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Darifenacin

From Wikipedia, the free encyclopedia
Medication for urinary incontinence
Pharmaceutical compound
Darifenacin
Clinical data
Trade namesEnablex, Emselex
AHFS/Drugs.comMonograph
MedlinePlusa605039
Pregnancy
category
Routes of
administration
By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability15 to 19% (dose-dependent)
Protein binding98%
MetabolismLiver (CYP2D6- andCYP3A4-mediated)
Eliminationhalf-life13 to 19 hours
ExcretionKidney (60%) and biliary (40%)
Identifiers
  • (S)-2-[1-[2-(2,3-dihydrobenzofuran-5-yl)ethyl] pyrrolidin-3-yl] -2,2-diphenyl-acetamide
CAS Number
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.118.382Edit this at Wikidata
Chemical and physical data
FormulaC28H30N2O2
Molar mass426.560 g·mol−1
3D model (JSmol)
  • O=C(N)C(c1ccccc1)(c2ccccc2)[C@H]3CN(CC3)CCc5cc4c(OCC4)cc5
  • InChI=1S/C28H30N2O2/c29-27(31)28(23-7-3-1-4-8-23,24-9-5-2-6-10-24)25-14-17-30(20-25)16-13-21-11-12-26-22(19-21)15-18-32-26/h1-12,19,25H,13-18,20H2,(H2,29,31)/t25-/m1/s1 checkY
  • Key:HXGBXQDTNZMWGS-RUZDIDTESA-N checkY
 ☒NcheckY (what is this?)  (verify)

Darifenacin (trade nameEnablex in United States and Canada,Emselex in the European Union) is amedication used to treaturinary incontinence due to anoveractive bladder.[1][2][3] It was discovered by scientists at the Pfizer research site in Sandwich, UK under the identifier UK-88,525 and used to be marketed byNovartis. In 2010, the US rights were sold toWarner Chilcott forUS$400 million.

Adverse effects

[edit]

Darifenacin should not be used in people withurinary retention.Anticholinergic agents, such as darifenacin, may also produce constipation and blurred vision.Heat prostration (due to decreased sweating) can occur when anticholinergics such as darifenacin are used in a hot environment.[4]

Medical uses

[edit]

Darifenacin is indicated for the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and frequency in adults. It may also be recommended with analpha blocker to help provide symptomatic benefit for overactive bladder and obstructive symptoms such as those likely associated withbenign prostatic hyperplasia.[5]

Mechanism of action

[edit]

Darifenacin works by blocking the M3muscarinic acetylcholine receptor, which is primarily responsible forbladdermuscle contractions. It thereby decreases the urgency tourinate.[6] It is not known whether this selectivity for the M3 receptor translates into any clinical advantage when treating symptoms ofoveractive bladder syndrome.[4]

References

[edit]
  1. ^Croom KF, Keating GM (2004). "Darifenacin: in the treatment of overactive bladder".Drugs & Aging.21 (13):885–92, discussion 893–4.doi:10.2165/00002512-200421130-00005.PMID 15493952.S2CID 41549419.
  2. ^Parsons M, Robinson D, Cardozo L (July 2005)."Darifenacin in the treatment of overactive bladder".International Journal of Clinical Practice.59 (7):831–8.doi:10.1111/j.1368-5031.2005.00585.x.PMID 15963212.S2CID 39061659.
  3. ^Chughtai B, Levin R, De E (2008)."Choice of antimuscarinic agents for overactive bladder in the older patient: focus on darifenacin".Clinical Interventions in Aging.3 (3):503–9.doi:10.2147/cia.s3414.PMC 2682382.PMID 18982920.
  4. ^ab"Enablex- darifenacin tablet, extended release".DailyMed. 24 September 2016. Retrieved22 October 2020.
  5. ^American Urological Association (AUA) Guideline. Diagnosis and Treatment of Overactive Bladder in Adults: AUA/SUFA guideline 2012
  6. ^Chapple CR (November 2004). "Darifenacin: a novel M3 muscarinic selective receptor antagonist for the treatment of overactive bladder".Expert Opinion on Investigational Drugs.13 (11):1493–500.doi:10.1517/13543784.13.11.1493.PMID 15500396.S2CID 19259076.

External links

[edit]
Urologicals, including antispasmodics (G04B)
Acidifiers
Urinaryantispasmodics
(primarilyantimuscarinics)
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VDCCsTooltip Voltage-dependent calcium channels
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IRKsTooltip Inwardly rectifying potassium channel
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LGICsTooltip Ligand gated ion channels
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