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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H16N2O.C4H6O6
Molecular Weight 366.3658
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of OXANTEL TARTRATE

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CN1CCCN=C1\C=C\C2=CC=CC(O)=C2

InChI

InChIKey=PONGRCSYUVKYHY-HJONKQCASA-N
InChI=1S/C13H16N2O.C4H6O6/c1-15-9-3-8-14-13(15)7-6-11-4-2-5-12(16)10-11;5-1(3(7)8)2(6)4(9)10/h2,4-7,10,16H,3,8-9H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/b7-6+;/t;1-,2-/m.1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/7639515 | https://www.ncbi.nlm.nih.gov/pubmed/19506073 | http://parasitipedia.net/index.php?option=com_content&view=article&id=2504&Itemid=2777 | https://www.ncbi.nlm.nih.gov/pubmed/20038616

Oxantel is a narrow-spectrum anthelmintic effective against whipworms in dogs and cats. It is ineffective against other roundworms, flukes, tapeworms or external parasites. Oxantel acts on the nervous system of the worms as inhibitors of acetylcholinesterase. Oxantel, a cholinergic anthelmintic and fumarate reductase inhibitor, significantly inhibited biofilm formation by P. gingivalis and disrupted established biofilms at concentrations below its MIC against planktonic cells. Oxantel was more effective against P. gingivalis in biofilm than metronidazole, a commonly used antibiotic for periodontitis. When oxantel was administrated to human beings for the treatment of trichuriasis, no drug reaction or side effects were reported, and the results of hematologic, biochemical and urinary examinations didn’t reveal any significant drug-related changes.

Originator

Curator's Comment: # Pfizer Inc.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
TELOPAR

Approved Use

Oxantel is a narrow-spectrum anthelmintic effective against whipworms in dogs and cats.
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Treatment of multiple intestinal helminthiasis with oxantel and pyrantel.
1978
Efficacy and safety of albendazole plus ivermectin, albendazole plus mebendazole, albendazole plus oxantel pamoate, and mebendazole alone against Trichuris trichiura and concomitant soil-transmitted helminth infections: a four-arm, randomised controlled trial.
2015 Mar
Efficacy and safety of oxantel pamoate in school-aged children infected with Trichuris trichiura on Pemba Island, Tanzania: a parallel, randomised, controlled, dose-ranging study.
2016 Jan
Patents

Sample Use Guides

Dog: 140 mg. One tablet per 7 kg of body weight (20 mg of oxantel per 1 kg of body weight).
Route of Administration: Oral
In Vitro Use Guide
The MIC, MBC and ICs values for Oxantel determined in laboratory-adapted strain NCTC 11639 of H. pylori. MIC=0.94 mM, MBC=0.94 mM, IC50=0.31 mM, IC90=1.04 mM. For the wild-type strain UNSW 10593/5 the MIC and MBC values were 0.47 nM.
Name Type Language
OXANTEL TARTRATE
Common Name English
PHENOL, 3-((1E)-2-(1,4,5,6-TETRAHYDRO-1-METHYL-2-PYRIMIDINYL)ETHENYL)-
Systematic Name English
(E)-1,4,5,6-TETRAHYDRO-2-(2-(3-HYDROXYPHENYL)VINYL)-1-METHYLPYRIMIDINE-1,3-DIYLIUM (R-(R*,R*))-TARTRATE
Common Name English
Code System Code Type Description
MESH
C003407
Created by admin on Fri Dec 15 17:51:44 GMT 2023 , Edited by admin on Fri Dec 15 17:51:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
276-101-0
Created by admin on Fri Dec 15 17:51:44 GMT 2023 , Edited by admin on Fri Dec 15 17:51:44 GMT 2023
PRIMARY
FDA UNII
13I581LPBL
Created by admin on Fri Dec 15 17:51:44 GMT 2023 , Edited by admin on Fri Dec 15 17:51:44 GMT 2023
PRIMARY
PUBCHEM
76964655
Created by admin on Fri Dec 15 17:51:44 GMT 2023 , Edited by admin on Fri Dec 15 17:51:44 GMT 2023
PRIMARY
CAS
71865-30-0
Created by admin on Fri Dec 15 17:51:44 GMT 2023 , Edited by admin on Fri Dec 15 17:51:44 GMT 2023
PRIMARY