: 20502572; PubMed Central PMCID: PMC2866345.
5: Gizur T, Fogassy E, Bálint J, Egri G, Törley J, Demeter A, Greiner I. New practical synthesis of Tamsulosin. Chirality. 2008 Jun;20(6):790-5. doi: 10.1002/chir.20544. PubMed PMID: 18306291.
6: Kavalírová A, Pospísilová M, Karlícek R. Enantiomeric purity determination of tamsulosin by capillary electrophoresis using cyclodextrins and a polyacrylamide-coated capillary. Farmaco. 2005 Oct;60(10):834-9. Epub 2005 Aug 31. PubMed PMID: 16139279.
7: Rolan P, Terpstra IJ, Clarke C, Mullins F, Visser JN. A placebo-controlled pharmacodynamic and pharmacokinetic interaction study between tamsulosin and acenocoumarol. Br J Clin Pharmacol. 2003 Mar;55(3):314-6. PubMed PMID: 12630984; PubMed Central PMCID: PMC1884205.
