Bisacodyl

Bisacodyl
Clinical data
Trade names	Fleet, Dulcolax, Brooklax, others
AHFS/Drugs.com	Monograph
MedlinePlus	a601027
Pregnancy; category	B;
Routes of; administration	By mouth or rectal
ATC code	A06AB02 (WHO) A06AG02 (WHO);
Legal status
Legal status	US: WARNING; In general: Over-the-counter (OTC);
Pharmacokinetic data
Bioavailability	15%
Metabolism	Liver (CYP450-mediated)
Elimination half-life	16 Hours
Excretion	primarily in the feces, systemically absorbed drug is excreted in the urine
Identifiers
	IUPAC name (pyridin-2-ylmethanediyl)dibenzene-4,1-diyl diacetate ; OR ; 4,4'-(pyridin-2-ylmethylene)bis(4,1-phenylene) diacetate;
CAS Number	603-50-9 ;
PubChem CID	2391;
DrugBank	DB09020 ;
ChemSpider	2299 ;
UNII	10X0709Y6I;
KEGG	D00245 ;
ChEMBL	ChEMBL942 ;
CompTox Dashboard (EPA)	DTXSID1022681 ;
ECHA InfoCard	100.009.132
Chemical and physical data
Formula	C22H19NO4
Molar mass	361.397 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(Oc1ccc(cc1)C(c2ccc(OC(=O)C)cc2)c3ncccc3)C;
	InChI 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 ; Key:KHOITXIGCFIULA-UHFFFAOYSA-N ;
	(what is this?) (verify)

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.^[2]^[3]

Bisacodyl is a derivative of triphenylmethane. It was first used as a laxative in 1953 because of its structural similarity to phenolphthalein.^[4]^[5]

It is on the World Health Organization's List of Essential Medicines.^[6]

^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
^ Wexner SD, Beck DE, Baron TH, Fanelli RD, Hyman N, Shen B, Wasco KE (June 2006). "A consensus document on bowel preparation before colonoscopy: prepared by a task force from the American Society of Colon and Rectal Surgeons (ASCRS), the American Society for Gastrointestinal Endoscopy (ASGE), and the Society of American Gastrointestinal and Endoscopic Surgeons (SAGES)". Gastrointestinal Endoscopy. 63 (7): 894–909. doi:10.1016/j.gie.2006.03.918. PMID 16733101.
^ Wald A (January 2016). "Constipation: Advances in Diagnosis and Treatment". JAMA (Review). 315 (2): 185–91. doi:10.1001/jama.2015.16994. PMID 26757467.
^ Stiens SA, Luttrel W, Binard JE (November 1998). "Polyethylene glycol versus vegetable oil based bisacodyl suppositories to initiate side-lying bowel care: a clinical trial in persons with spinal cord injury". Spinal Cord. 36 (11): 777–81. doi:10.1038/sj.sc.3100702. PMID 9848486.
^ Evans IL (1964). "Methods and techniques: The use of Bisacodyl suppositories in preparation for sigmoidoscopy". Gut. British Medical Journal. 5: 271–3. doi:10.1136/gut.5.3.271. PMC 1552120. PMID 14178715.
^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.

[FDA-AllBoxedWarnings-1] "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.

[2] Wexner SD, Beck DE, Baron TH, Fanelli RD, Hyman N, Shen B, Wasco KE (June 2006). "A consensus document on bowel preparation before colonoscopy: prepared by a task force from the American Society of Colon and Rectal Surgeons (ASCRS), the American Society for Gastrointestinal Endoscopy (ASGE), and the Society of American Gastrointestinal and Endoscopic Surgeons (SAGES)". Gastrointestinal Endoscopy. 63 (7): 894–909. doi:10.1016/j.gie.2006.03.918. PMID 16733101.

[Wald2016-3] Wald A (January 2016). "Constipation: Advances in Diagnosis and Treatment". JAMA (Review). 315 (2): 185–91. doi:10.1001/jama.2015.16994. PMID 26757467.

[4] Stiens SA, Luttrel W, Binard JE (November 1998). "Polyethylene glycol versus vegetable oil based bisacodyl suppositories to initiate side-lying bowel care: a clinical trial in persons with spinal cord injury". Spinal Cord. 36 (11): 777–81. doi:10.1038/sj.sc.3100702. PMID 9848486.

[5] Evans IL (1964). "Methods and techniques: The use of Bisacodyl suppositories in preparation for sigmoidoscopy". Gut. British Medical Journal. 5: 271–3. doi:10.1136/gut.5.3.271. PMC 1552120. PMID 14178715.

[WHO22nd-6] World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.

[1]

[2]

[3]

[4]

[5]

[6]