Tamsulosin

Tamsulosin
Clinical data
Pronunciation/tæmˈsləsɪn/
tam-SOO-lə-sin
Trade namesFlomax, others
AHFS/Drugs.comMonograph
MedlinePlusa698012
License data
Pregnancy
category
  • AU: B2
Routes of
administration
By mouth
Drug classα1 blocker
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
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 Y
  • Key:DRHKJLXJIQTDTD-OAHLLOKOSA-N Y
  (verify)

Tamsulosin, sold under the brand name Flomax among others, is a medication used to treat symptomatic benign prostatic hyperplasia and chronic prostatitis in men. It is also used to help with the passage of kidney stones. The evidence for benefit with a kidney stone is better when the stone is larger. Tamsulosin is taken by mouth.

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

Tamsulosin was approved for medical use in the United States in 1997. It is available as a generic medication. In 2022, it was the twentieth most commonly prescribed medication in the United States, with more than 25 million prescriptions.