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

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Constipation 112 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2010/021551s013lbl.pdf	Palliative		Withdrawn	HALFLYTELY Approved Use HalfLytely is indicated for cleansing of the colon as a preparation for colonoscopy in adults.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
Bowel preparation of outpatients for intravenous urography: efficacy of castor oil versus bisacodyl.	2005 Apr	15909670
[Therapeutic options of chronic constipation].	2005 Dec	16283137
[Constipation: Initial evaluation and diagnostic approach].	2005 Jul-Sep	17063788
Polyethylene glycol versus sodium phosphate in bowel cleansing for colonoscopy: a randomized trial.	2005 Jun	15933926
CT colonography after fecal tagging with a reduced cathartic cleansing and a reduced volume of barium.	2005 Jun	15908539
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 Jun 15	15948817
Management of constipation in residents with dementia: sorbitol effectiveness and cost.	2005 May-Jun	15890292
What is the role of mechanical bowel preparation in patients with pilonidal sinus undergoing surgery? Prospective, randomized, surgeon-blinded trial.	2005 Nov	16240065
Alterations in the colonic flora and intestinal permeability and evidence of immune activation in chronic constipation.	2005 Nov	16169298
Capsule endoscopy for gastrointestinal bleeding with an obscure etiology.	2005 Sep	16276441
Colonic ischemia with laxative use in young adults.	2005 Sep	16128966
Colonic manometry as predictor of cecostomy success in children with defecation disorders.	2006 Apr	16567185
Phenolphthalein and bisacodyl: assessment of genotoxic and carcinogenic responses in heterozygous p53 (+/-) mice and syrian hamster embryo (SHE) assay.	2006 Apr	16373391
Optimizing use of opiates in the management of cancer pain.	2006 Dec	18360655
Bowel preparation for CT-colonography: comparison of two different cleansing protocols.	2006 Dec	17055683
A prospective study comparing oral sodium phosphate solution to a bowel cleansing preparation with nutrition food package in children.	2006 Feb	16456411
Development and application of an automated solution stability assay for drug discovery.	2006 Feb	16234336
[Nausea, vomiting and constipation in palliative care].	2006 Feb 23	16505875
Pharmacologic management of constipation in the critically ill patient.	2006 Jul	16803421
A prospective study to assess the efficacy and patient tolerance of three bowel preparations for colonoscopy.	2006 Jul-Aug	16974167
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 Jun	16733101
Polyethylene glycol, unique among laxatives, suppresses aberrant crypt foci, by elimination of cells.	2006 Jun	16716974
The bowel cleansing for colonoscopy. A randomized trial comparing three methods.	2006 Mar-Apr	17147088
Which is the optimal bowel preparation for colonoscopy - a meta-analysis.	2006 May	16630226
Efficacy and safety of bisacodyl in the acute treatment of constipation: a double-blind, randomized, placebo-controlled study.	2006 May 15	16669963
Commonly used preparations for colonoscopy: efficacy, tolerability, and safety--a Canadian Association of Gastroenterology position paper.	2006 Nov	17111052
Comparison of reduced volume versus four-liter electrolyte lavage solutions for colon cleansing.	2006 Oct	17058733
Comparison of bisacodyl and sodium picosulphate in the treatment of chronic constipation.	2007 Apr	17407625
An assessment of bisacodyl-based bowel preparation for colonoscopy in children.	2007 Jan	17322990
Factitious diarrhea induced by stimulant laxatives: accuracy of diagnosis by a clinical reference laboratory using thin layer chromatography.	2007 Jan	17110471
Development and validation of three stability-indicating methods for determination of bisacodyl in pure form and pharmaceutical preparations.	2007 Jan-Feb	17373442
Randomized controlled trial of bisacodyl suppository versus placebo for postoperative ileus after elective colectomy for colon cancer.	2007 Jul	17638634
Fundamental elements for successful performance of CT colonography (virtual colonoscopy).	2007 Jul-Aug	17673837
[Constipation in patients with diabetes mellitus].	2007 Nov 1	18078169
Clinical trial: sodium phosphate tablets are preferred and better tolerated by patients compared to polyethylene glycol solution plus bisacodyl tablets for bowel preparation.	2007 Nov 15	17983368
Bowel preparation versus no preparation before ileal urinary diversion.	2007 Oct	17991531
Purple urine bag syndrome in geriatric wards: two faces of a coin?	2007 Oct	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 Oct	17573796
Clinical trial: an efficacy evaluation of reduced bisacodyl given as part of a polyethylene glycol electrolyte solution preparation prior to colonoscopy.	2007 Oct 15	17894653
[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
The timing of colonoscopy preparation makes all the difference in the final outcome.	2008 Apr	18397429
CT colonography with limited bowel preparation: performance characteristics in an increased-risk population.	2008 Apr	18292475
Management of the poorly prepared colonoscopy patient: colonoscopic colon enemas as a preparation for colonoscopy.	2008 Apr	18188651
Prospective evaluation of small bowel preparation with bisacodyl and sodium phosphate for capsule endoscopy.	2008 Apr 7	18395907
CT colonography: optimisation, diagnostic performance and patient acceptability of reduced-laxative regimens using barium-based faecal tagging.	2008 Jan	17404739
Safety and efficacy of oral low-volume sodium phosphate bowel preparation for colonoscopy in dogs.	2008 Jan-Feb	18289286
Comparison of two column characterisation systems based on pharmaceutical applications.	2008 May 2	18295221
Influence of thoracic epidural analgesia on postoperative pain relief and ileus after laparoscopic colorectal resection : Benefit with epidural analgesia.	2009 Feb	18363059
Electronic colon-cleansing for CT colonography: diagnostic performance.	2009 May-Jun	18343970

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.

Name

Type

Language

BISACODYL

Official 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

BISACODYL COMPONENT OF HALFLYTELY

Common Name

English

HALFLYTELY COMPONENT BISACODYL

Common Name

English

DULCOLAX

Brand Name

English

BISACODYL [VANDF]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QA06AG02