tamsulosin   Click here for help

GtoPdb Ligand ID: 488

Synonyms: (-)-YM617 | Flomax® | LY-253351 | Omnic® | tamsulosin hydrochloride
Approved drug
tamsulosin is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Tamsulosin is a selective α1A-adrenoceptor antagonist drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 108.26
Molecular weight 408.17
XLogP 2.32
No. Lipinski's rules broken 1
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Canonical SMILES CCOc1ccccc1OCCNC(Cc1ccc(c(c1)S(=O)(=O)N)OC)C
Isomeric SMILES CCOc1ccccc1OCCN[C@@H](Cc1ccc(c(c1)S(=O)(=O)N)OC)C
InChI 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)/t15-/m1/s1
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Summary of Clinical Use Click here for help
Used in symptomatic relief in patients with benign prostatic hyperplasia.
A 2015 report indicates that tamsulosin increases expulsion of larger (>10mm) kidney stones [4] in a double-blind, placebo-controlled, randomized, multicenter clinical trial. This result suggests that terazosin and doxazosin, which belong to the same drug class, may provide the same effect.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Selective antagonist for α1A- and α1D-adrenoceptors in the prostate, prostatic capsule, prostatic uretha and bladder neck causing relaxation of smooth muscles and therefore decreasing urinary outflow resistance in men.
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