Bisacodyl

Structural formula
General
Non-proprietary name	Bisacodyl
other names	[4 - [(4-Acetyloxyphenyl) -pyridin-2-yl-methyl] phenyl] acetate ( IUPAC ) [4,4 ′ - (pyridin-2-ylmethylene) diphenyl] diacetate ( Pharmacopoeia )
Molecular formula	C 22 H 19 NO 4
External identifiers / databases
CAS number 603-50-9 EC number 210-044-4 ECHA InfoCard 100.009.132 PubChem 2391 ChemSpider 2299 DrugBank DB09020 Wikidata Q417874
Drug information
ATC code	A06 AB02 , A06 AG02
Drug class	Laxative
properties
Molar mass	361.40 g · mol -1
Physical state	firmly
Melting point	132.4 ° C
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS labeling of hazardous substances Caution H and P phrases H: 315-319-335 P: 261-305 + 351 + 338
Toxicological data	4320 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bisacodyl is a drug from the group of laxatives for the treatment of constipation , especially those caused by neurological factors. Bisacodyl is a triphenylmethane - derivative and was first in 1953 because of its structural similarity to phenolphthalein as laxatives used. For a long time it was only sold under the name Dulcolax ^® and is now also available as a generic in pharmacies.

application

Bisacodyl is available as coated tablets or suppositories . As a suppository the effect occurs after 15 to 30 minutes, as a dragee after 6 to 12 hours.

Mode of action

As a suppository, it only works in the rectum , while when taken orally it first reaches the colon via the enterohepatic circulation , where it is converted into diphenols by bacteria. The reaction products lead to increased motility of the intestine and have the effect that less water can be withdrawn from the intestinal contents due to the faster transport. The later onset of action and the longer-lasting effect of oral administration explain the detour via the liver. The exact mechanism of action when used as a suppository (suppository) is still unclear.

Side effects

When used in suppository form, local irritation symptoms may occur. Electrolyte shifts in the serum could not be observed even after decades of use. The frequently mentioned habituation also occurs very rarely in reality, even with long-term use. Proven side effects can be cramp-like abdominal pain due to the motor effect. A transfer into breast milk takes place only minimally and has no effect on the breastfed child.

Trade names

Monopreparations

Bekunis Dragées (D), Bisco-Zitron (D), Drix (D), Dulcolax (D, A), Dulcolax- Bisacodyl (CH), Florisan (D), Laxagetten (D), Laxans (D), Medibudget Abführdragées ( CH), Mediolax (D), Muxol (CH), Protolax (CH), Pyrilax (D), Tavolax (CH), Tirgon (D)

Combination preparations

A. Moll's Abführdragées (A), Laxabene (A), Prepacol (D, A)

Individual evidence

1. ↑ Mathkar, S .; Kumar, S .; Bystol, A .; Olawoore, K .; Min, D .; Markovich, R .; Rustum, A .: The use of differential scanning calorimetry for the purity verification of pharmaceutical reference standards , In: J Pharm Biomed Anal . , 2009 , 49 , pp. 627-631; doi: 10.1016 / j.jpba.2008.12.030 .
2. ↑ ^{a b c} data sheet bisacodyl from Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).
3. ↑ Flig, E. et al. : Is bisacodyl absorbed at all from suppositories in man? , in: Int J Pharm . , 2000 , 196 , pp. 11-20; PMID 10675703 .
4. ↑ awmf.org: S2k guidelines for chronic constipation: definition, pathophysiology, diagnostics and therapy ( memento of the original dated August 22, 2017 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. (PDF; 588 kB), as of 2/2013, accessed on November 16, 2013. 

This article is about a health issue. It is not used for self-diagnosis and does not replace a diagnosis by a doctor. Please note the information on health issues !