Fesoterodine

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Fesoterodine
Fesoterodine.svg
Space-filling model of the fesoterodine molecule
Systematic (IUPAC) name
[2-[(1R)-3-(Di(propan-2-yl)amino)-1-phenylpropyl]-4-(hydroxymethyl)phenyl] 2-methylpropanoate
Clinical data
Trade names Toviaz
AHFS/Drugs.com monograph
MedlinePlus a609021
Licence data EMA:Link, US FDA:link
Pregnancy
category
  • US: C (Risk not ruled out)
Legal status
  • ℞ (Prescription only)
Routes of
administration
Oral
Pharmacokinetic data
Bioavailability 52% (active metabolite)
Protein binding 50% (active metabolite)
Metabolism Hepatic (CYP2D6- and 3A4-mediated)
Biological half-life 7–8 hours (active metabolite)
Excretion Renal (70%) and fecal (7%)
Identifiers
CAS Number 286930-03-8 N
ATC code G04BD11 (WHO)
PubChem CID: 6918558
IUPHAR/BPS 7473
DrugBank DB06702 YesY
ChemSpider 5293755 YesY
UNII 621G617227 YesY
KEGG D07226 YesY
ChEMBL CHEMBL1201764 N
Chemical data
Formula C26H37NO3
Molecular mass 411.278 g/mol
  • O=C(Oc1ccc(cc1[C@@H](c2ccccc2)CCN(C(C)C)C(C)C)CO)C(C)C
  • InChI=1S/C26H37NO3/c1-18(2)26(29)30-25-13-12-21(17-28)16-24(25)23(22-10-8-7-9-11-22)14-15-27(19(3)4)20(5)6/h7-13,16,18-20,23,28H,14-15,17H2,1-6H3/t23-/m1/s1 YesY
  • Key:DCCSDBARQIPTGU-HSZRJFAPSA-N YesY
 NYesY (what is this?)  (verify)

Fesoterodine (INN, used as the fumarate under the brand name Toviaz) is an antimuscarinic drug developed by Schwarz Pharma AG to treat overactive bladder syndrome (OAB).[1] It was approved by the European Medicines Agency in April 2007,[2] the US Food and Drug Administration on October 31, 2008 [3] and Health Canada on February 9, 2012.[4]

Fesoterodine is a prodrug. It is broken down into its active metabolite, 5-hydroxymethyl tolterodine, by plasma esterases.

Efficacy

Fesoterodine has the advantage of allowing more flexible dosage than other muscarinic antagonists.[5] Its tolerability and side effects are similar to other muscarinic antagonists and as a new drug seems unlikely to make great changes in practices of treatment for overactive bladder.[5]

References

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  4. Notice of Decision for TOVIAZ
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