Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C76H52O46.C22H19NO4 |
| Molecular Weight | 2062.589 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)OC1=CC=C(C=C1)C(C2=CC=C(OC(C)=O)C=C2)C3=CC=CC=N3.OC4=CC(=CC(O)=C4O)C(=O)OC5=C(O)C(O)=CC(=C5)C(=O)OC[C@H]6O[C@@H](OC(=O)C7=CC(OC(=O)C8=CC(O)=C(O)C(O)=C8)=C(O)C(O)=C7)[C@H](OC(=O)C9=CC(OC(=O)C%10=CC(O)=C(O)C(O)=C%10)=C(O)C(O)=C9)[C@@H](OC(=O)C%11=CC(OC(=O)C%12=CC(O)=C(O)C(O)=C%12)=C(O)C(O)=C%11)[C@@H]6OC(=O)C%13=CC(OC(=O)C%14=CC(O)=C(O)C(O)=C%14)=C(O)C(O)=C%13
InChI
InChIKey=FJSBTGUDRIRATA-HBNMXAOGSA-N
InChI=1S/C76H52O46.C22H19NO4/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26;1-15(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/h1-20,52,63-65,76-101H,21H2;3-14,22H,1-2H3/t52-,63-,64+,65-,76+;/m1./s1
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
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 |
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| Comparison of two column characterisation systems based on pharmaceutical applications. | 2008-05-02 |
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| Prospective evaluation of small bowel preparation with bisacodyl and sodium phosphate for capsule endoscopy. | 2008-04-07 |
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| The timing of colonoscopy preparation makes all the difference in the final outcome. | 2008-04 |
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| CT colonography with limited bowel preparation: performance characteristics in an increased-risk population. | 2008-04 |
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| Management of the poorly prepared colonoscopy patient: colonoscopic colon enemas as a preparation for colonoscopy. | 2008-04 |
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| Electronic colon-cleansing for CT colonography: diagnostic performance. | 2008-03-18 |
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| Safety and efficacy of oral low-volume sodium phosphate bowel preparation for colonoscopy in dogs. | 2008-02-22 |
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| CT colonography: optimisation, diagnostic performance and patient acceptability of reduced-laxative regimens using barium-based faecal tagging. | 2008-01 |
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| [Treatment with bisacodyl, picosulfate and prokinetics. Physiopathology and diagnosis of constipation]. | 2008 |
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| Association of potentially inappropriate medication use with adverse outcomes in ambulatory elderly patients with chronic diseases: experience in a Taiwanese medical setting. | 2008 |
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| 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 |
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| [Constipation in patients with diabetes mellitus]. | 2007-11-01 |
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| Clinical trial: an efficacy evaluation of reduced bisacodyl given as part of a polyethylene glycol electrolyte solution preparation prior to colonoscopy. | 2007-10-15 |
|
| Bowel preparation versus no preparation before ileal urinary diversion. | 2007-10 |
|
| Purple urine bag syndrome in geriatric wards: two faces of a coin? | 2007-10 |
|
| 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 |
|
| Fundamental elements for successful performance of CT colonography (virtual colonoscopy). | 2007-08-04 |
|
| Randomized controlled trial of bisacodyl suppository versus placebo for postoperative ileus after elective colectomy for colon cancer. | 2007-07 |
|
| Comparison of bisacodyl and sodium picosulphate in the treatment of chronic constipation. | 2007-04 |
|
| Development and validation of three stability-indicating methods for determination of bisacodyl in pure form and pharmaceutical preparations. | 2007-03-22 |
|
| An assessment of bisacodyl-based bowel preparation for colonoscopy in children. | 2007-01 |
|
| Factitious diarrhea induced by stimulant laxatives: accuracy of diagnosis by a clinical reference laboratory using thin layer chromatography. | 2007-01 |
|
| The bowel cleansing for colonoscopy. A randomized trial comparing three methods. | 2006-12-07 |
|
| Optimizing use of opiates in the management of cancer pain. | 2006-12 |
|
| Bowel preparation for CT-colonography: comparison of two different cleansing protocols. | 2006-12 |
|
| Commonly used preparations for colonoscopy: efficacy, tolerability, and safety--a Canadian Association of Gastroenterology position paper. | 2006-11 |
|
| [Constipation: Initial evaluation and diagnostic approach]. | 2006-10-27 |
|
| Comparison of reduced volume versus four-liter electrolyte lavage solutions for colon cleansing. | 2006-10 |
|
| A prospective study to assess the efficacy and patient tolerance of three bowel preparations for colonoscopy. | 2006-09-16 |
|
| Pharmacologic management of constipation in the critically ill patient. | 2006-07 |
|
| 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 |
|
| Polyethylene glycol, unique among laxatives, suppresses aberrant crypt foci, by elimination of cells. | 2006-06 |
|
| Efficacy and safety of bisacodyl in the acute treatment of constipation: a double-blind, randomized, placebo-controlled study. | 2006-05-15 |
|
| Which is the optimal bowel preparation for colonoscopy - a meta-analysis. | 2006-05 |
|
| Colonic manometry as predictor of cecostomy success in children with defecation disorders. | 2006-04 |
|
| Phenolphthalein and bisacodyl: assessment of genotoxic and carcinogenic responses in heterozygous p53 (+/-) mice and syrian hamster embryo (SHE) assay. | 2006-04 |
|
| [Nausea, vomiting and constipation in palliative care]. | 2006-02-23 |
|
| A prospective study comparing oral sodium phosphate solution to a bowel cleansing preparation with nutrition food package in children. | 2006-02 |
|
| Development and application of an automated solution stability assay for drug discovery. | 2006-02 |
|
| [Therapeutic options of chronic constipation]. | 2005-12 |
|
| What is the role of mechanical bowel preparation in patients with pilonidal sinus undergoing surgery? Prospective, randomized, surgeon-blinded trial. | 2005-11 |
|
| Alterations in the colonic flora and intestinal permeability and evidence of immune activation in chronic constipation. | 2005-11 |
|
| Capsule endoscopy for gastrointestinal bleeding with an obscure etiology. | 2005-09 |
|
| Colonic ischemia with laxative use in young adults. | 2005-09 |
|
| 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 |
|
| Polyethylene glycol versus sodium phosphate in bowel cleansing for colonoscopy: a randomized trial. | 2005-06 |
|
| CT colonography after fecal tagging with a reduced cathartic cleansing and a reduced volume of barium. | 2005-06 |
|
| Management of constipation in residents with dementia: sorbitol effectiveness and cost. | 2005-05-14 |
|
| Bowel preparation of outpatients for intravenous urography: efficacy of castor oil versus bisacodyl. | 2005-04 |
Patents
Sample Use Guides
In Vivo Use Guide
Curator's Comment: Bisacodyl (Dulcolax Suppositories) can be also given as 1 suppository in a single daily dose.
One 5 mg tablet with water or HalfLytely powder dissolved in 2 liters of water.
Route of Administration:
Oral
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.
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NCI_THESAURUS |
C78276
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1336-29-4
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CHEMBL2109109
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T0I8L1B7J6
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C142959
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DTXSID70928202
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91663249
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300000055136
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PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD
