Structure via PubChem · Public domain (PubChem)
تگاسرود
Sign in to saveAlso known as HTF919, SDZ-HTF-919, 1-{[(5-Methoxyindol-3-yl)methylene]amino}-3-pentylguanidine, (E)-tegaserod
Tegaserod is a 5-HT4 agonist manufactured by Novartis and sold under the names Zelnorm and Zelmac for the management of irritable bowel syndrome and constipation. Approved by the FDA in 2002, it was subsequently removed from the market in 2007 due to FDA concerns about possible adverse cardiovascular effects. Before then, it was the only drug approved by the United States Food and Drug Administration to help relieve the abdominal discomfort, bloating, and constipation associated with irritable bowel syndrome. Its use was also approved to treat chronic idiopathic constipation.
Chemical data
- Formula
- C16H23N5O
- Molecular weight
- 301.39 g/mol
- IUPAC name
- 1-[(E)-(5-methoxy-1H-indol-3-yl)methylideneamino]-2-pentylguanidine
- SMILES
- CCCCCN=C(N)N/N=C/C1=CNC2=C1C=C(C=C2)OC
- InChIKey
- IKBKZGMPCYNSLU-RGVLZGJSSA-N
- XLogP
- 2.6
- Polar surface area
- 87.8 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2002
- Admin. routes
- oral
- Indications
- gastroesophageal reflux disease, Constipation, dyspepsia
via ChEMBL · EBI
Research
542 papers- Tegaserod for the Treatment of Irritable Bowel Syndrome.Anti-inflammatory & anti-allergy agents in medicinal chemistry · 2020
- Tegaserod: What's Old Is New Again.Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association · 2022
- Tegaserod.2006
- Tegaserod.Drugs · 1999
- Tegaserod for Irritable Bowel Syndrome With Constipation in Women Younger Than 65 Years Without Cardiovascular Disease: Pooled Analyses of 4 Controlled Trials.The American journal of gastroenterology · 2021
via PubMed
Wikidata facts
- Subclass of
- indole alkaloid
- Mass
- 301.190260356
- Has use
- medication
Show 10 more facts
- defined daily dose
- 12
- chemical formula
- C₁₆H₂₃N₅O
- canonical SMILES
- CCCCCNC(=N)NN=CC1=CNC2=C1C=C(OC)C=C2
- World Health Organisation international non-proprietary name
- tegaserod
- medical condition treated
- constipation
- NCI Thesaurus ID
- C66583
- subject has role
- serotonin receptor agonists
- Commons category
- Tegaserod
- found in taxon
- Geodia barretti
- isomeric SMILES
- CCCCCNC(=N)N/N=C/c1c[nH]c2ccc(OC)cc12
via Wikidata · CC0