Tropisetron

Tropisetron

Systematic (IUPAC) name
(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 1methyl-indole-3-carboxylate
Clinical data
Trade names	Navoban
AHFS/Drugs.com	International Drug Names
Pregnancy category	AU: B3
Legal status	AU: S4 (Prescription only) UK: POM (Prescription only)
Routes of administration	Oral, IV
Pharmacokinetic data
Bioavailability	~60–80%
Protein binding	71%
Metabolism	Hepatic (CYP3A4, CYP1A2, CYP2D6)
Biological half-life	6–8 hours
Excretion	Renal, Fecal
Identifiers
CAS Number	89565-68-4 N
ATC code	A04AA03 (WHO)
PubChem	CID: 72165
IUPHAR/BPS	260
ChemSpider	16736476 Y
UNII	6I819NIK1W Y
KEGG	D02130 Y
ChEBI	CHEBI:32269 N
ChEMBL	CHEMBL496980 N
Synonyms	ICS 205-930
Chemical data
Formula	C17H20N2O2
Molecular mass	284.353 g/mol
SMILES CN4[C@@H]1CC[C@H]4C[C@H](C1)OC(=O)c3cnc2ccccc23
InChI InChI=1S/C17H20N2O2/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16/h2-5,10-13,18H,6-9H2,1H3/t11-,12+,13+ Y Key:ZNRGQMMCGHDTEI-ITGUQSILSA-N Y
NY (what is this?)  (verify)

Tropisetron (INN) 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. The drug is available in a 5 mg oral preparation or in 2 mg intravenous form. It is marketed by Novartis in Europe, Australia, New Zealand, Japan, South Korea and the Philippines as Navoban, but is not available in the U.S. It is also available from Novell Pharmaceutical Laboratories and marketed in several Asian countries as Setrovel.

Pharmacology

Tropisetron acts as both a selective 5-HT₃ receptor antagonist and α₇-nicotinic receptor agonist.

Adverse effects

Tropisetron is a well-tolerated drug with few side effects. Headache, constipation, and dizziness are the most commonly reported side effects associated with its use. Hypotension, transient liver enzyme elevation, immune hypersensitivity syndromes and extrapyramidal side effects have also been associated with its use on at least one occasion.There have been no significant drug interactions reported with this drug's use. It is broken down by the hepatic cytochrome P450 system and it has little effect on the metabolism of other drugs broken down by this system.

Other uses

As a biological stain and as trypanocide.

See also

• 5-HT₃ receptor antagonist: Drug discovery and development
• Zatosetron
• Ricasetron
• Bemesetron
• Tropanserin
• Granisetron

External links

• Official site
• Navoban data sheet