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
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
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 |
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 |
---|---|---|---|
Target ID: Colonic mucosa |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | HALFLYTELY Approved UseHalfLytely is indicated for cleansing of the colon as a preparation for colonoscopy in adults. Launch Date1.08414717E12 |
PubMed
Title | Date | PubMed |
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Comparison of three forms of bowel preparations for screening flexible sigmoidoscopy. | 2001 Jul-Aug |
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[Treatment of idiopathic constipation]. | 2001 Sep |
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[Laxative effect of poly(ethylene oxide) 1500 per se and in combination with bisacodyl]. | 2001 Sep-Oct |
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MR colonography: status and perspective. | 2002 Jul-Aug |
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[Comparison of the effectiveness and tolerability of the saccharosum-sennosid-B solution and sodium-picosulfate in preparation for colonoscopy. Prospective, multicenter, randomized study]. | 2003 Aug 10 |
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Effects of a meal and bisacodyl on colonic motility in healthy volunteers and patients with slow-transit constipation. | 2003 Jul |
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A randomized single-blind trial of whole versus split-dose polyethylene glycol-electrolyte solution for colonoscopy preparation. | 2003 Jul |
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A randomized prospective trial of bowel preparation for colonoscopy with Fortrans compared with bisacodyl. | 2003 Jun |
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Oral sodium phosphate compared with water enemas combined with bisacodyl as bowel preparation for elective colonoscopy. | 2003 Oct |
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Comparison of reduced volume versus four liters sulfate-free electrolyte lavage solutions for colonoscopy colon cleansing. | 2003 Oct |
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Bisacodyl rectal preparation can decrease infectious complications of transrectal ultrasound-guided prostate biopsy. | 2003 Sep |
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Current treatment options for chronic constipation. | 2004 |
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Melanosis coli? | 2004 Jan 8 |
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[Two cases of ammonium acid urate urinary stones related to anorexia nervosa and laxative abuse]. | 2004 Mar |
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Reasons for poor colonic preparation with inpatients. | 2004 May-Jun |
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Bowel preparation of outpatients for intravenous urography: efficacy of castor oil versus bisacodyl. | 2005 Apr |
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Polyethylene glycol versus sodium phosphate in bowel cleansing for colonoscopy: a randomized trial. | 2005 Jun |
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[Nausea, vomiting and constipation in palliative care]. | 2006 Feb 23 |
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The bowel cleansing for colonoscopy. A randomized trial comparing three methods. | 2006 Mar-Apr |
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Factitious diarrhea induced by stimulant laxatives: accuracy of diagnosis by a clinical reference laboratory using thin layer chromatography. | 2007 Jan |
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Randomized controlled trial of bisacodyl suppository versus placebo for postoperative ileus after elective colectomy for colon cancer. | 2007 Jul |
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Fundamental elements for successful performance of CT colonography (virtual colonoscopy). | 2007 Jul-Aug |
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Bowel preparation versus no preparation before ileal urinary diversion. | 2007 Oct |
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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 |
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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 Oct 15 |
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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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CT colonography with limited bowel preparation: performance characteristics in an increased-risk population. | 2008 Apr |
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Comparison of two column characterisation systems based on pharmaceutical applications. | 2008 May 2 |
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.
Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 16 16:36:26 UTC 2022
by
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on
Fri Dec 16 16:36:26 UTC 2022
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Record UNII |
10X0709Y6I
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Record Status |
Validated (UNII)
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Record Version |
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WHO-VATC |
QA06AG02
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WHO-ATC |
A06AG02
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WHO-ATC |
A06AB02
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NDF-RT |
N0000009871
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WHO-VATC |
QA06AB52
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WHO-VATC |
QA06AB02
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WHO-ATC |
A06AB52
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NCI_THESAURUS |
C29697
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LIVERTOX |
NBK548124
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WHO-ATC |
A06AB20
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NDF-RT |
N0000009371
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NDF-RT |
N0000175812
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CHEMBL942
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M2516
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1074007
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824
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10X0709Y6I
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D001726
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1596
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BISACODYL
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SUB05846MIG
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375
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C28870
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755914
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10X0709Y6I
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DB09020
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DTXSID1022681
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Bisacodyl
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Related Record | Type | Details | ||
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METABOLITE ACTIVE -> PRODRUG |
Related Record | Type | Details | ||
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IMPURITY -> PARENT |
ASSAY (TITRATION)
USP
|
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|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
|
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
|
||
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
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|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
||
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
|
||
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
|
||
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
||
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (TLC)
EP
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Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
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Biological Half-life | PHARMACOKINETIC |
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