Oxantel

Oxantel
Clinical data

ATC code	P02CC02 (WHO) QP52AF03 (WHO)
Identifiers
IUPAC name 3-[(E)-2-(1-Methyl-5,6-dihydro-4H-pyrimidin-2-yl)ethenyl]phenol
CAS Number	36531-26-7^Y
PubChem CID	5281087
ChemSpider	4444540^N
UNII	94AJJ30D9E
KEGG	D00806^Y
Chemical and physical data
Formula	C₁₃H₁₆N₂O
Molar mass	216.284 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN1CCCN=C1/C=C/C2=CC(=CC=C2)O
InChI InChI=1S/C13H16N2O/c1-15-9-3-8-14-13(15)7-6-11-4-2-5-12(16)10-11/h2,4-7,10,16H,3,8-9H2,1H3/b7-6+^N Key:VRYKTHBAWRESFI-VOTSOKGWSA-N^N
^NY (what is this?) (verify)

Oxantel is an anthelmintic. It has typically been used in human and animal medicine as a treatment for intestinal worms.^[1] It has also been shown to inhibit fumarate reductase in some pathogenic bacteria.^[2]

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.^[3]

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^ Palmeirim MS, Specht S, Scandale I, Gander-Meisterernst I, Chabicovsky M, Keiser J (June 2021). "Preclinical and Clinical Characteristics of the Trichuricidal Drug Oxantel Pamoate and Clinical Development Plans: A Review". Drugs. 81 (8): 907–921. doi:10.1007/s40265-021-01505-1. PMC 8144136. PMID 33929716.
^ Dashper S, O'Brien-Simpson N, Liu SW, Paolini R, Mitchell H, Walsh K, D'Cruze T, Hoffmann B, Catmull D, Zhu Y, Reynolds E (2014). "Oxantel disrupts polymicrobial biofilm development of periodontal pathogens". Antimicrobial Agents and Chemotherapy. 58 (1): 378–85. doi:10.1128/AAC.01375-13. PMC 3910723. PMID 24165189.
^ Kopp, Steven R.; Kotze, Andrew C.; McCarthy, James S.; Traub, Rebecca J.; Coleman, Glen T. (2008-11-01). "Pyrantel in small animal medicine: 30 years on". The Veterinary Journal. 178 (2): 177–184. doi:10.1016/j.tvjl.2007.06.021. ISSN 1090-0233.

Antiparasitics – Anthelmintics (P02) and endectocides (QP54)

Antiplatyhelmintic agents

Antitrematodals
(schistosomicides)

Binds tubulin	benzimidazole Triclabendazole^#
AChE inhibitor	phosphonic acid Metrifonate^‡
Other/unknown	quinoline Arpraziquantel Praziquantel^# Oxamniquine^# phenol Bithionol thiazole Niridazole thioxanthone Hycanthone Lucanthone antimony compounds Stibophen Tartar emetic^‡

Anticestodals
(taeniacides)

Binds tubulin	benzimidazole Albendazole^#
Other/unknown	quinoline Praziquantel^# salicylanilide Niclosamide^# aminoacridine Quinacrine butyrophenone Desaspidin chlorophenol Dichlorophen

Antinematodal agents
(including
macrofilaricides)

Binds tubulin	benzimidazole Mebendazole^# Albendazole^# Tiabendazole Fenbendazole Ciclobendazole Flubendazole
Glutamate-gated chloride channel, GABA receptor	avermectins Abamectin Doramectin Emamectin Eprinomectin Ivermectin^# Selamectin milbemycins Moxidectin Milbemycin oxime
NMDA	tetrahydropyrimidine Pyrantel^# pyrantel pamoate Oxantel Morantel Carbantel Febantel (aka felsantel)
Other/unknown	piperazine Piperazine Diethylcarbamazine^# thiazole Levamisole^# quinolinium Pyrvinium benzylammonium Bephenium naphthalenesulfonate Suramin^# Ascaridole^‡ Hexylresorcinol Santonin^‡ Tribendimidine Tetrachloroethylene^‡

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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This page was last edited on 26 April 2024, at 06:19

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