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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

Molecular Formula C13H16N2O
Molecular Weight 216.2789
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:32:14 GMT 2023
Edited
by admin
on Fri Dec 15 15:32:14 GMT 2023
Record UNII
94AJJ30D9E
Record Status Validated (UNII)
Record Version
  • Download
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 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
WHO-VATC QP52AF03
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
WHO-ATC P02CC02
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
Code System Code Type Description
FDA UNII
94AJJ30D9E
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID60101659
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
INN
3599
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
PUBCHEM
5281087
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
SMS_ID
100000083010
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
EVMPD
SUB09497MIG
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
MERCK INDEX
m8291
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY Merck Index
DRUG CENTRAL
4005
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
DRUG BANK
DB13670
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
RXCUI
1871175
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
MESH
C003407
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
WIKIPEDIA
OXANTEL
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
NCI_THESAURUS
C96694
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
CAS
36531-26-7
Created by admin on Fri Dec 15 15:32:14 GMT 2023 , Edited by admin on Fri Dec 15 15:32:14 GMT 2023
PRIMARY
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