BISACODYL

First approved in 1958

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H19NO4
Molecular Weight	361.3906
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)OC1=CC=C(C=C1)C(C2=CC=C(OC(C)=O)C=C2)C3=CC=CC=N3

InChI

InChIKey=KHOITXIGCFIULA-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C22H19NO4
Molecular Weight	361.3906
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2010/021551s013lbl.pdf

Bisacodyl is typically prescribed for relief of constipation and for the management of neurogenic bowel dysfunction as well as part of bowel preparation before medical examinations, such as for a colonoscopy. Some drugs (e.g., diuretics, angiotensin converting enzyme inhibitors, angiotensin receptor blockers, or non-steroidal anti-inflammatory drugs) increase risk due to fluid and electrolyte changes. Most common adverse reactions (> 3%) are overall discomfort, abdominal fullness, abdominal cramping, nausea, and vomiting.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Colonic mucosa 2 Target ID: Colonic mucosa Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2010/021551s013lbl.pdf	Interacts 323

Conditions

Condition	Modality	Targets	Highest Phase	Product
Constipation 112 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2010/021551s013lbl.pdf	Palliative		Withdrawn	HALFLYTELY Approved Use HalfLytely is indicated for cleansing of the colon as a preparation for colonoscopy in adults. Launch Date 2004

PubMed

Title	Date	PubMed
Influence of thoracic epidural analgesia on postoperative pain relief and ileus after laparoscopic colorectal resection : Benefit with epidural analgesia.	2009-02	18363059
Comparison of two column characterisation systems based on pharmaceutical applications.	2008-05-02	18295221
Prospective evaluation of small bowel preparation with bisacodyl and sodium phosphate for capsule endoscopy.	2008-04-07	18395907
The timing of colonoscopy preparation makes all the difference in the final outcome.	2008-04	18397429
CT colonography with limited bowel preparation: performance characteristics in an increased-risk population.	2008-04	18292475
Management of the poorly prepared colonoscopy patient: colonoscopic colon enemas as a preparation for colonoscopy.	2008-04	18188651
Electronic colon-cleansing for CT colonography: diagnostic performance.	2008-03-18	18343970
Safety and efficacy of oral low-volume sodium phosphate bowel preparation for colonoscopy in dogs.	2008-02-22	18289286
CT colonography: optimisation, diagnostic performance and patient acceptability of reduced-laxative regimens using barium-based faecal tagging.	2008-01	17404739
[Treatment with bisacodyl, picosulfate and prokinetics. Physiopathology and diagnosis of constipation].	2008	18293319
Association of potentially inappropriate medication use with adverse outcomes in ambulatory elderly patients with chronic diseases: experience in a Taiwanese medical setting.	2008	18184029
Clinical trial: sodium phosphate tablets are preferred and better tolerated by patients compared to polyethylene glycol solution plus bisacodyl tablets for bowel preparation.	2007-11-15	17983368
[Constipation in patients with diabetes mellitus].	2007-11-01	18078169
Clinical trial: an efficacy evaluation of reduced bisacodyl given as part of a polyethylene glycol electrolyte solution preparation prior to colonoscopy.	2007-10-15	17894653
Bowel preparation versus no preparation before ileal urinary diversion.	2007-10	17991531
Purple urine bag syndrome in geriatric wards: two faces of a coin?	2007-10	17908069
A randomized, multicenter study comparing the safety and efficacy of sodium phosphate tablets with 2L polyethylene glycol solution plus bisacodyl tablets for colon cleansing.	2007-10	17573796
Fundamental elements for successful performance of CT colonography (virtual colonoscopy).	2007-08-04	17673837
Randomized controlled trial of bisacodyl suppository versus placebo for postoperative ileus after elective colectomy for colon cancer.	2007-07	17638634
Comparison of bisacodyl and sodium picosulphate in the treatment of chronic constipation.	2007-04	17407625
Development and validation of three stability-indicating methods for determination of bisacodyl in pure form and pharmaceutical preparations.	2007-03-22	17373442
An assessment of bisacodyl-based bowel preparation for colonoscopy in children.	2007-01	17322990
Factitious diarrhea induced by stimulant laxatives: accuracy of diagnosis by a clinical reference laboratory using thin layer chromatography.	2007-01	17110471
The bowel cleansing for colonoscopy. A randomized trial comparing three methods.	2006-12-07	17147088
Optimizing use of opiates in the management of cancer pain.	2006-12	18360655
Bowel preparation for CT-colonography: comparison of two different cleansing protocols.	2006-12	17055683
Commonly used preparations for colonoscopy: efficacy, tolerability, and safety--a Canadian Association of Gastroenterology position paper.	2006-11	17111052
[Constipation: Initial evaluation and diagnostic approach].	2006-10-27	17063788
Comparison of reduced volume versus four-liter electrolyte lavage solutions for colon cleansing.	2006-10	17058733
A prospective study to assess the efficacy and patient tolerance of three bowel preparations for colonoscopy.	2006-09-16	16974167
Pharmacologic management of constipation in the critically ill patient.	2006-07	16803421
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).	2006-06	16733101
Polyethylene glycol, unique among laxatives, suppresses aberrant crypt foci, by elimination of cells.	2006-06	16716974
Efficacy and safety of bisacodyl in the acute treatment of constipation: a double-blind, randomized, placebo-controlled study.	2006-05-15	16669963
Which is the optimal bowel preparation for colonoscopy - a meta-analysis.	2006-05	16630226
Colonic manometry as predictor of cecostomy success in children with defecation disorders.	2006-04	16567185
Phenolphthalein and bisacodyl: assessment of genotoxic and carcinogenic responses in heterozygous p53 (+/-) mice and syrian hamster embryo (SHE) assay.	2006-04	16373391
[Nausea, vomiting and constipation in palliative care].	2006-02-23	16505875
A prospective study comparing oral sodium phosphate solution to a bowel cleansing preparation with nutrition food package in children.	2006-02	16456411
Development and application of an automated solution stability assay for drug discovery.	2006-02	16234336
[Therapeutic options of chronic constipation].	2005-12	16283137
What is the role of mechanical bowel preparation in patients with pilonidal sinus undergoing surgery? Prospective, randomized, surgeon-blinded trial.	2005-11	16240065
Alterations in the colonic flora and intestinal permeability and evidence of immune activation in chronic constipation.	2005-11	16169298
Capsule endoscopy for gastrointestinal bleeding with an obscure etiology.	2005-09	16276441
Colonic ischemia with laxative use in young adults.	2005-09	16128966
Efficacy of bowel preparation with the use of a prepackaged, low fibre diet with a low sodium, magnesium citrate cathartic vs. a clear liquid diet with a standard sodium phosphate cathartic.	2005-06-15	15948817
Polyethylene glycol versus sodium phosphate in bowel cleansing for colonoscopy: a randomized trial.	2005-06	15933926
CT colonography after fecal tagging with a reduced cathartic cleansing and a reduced volume of barium.	2005-06	15908539
Management of constipation in residents with dementia: sorbitol effectiveness and cost.	2005-05-14	15890292
Bowel preparation of outpatients for intravenous urography: efficacy of castor oil versus bisacodyl.	2005-04	15909670

