tropisetron

Also known as NAV930

Tropisetron is a serotonin 5-HT3 receptor antagonist used mainly as an antiemetic to treat nausea and vomiting following chemotherapy, although it has been used experimentally as an analgesic in cases of fibromyalgia.

Key facts

Drug.Verifiedfields: changed
Drug.verifiedrevid: 470618047
Drug.IUPAC_name: (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 1methyl-indole-3-carboxylate
Drug.image: Tropisetron2DACS.svg
Drug.image_class: skin-invert-image
Drug.width: 250
Drug.image2: Tropisetron3Dan.gif
Drug.width2: 250
Drug.tradename: Navoban
Drug.pregnancy_AU: B3
Drug.legal_AU: S4
Drug.legal_UK: POM
Drug.routes_of_administration: Oral, intravenous
Drug.bioavailability: ~60–80%
Drug.protein_bound: 71%
Drug.metabolism: Liver (CYP3A4, CYP1A2, CYP2D6)
Drug.elimination_half life: 6–8 hours
Drug.excretion: Kidney, Feces

via Wikipedia infobox

Chemical data

Formula: C17H20N2O2
Molecular weight: 284.35 g/mol
IUPAC name: [(1S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1H-indole-3-carboxylate
SMILES: CN1[C@H]2CC[C@H]1CC(C2)OC(=O)C3=CNC4=CC=CC=C43
InChIKey: ZNRGQMMCGHDTEI-RYUDHWBXSA-N
XLogP: 3.8
Polar surface area: 45.3 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

1,396 papers

via PubMed

Wikidata facts

Mass: 284.15247788

Show 7 more facts

chemical formula: C₁₇H₂₀N₂O₂
canonical SMILES: CN1C2CCC1CC(C2)OC(=O)C3=CNC4=CC=CC=C43
isomeric SMILES: CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C3=CNC4=C3C=CC=C4
NCI Thesaurus ID: C1131
World Health Organisation international non-proprietary name: tropisetron
Commons category: Tropisetron
defined daily dose: 5

Sources (6)

via Wikidata · CC0

~2 min read

Article

4 sections

Contents

Pharmacology
Adverse effects
Other uses
References

It was patented in 1982 and approved for medical use in 1992. Tropisetron is a therapeutic alternative on the World Health Organization's List of Essential Medicines. It is sold by Novartis in Europe, Australia, New Zealand, Japan, South Korea and the Philippines as Navoban, but is not available in the US. It is also available from Novell Pharmaceutical Laboratories and sold in several Asian countries as Setrovel.