Trospium chloride

Trospium chloride
Clinical data
Pronunciation/ˈtroʊspiəm/
TROHS-pee-əm
Trade namesRegurin, Sanctura, others[1]
AHFS/Drugs.comMonograph
Routes of
administration		By mouth
Drug classAntimuscarinic (peripherally selective)
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein binding50–85%
Elimination half-life20 hours
Identifiers
  • 3‑(2‑Hydroxy-2,2‑diphenylacetoxy)spiro[bicyclo[3.2.1]octane-8,1'‑pyrrolidin]-1'‑ium chloride
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.030.784 Edit this at Wikidata
Chemical and physical data
FormulaC25H30ClNO3
Molar mass427.97 g·mol−1
3D model (JSmol)
  • OC(c1ccccc1)(c2ccccc2)C(=O)O[C@@H]3C[C@@H]5CC[C@H](C3)[N+]45CCCC4
  • InChI=1S/C25H30NO3/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26/h1-6,9-12,21-23,28H,7-8,13-18H2/q+1/t21-,22+,23+ checkY
  • Key:OYYDSUSKLWTMMQ-JKHIJQBDSA-N checkY
  (verify)

Trospium chloride is a muscarinic antagonist used to treat overactive bladder.[3] It has side effects typical of this class of drugs, namely dry mouth, stomach upset, and constipation; these side effects cause problems with people taking their medicine as directed. However it doesn't cause central nervous system side effects like some other muscarinic antagonists.[4]

Chemically it is a quaternary ammonium cation which causes it to stay in periphery rather than crossing the blood–brain barrier.[5] It works by causing the smooth muscle in the bladder to relax.[3]

It was patented in 1966 and approved for medical use in 1974.[6] It was first approved in the US in 2004, and an extended release version was brought to market in 2007. It became generic in the EU in 2009, and the first extended-release generic was approved in the US in 2012.

  1. ^ Cite error: The named reference brands was invoked but never defined (see the help page).
  2. ^ FDA "Trospium chloride label" (PDF). U.S. Food and Drug Administration. January 2011.
  3. ^ a b "Regurin XL 60mg". UK eMC. 3 July 2015.
  4. ^ Biastre K, Burnakis T (February 2009). "Trospium chloride treatment of overactive bladder". Ann Pharmacother. 43 (2): 283–95. doi:10.1345/aph.1L160. PMID 19193592. S2CID 20102756.
  5. ^ Pak RW, Petrou SP, Staskin DR (December 2003). "Trospium chloride : a quaternary amine with unique pharmacologic properties". Curr Urol Rep. 4 (6): 436–40. doi:10.1007/s11934-003-0023-1. PMID 14622495. S2CID 4512769.
  6. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 446. ISBN 9783527607495.