Patents

Sample Use Guides

In Vivo Use Guide

One 5 mg tablet with water or HalfLytely powder dissolved in 2 liters of water.

Route of Administration: Oral

In Vitro Use Guide

Isolated smooth muscle strips of human colon were mounted in a standardized organ bath system (37°C, basal resting tension 20 mN). The active metabolite of bisacodyl, bishydroxyphenyl-pyridyl-methan (BHPM) was added to the strips and dose-dependently induced tonic contractions. BHPM (150 ug/ml) decreased maximum contraction amplitudes of carbachol by 56± 19% of longitudinal and by 96±4% of circular strips.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:51:37 GMT 2025` Edited by `admin` on `Mon Mar 31 17:51:37 GMT 2025`
Record UNII	10X0709Y6I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BISACODYL

Official Name

English

HALFLYTELY COMPONENT BISACODYL

Preferred Name

English

BISACODYL [ORANGE BOOK]

Common Name

English

FEEN-A-MINT TABLETS

Brand Name

English

PHENOL, 4,4'-(2-PYRIDINYLMETHYLENE)BIS-, DIACETATE (ESTER)

Common Name

English

Bisacodyl [WHO-DD]

Common Name

English

NSC-755914

Code

English

BISACODYL [MART.]

Common Name

English

BISACODYL [HSDB]

Common Name

English

BISACODYL [USP MONOGRAPH]

Common Name

English

BISACODYL [EP MONOGRAPH]

Common Name

English

BISACODYL [JAN]

Common Name

English

bisacodyl [INN]

Common Name

English

SK-BISACODYL

Brand Name

English

BISACODYL [USP-RS]

Common Name

English

4,4'-(2-PYRIDYLMETHYLENE)DIPHENOL DIACETATE (ESTER)

Common Name

English

CORRECTOL TABLETS, CAPLETS

Brand Name

English

EVAC-Q-TABS

Brand Name

English

MODANE

Brand Name

English

BISACODYL [MI]

Common Name

English

THERALAX

Brand Name

English

DULCOLAX

Brand Name

English

BISACODYL [VANDF]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QA06AG02