Bisacodyl

Bisacodyl (INN) is an organic compound that is used as a stimulant laxative drug. It works directly on the colon to produce a bowel movement. It is typically prescribed for relief of episodic and chronic constipation and for the management of neurogenic bowel dysfunction, as well as part of bowel preparation before medical examinations, such as for a colonoscopy.

Bisacodyl
Clinical data
Trade namesFleet, Dulcolax, Brooklax, others
AHFS/Drugs.comMonograph
MedlinePlusa601027
Pregnancy
category
  • B
Routes of
administration
By mouth or rectal
ATC code
Legal status
Legal status
  • US: WARNING
  • In general: Over-the-counter (OTC)
Pharmacokinetic data
Bioavailability15%
MetabolismLiver (CYP450-mediated)
Elimination half-life16 Hours
Excretionprimarily in the feces, systemically absorbed drug is excreted in the urine
Identifiers
  • (pyridin-2-ylmethanediyl)dibenzene-4,1-diyl diacetate
    OR
    4,4'-(pyridin-2-ylmethylene)bis(4,1-phenylene) diacetate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.009.132
Chemical and physical data
FormulaC22H19NO4
Molar mass361.397 g·mol−1
3D model (JSmol)
SMILES
  • O=C(Oc1ccc(cc1)C(c2ccc(OC(=O)C)cc2)c3ncccc3)C
  • InChI=1S/C22H19NO4/c1-15(24)26-19-10-6-17(7-11-19)22(21-5-3-4-14-23-21)18-8-12-20(13-9-18)27-16(2)25/h3-14,22H,1-2H3 Y
  • Key:KHOITXIGCFIULA-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Bisacodyl is a derivative of triphenylmethane. It was first used as a laxative in 1953 because of its structural similarity to phenolphthalein.

It is on the World Health Organization's List of Essential Medicines.

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