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bisacodyl

Structure via PubChem · Public domain (PubChem)

EntityQ417874· pop 29· linked from 68 articles

Also known as 4,4'-(2-pyridinylmethylene)bisphenol diacetate ester

Bisacodyl 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.

Key facts

Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
414908012
Drug.IUPAC_name
(pyridin-2-ylmethanediyl)dibenzene-4,1-diyl diacetate OR 4,4'-(pyridin-2-ylmethylene)bis(4,1-phenylene) diacetate
Drug.image
Bisacodyl skeletal.svg
Drug.image_class
skin-invert-image
Drug.image2
Bisacodyl-from-xtal-3D-bs-17.png
Drug.image_class2
bg-transparent
Drug.tradename
Fleet, Dulcolax, Brooklax, others
Drug.MedlinePlus
a601027
Drug.DailyMedID
Bisacodyl
Drug.routes_of_administration
By mouth, rectal
Drug.ATC_prefix
A06
Drug.ATC_suffix
AB02
Drug.legal_AU
S2
Drug.legal_US
OTC
Drug.legal_US_comment
/ Rx-only
Drug.legal_status
OTC

via Wikipedia infobox

Chemical data

Formula
C22H19NO4
Molecular weight
361.4 g/mol
IUPAC name
[4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate
SMILES
CC(=O)OC1=CC=C(C=C1)C(C2=CC=C(C=C2)OC(=O)C)C3=CC=CC=N3
InChIKey
KHOITXIGCFIULA-UHFFFAOYSA-N
XLogP
3.8
Polar surface area
65.5 Ų
H-bond donors
0
H-bond acceptors
5
Formal charge
0

via PubChem

Wikidata facts

Mass
361.131408
Show 4 more facts
chemical formula
C₂₂H₁₉NO₄
Commons category
Bisacodyl
canonical SMILES
CC(=O)OC1=CC=C(C=C1)C(C2=CC=C(C=C2)OC(=O)C)C3=CC=CC=N3
defined daily dose
10
Sources (6)

via Wikidata · CC0

~2 min read

Article

5 sections
Contents
  • Medical uses
  • Available forms
  • Administration
  • Mechanism of action
  • References

Bisacodyl 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.

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

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