Structure via PubChem · Public domain (PubChem)
oxantel
Sign in to saveOxantel is an anthelmintic. It has typically been used in human and animal medicine as a treatment for intestinal worms. It has also been shown to inhibit fumarate reductase in some pathogenic bacteria.
Chemical data
- Formula
- C13H16N2O
- Molecular weight
- 216.28 g/mol
- IUPAC name
- 3-[(E)-2-(1-methyl-5,6-dihydro-4H-pyrimidin-2-yl)ethenyl]phenol
- SMILES
- CN1CCCN=C1/C=C/C2=CC(=CC=C2)O
- InChIKey
- VRYKTHBAWRESFI-VOTSOKGWSA-N
- XLogP
- 1.5
- Polar surface area
- 35.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- Helminthiasis
via ChEMBL · EBI
Research
110 papers- Preclinical and Clinical Characteristics of the Trichuricidal Drug Oxantel Pamoate and Clinical Development Plans: A Review.Drugs · 2021
- Oxantel pamoate-albendazole for Trichuris trichiura infection.The New England journal of medicine · 2014
- Functional Characterization of the Oxantel-Sensitive Acetylcholine Receptor from Trichuris muris.Pharmaceuticals (Basel, Switzerland) · 2021
- The narrow-spectrum anthelmintic oxantel is a potent agonist of a novel acetylcholine receptor subtype in whipworms.PLoS pathogens · 2021
- Oxantel pamoate and deworming programmes.The Lancet. Infectious diseases · 2016
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 216.126
Show 5 more facts
- isomeric SMILES
- CN1CCCN=C1/C=C/c1cccc(O)c1
- chemical formula
- C₁₃H₁₆N₂O
- canonical SMILES
- CN1CCCN=C1C=CC2=CC(=CC=C2)O
- NCI Thesaurus ID
- C96694
- medical condition treated
- trichuriasis
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Oxantel is an anthelmintic. It has typically been used in human and animal medicine as a treatment for intestinal worms. It has also been shown to inhibit fumarate reductase in some pathogenic bacteria.
Similarly to pyrantel, oxantel depolarises the neurons of gastrointestinal parasites 100x more than acetylcholine, causing sustained muscular contraction, causing the parasites to die by spastic paralysis. This anthelmintic is commonly used to treat domestic animals as well as livestock, and resistance has been reported in both groups of animals.
Excerpted from Wikipedia’s “oxantel” article, available under the CC BY-SA 4.0 licence.
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