Otilonium bromide

Chemical compound From Wikipedia, the free encyclopedia

Otilonium bromide is a drug used to treat abdominal pain caused by irritable bowel syndrome. It is an antispasmodic, which is useful to treat the symptoms of irritable bowel syndrome by reducing abdominal spasms (colic), bloating, pain, and gut motility.

Trade namesSpasmoctyl 40, Doralin, Menoctyl
ATC code
Quick facts Clinical data, Trade names ...
Otilonium bromide
Clinical data
Trade namesSpasmoctyl 40, Doralin, Menoctyl
AHFS/Drugs.comInternational Drug Names
ATC code
Pharmacokinetic data
Bioavailability1.1%[1][unreliable source?]
Identifiers
  • N,N-Diethyl-N-methyl-2-(4-[2-(octyloxy)benzamido]benzoyloxy)ethanaminium bromide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.043.128 Edit this at Wikidata
Chemical and physical data
FormulaC29H43BrN2O4
Molar mass563.577 g·mol−1
3D model (JSmol)
  • CCCCCCCCOC1=CC=CC=C1C(=O)NC2=CC=C(C=C2)C(=O)OCC[N+](C)(CC)CC.[Br-]
  • InChI=1S/C29H42N2O4.BrH/c1-5-8-9-10-11-14-22-34-27-16-13-12-15-26(27)28(32)30-25-19-17-24(18-20-25)29(33)35-23-21-31(4,6-2)7-3;/h12-13,15-20H,5-11,14,21-23H2,1-4H3;1H ☒N
  • Key:VWZPIJGXYWHBOW-UHFFFAOYSA-N ☒N
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It is an antimuscarinic and calcium channel blocker used to relieve spasmodic pain of the gut, especially in irritable bowel syndrome.[2] This means it works in the gut themselves, by relaxing the small muscles of the intestines, which results in relieving cramps and therefore reduces pain.

Medical uses

A pooled analysis of three clinical trials suggest that otilonium bromide is more effective than placebo for the treatment of irritable bowel syndrome.[3]

Pharmacology

Otilonium bromide binds to both muscarinic receptors and tachykinin NK2 receptors.[4] It has been shown to inhibit L-type and T-type calcium channels, actions which may contribute to or determine its effects in the gut.[5][6]

When taken orally, very little of the drug is absorbed into the rest of the body,[7] which means that most of its actions remain confined to the gastrointestinal system.

Adverse effects

Otilonium bromide is generally well tolerated and does not have the side-effects observed with similar classes of drugs.[8] A case of cardiovascular toxicity was reported due to an overdose.[9][10]

References

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