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Supelco

Nitroxinil

VETRANAL®, analytical standard

Synonym(s):

4-Hydroxy-3-iodo-5-nitrobenzonitrile, Nitroxynil

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About This Item

Empirical Formula (Hill Notation):
C7H3IN2O3
CAS Number:
1689-89-0
Molecular Weight:
290.01
EC Number:
216-884-8
MDL number:
MFCD00070776
UNSPSC Code:
41116107
PubChem Substance ID:
329754805
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

Oc1c(I)cc(cc1[N+]([O-])=O)C#N

InChI

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

InChI key

SGKGVABHDAQAJO-UHFFFAOYSA-N

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General description

Nitroxinil is an anthelmintic agent, which is also an antiparasite. It is highly effective against Fasciola species and its mode of action involves uncoupling the oxidative phosphorylation in liver flukes and also reduces spermatogenesis in surviving flukes, resulting in fewer fertile eggs.

Application

Nitroxinil may be used as a reference standard in the determination of nitroxinil in veterinary active pharmaceutical ingredient manufacturing and bovine kidney using reversed-phase high-performance liquid chromatography (RP-HPLC) and liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3495
BCCD2539
BCCB1548

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Essential Drug Data for Rational Therapy in Veterinary Practice (2014)
Anaerobic Metabolism of the Agro-Pesticide Nitroxinil by Bovine Ruminal Fluid.
Irazoqui I, et al.
Drug Metabolism Letters, 8(2), 101-108 (2014)
Michelle Whelan et al.
Journal of agricultural and food chemistry, 59(14), 7793-7797 (2011-06-11)
Nitroxynil is an anthelmintic used in the treatment of liver fluke. In this study, six dairy cows were treated during lactation with Trodax, a 34% solution containing nitroxynil as its N-ethylglucamine salt, indicated for the treatment of fascioliasis in cattle
RP-HPLC Method Development and Validation for Nitroxynil in Active Pharmaceutical Ingredient Manufacturing.
Yelamanchi KSV, et al.
Journal of Pharmaceutical Sciences and Research, 8(9), 967-967 (2016)
Maria Martínez-Valladares et al.
Parasitology research, 107(5), 1205-1211 (2010-08-04)
The aim of this study was to compare the efficacy of triclabendazole (TCBZ) and nitroxynil against a TCBZ-resistant Fasciola hepatica strain in a naturally infected sheep flock. The efficacies were measured by the faecal egg count reduction test. The level
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