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Tamsulosin

Tamsulosin
[[File:Tamsulosin.svg 2D structural formula of Tamsulosin wrong: Ethyl-Group like drawn in 3D Model.|250px]]
Clinical data
Pronunciation/tæmˈsuːləsɪn/[1]
tam-SOO-lə-sin
Trade namesFlomax, others
AHFS/Drugs.comMonograph
MedlinePlusa698012
License data
Pregnancy
category
  • AU: B2
Routes of
administration		By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability100% (by mouth)
MetabolismLiver
Elimination half-life9–13 hours
Excretion76% Kidney
Identifiers
  • (R)-5-(2-{[2-(2-Ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzene-1-sulfonamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.109.780 Edit this at Wikidata
Chemical and physical data
FormulaC20H28N2O5S
Molar mass408.51 g·mol−1
3D model (JSmol)
  • CCOc1ccccc1OCCN[C@@H](C)Cc1ccc(OC)c(c1)S(=O)(=O)N
  • 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 checkY
  • Key:DRHKJLXJIQTDTD-OAHLLOKOSA-N checkY
  (verify)
Tamsulosin – ARISTO Pharma – 0.4 mg prolonged-release tablets – Urologikum

Tamsulosin, sold under the brand name Flomax among others, is a medication used to treat symptomatic benign prostatic hyperplasia (BPH) and chronic prostatitis and to help with the passage of kidney stones.[6][7][8] The evidence for benefit with a kidney stone is better when the stone is larger.[8] Tamsulosin is taken by mouth.[6]

Common side effects include dizziness, headache, sleeplessness, nausea, blurry vision, and sexual problems.[9][6] Other side effects may include feeling lightheaded with standing due to changes in blood pressure, and angioedema.[9] Tamsulosin is an alpha blocker and works by relaxing muscles in the prostate.[10] Specifically it is an α1 adrenergic receptor blocker.[6]

Tamsulosin was approved for medical use in the United States in 1997.[6] It is available as a generic medication.[9] In 2021, it was the 24th most commonly prescribed medication in the United States, with more than 23 million prescriptions.[11][12]

  1. ^ "Tamsulosin". Merriam-Webster.com Dictionary. Merriam-Webster.
  2. ^ "Product monograph brand safety updates". Health Canada. February 2024. Retrieved 24 March 2024.
  3. ^ "Flomaxtra XL, 400 micrograms, film-coated prolonged release tablet – Summary of Product Characteristics (SmPC)". (emc). 12 November 2019. Retrieved 2 December 2021.
  4. ^ "Faramsil 400 microgram Prolonged-release Tablets – Summary of Product Characteristics (SmPC)". (emc). 4 November 2020. Retrieved 2 December 2021.
  5. ^ "Flomax– tamsulosin hydrochloride capsule". DailyMed. Retrieved 2 December 2021.
  6. ^ a b c d e "Tamsulosin Hydrochloride Monograph for Professionals". Drugs.com. AHFS. Retrieved 24 December 2018.
  7. ^ "Prostatitis". NHS. 19 October 2017. Retrieved 24 December 2018.
  8. ^ a b Wang RC, Smith-Bindman R, Whitaker E, Neilson J, Allen IE, Stoller ML, Fahimi J (March 2017). "Effect of Tamsulosin on Stone Passage for Ureteral Stones: A Systematic Review and Meta-analysis". Annals of Emergency Medicine. 69 (3): 353–361.e3. doi:10.1016/j.annemergmed.2016.06.044. PMID 27616037.
  9. ^ a b c British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 767. ISBN 9780857113382.
  10. ^ Hutchison LC, Sleeper RB (2010). Fundamentals of Geriatric Pharmacotherapy: An Evidence-Based Approach. ASHP. p. 209. ISBN 9781585283057.
  11. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  12. ^ "Tamsulosin –Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.
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