NITROXINIL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H3IN2O3
Molecular Weight	290.0148
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C(I)C=C(C=C1[N+]([O-])=O)C#N

InChI

InChIKey=SGKGVABHDAQAJO-UHFFFAOYSA-N

InChI=1S/C7H3IN2O3/c8-5-1-4(3-9)2-6(7(5)11)10(12)13/h1-2,11H

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20680341 | https://www.ncbi.nlm.nih.gov/pubmed/7120274 | https://parasitipedia.net/index.php?option=com_content&view=article&id=2510&Itemid=2783

Nitroxinil is an anthelmintic drug mainly used for the control of liver fluke in sheep and cattle. Nitroxinil is active against the liver fluke the Fasciola hepatica and to a lesser extent against thread worms in the gastrointestinal tract. The efficacy of nitroxinil administered once by subcutaneous injection at a dosage regimen of 20 mg/kg live mass was evaluated against natural infestations of parafilaria bovicola in cattle. Trial animals were slaughtered 14 weeks after treatment. Treatment reduced the number of bleeding points by 97,8%, eosinophil-positive carcass lesions by 85,7% and eosinophil-positive lesion area by 92,8%, compared with controls.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
regulation of oxidative phosphorylation uncoupler activity 1 Target ID: GO:2000275 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5119775	Modulator 828

PubMed

Title	Date	PubMed
[The effect of newer anthelmintics on Fasciola hepatica in experimentally infected rats].	1976 Sep	191977
The effect of five fasciolicides on malate dehydrogenase activity and mortality of Fasciola gigantica, Fasciolopsis buski and Paramphistomum explanatum.	1981 Jun	7264272
Fasciola hepatica: a comparative survey of adult fluke resistance to triclabendazole, nitroxynil and closantel on selected upland and lowland sheep farms in Northern Ireland using faecal egg counting, coproantigen ELISA testing and fluke histology.	2015 Jan 15	25529143
Anthelmintic efficiency of doramectin, fenbendazole, and nitroxynil, in combination or individually, in sheep worm control.	2016 Jul-Sep	27096532

Patents

Sample Use Guides

In Vivo Use Guide

Nitroxinil injected subcutaneously at 10 mg/kg live mass achieved Class A efficacy when evaluated by the non parametric method against adult Fasciola gigantica. Haemonchus placei, Bonustomum phlebotomum and Oesophagostomum radiatum in cattle. The compound was not effective against adult Cooperia spp. at the same dosage.

Route of Administration: Other

In Vitro Use Guide

Nitroxinil at 10(-3) M produced 60% inhibition in F. buski homogenates yet had little effect at this concentration on preparations from the other species. Rapid death of Fasicola gigantica and P. explanatum resulted in vitro when 10(-3) M nitroxinil was added to the incubation medium.

Name

Type

Language

NITROXINIL

Official Name

English

NITROXYNIL

Common Name

English

NITROXYNIL [MI]

Common Name

English

NITROXINIL [MART.]

Common Name

English

DELDRAX

Brand Name

English

nitroxinil [INN]

Common Name

English

4-HYDROXY-3-IODO-5-NITROBENZONITRILE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C250