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Details

Stereochemistry ACHIRAL
Molecular Formula C13H16N2O
Molecular Weight 216.2789
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of OXANTEL

SMILES

CN1CCCN=C1\C=C\C2=CC(O)=CC=C2

InChI

InChIKey=VRYKTHBAWRESFI-VOTSOKGWSA-N
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+

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
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
INN   MI   WHO-DD  
INN  
Official Name English
oxantel [INN]
Common Name English
PHENOL, 3-(2-(1,4,5,6-TETRAHYDRO-1-METHYL-2-PYRIMIDINYL)ETHENYL), (E)-
Common Name English
OXANTEL [MI]
Common Name English
Oxantel [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Fri Dec 15 15:32:14 UTC 2023 , Edited by admin on Fri Dec 15 15:32:14 UTC 2023
WHO-VATC QP52AF03
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WHO-ATC P02CC02
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Code System Code Type Description
FDA UNII
94AJJ30D9E
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PRIMARY
EPA CompTox
DTXSID60101659
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INN
3599
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PUBCHEM
5281087
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SMS_ID
100000083010
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EVMPD
SUB09497MIG
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MERCK INDEX
m8291
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PRIMARY Merck Index
DRUG CENTRAL
4005
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PRIMARY
DRUG BANK
DB13670
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PRIMARY
RXCUI
1871175
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MESH
C003407
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WIKIPEDIA
OXANTEL
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NCI_THESAURUS
C96694
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PRIMARY
CAS
36531-26-7
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