دولاسترون

Dolasetron (trade name Anzemet) is a serotonin 5-HT3 receptor antagonist used to treat nausea and vomiting following chemotherapy. Its main effect is to reduce the activity of the vagus nerve, which is a nerve that activates the vomiting center in the medulla oblongata. It does not have much antiemetic effect when symptoms are due to motion sickness. This drug does not have any effect on dopamine receptors or muscarinic receptors.

Chemical data

Formula: C19H20N2O3
Molecular weight: 324.4 g/mol
IUPAC name: [(7R)-10-oxo-8-azatricyclo[5.3.1.03,8]undecan-5-yl] 1H-indole-3-carboxylate
SMILES: C1[C@@H]2CC(CC3N2CC(=O)C1C3)OC(=O)C4=CNC5=CC=CC=C54
InChIKey: UKTAZPQNNNJVKR-DBBXXEFVSA-N
XLogP: 3.4
Polar surface area: 62.4 Å²
H-bond donors: 1
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1997
Admin. routes: oral, parenteral
Indications: fibromyalgia, Chemotherapy-induced nausea and vomiting, Nausea

via ChEMBL · EBI

Research

313 papers

Dolasetron.2006
Dolasetron. A review of its pharmacology and therapeutic potential in the management of nausea and vomiting induced by chemotherapy, radiotherapy or surgery.Drugs · 1997
Dolasetron overdose resulting in prolonged QTc interval and severe hypotension: a case report and literature review.Emergency medicine journal : EMJ · 2007
Dolasetron: a new option for nausea and vomiting.Journal of the American Animal Hospital Association · 2000
Drugs for preventing postoperative nausea and vomiting in adults after general anaesthesia: a network meta-analysis.The Cochrane database of systematic reviews · 2020

via PubMed

Wikidata facts

Has part: hydrogen
Mass: 324.1473925
Has use: medication

Show 7 more facts

canonical SMILES: O=C(OC1CC2CC3CC(C1)N2CC3=O)c1c[nH]c2ccccc12
chemical formula: C₁₉H₂₀N₂O₃
medical condition treated: vomiting
World Health Organisation international non-proprietary name: dolasetron
isomeric SMILES: O=C(O[C@@H]1C[C@@H]2C[C@H]3C[C@H](C1)N2CC3=O)c4c[nH]c5ccccc45
NCI Thesaurus ID: C61735
subject has role: antiemetic

Sources (2)

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via Wikidata sitelinks · CC0