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nitroxinil

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nitroxinil

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Nitroxinil is an anthelmintic, a veterinary medicine against parasitic worms in sheep and cattle. The substance is active against the liver fluke the Fasciola hepatica and to a lesser extent against thread worms in the gastrointestinal tract. Brand names include Fluconix, Dovenix and Trodax. Nitroxynil is also used against strains of the red gum worm (Haemonchus contortus) that have become resistant to benzimidazoles.

Chemical data

Formula
C7H3IN2O3
Molecular weight
290.01 g/mol
IUPAC name
4-hydroxy-3-iodo-5-nitrobenzonitrile
SMILES
C1=C(C=C(C(=C1[N+](=O)[O-])O)I)C#N
InChIKey
SGKGVABHDAQAJO-UHFFFAOYSA-N
XLogP
2.3
Polar surface area
89.8 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
289.919
Show 3 more facts
chemical formula
C₇H₃IN₂O₃
canonical SMILES
C1=C(C=C(C(=C1[N+](=O)[O-])O)I)C#N
Commons category
Nitroxinil
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • References
  • External links

Nitroxinil is an anthelmintic, a veterinary medicine against parasitic worms in sheep and cattle. The substance is active against the liver fluke the Fasciola hepatica and to a lesser extent against thread worms in the gastrointestinal tract. Brand names include Fluconix, Dovenix and Trodax. Nitroxynil is also used against strains of the red gum worm (Haemonchus contortus) that have become resistant to benzimidazoles.

Nitroxinil was invented by May & Baker in the mid 1960s as part of a program into investigation of derivatives of p-hydroxybenzonitrile. In addition to Nitroxynil, the herbicides ioxynil (3,5-diiodo) and bromoxynil (3,5-dibromo) were also invented by the same company. Nitroxynil has a nitro group in addition to a single iodine group.

Excerpted from Wikipedia’s “nitroxinil” article, available under the CC BY-SA 4.0 licence.

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