Nitroxinil

Base Information

• Chemical Name: Nitroxinil
• CAS No.: 1689-89-0
• Molecular Formula: C7H3IN2O3
• Molecular Weight: 290.017
• Hs Code.: 29269090
• European Community (EC) Number: 216-884-8
• UNII: 9L0EXQ7125
• DSSTox Substance ID: DTXSID9075117
• Nikkaji Number: J7.558B
• Wikipedia: Nitroxinil
• Wikidata: Q2680251
• NCI Thesaurus Code: C75227
• ChEMBL ID: CHEMBL2104730
• Mol file: 1689-89-0.mol

Synonyms:Nitroxinil;Nitroxynil

Chemical Property of Nitroxinil

Chemical Property:

• Appearance/Colour: white to yellow powder
• Vapor Pressure: 0.00227mmHg at 25°C
• Melting Point: 136 - 139oC
• Refractive Index: 1.735
• Boiling Point: 280.1 °C at 760 mmHg
• PKA: 3.00±0.38(Predicted)
• Flash Point: 123.2 °C
• PSA: 89.84000
• Density: 2.24 g/cm³
• LogP: 2.29988
• Storage Temp.: 0-6°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 289.91884
• Heavy Atom Count: 13
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

Nitroxinil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38-43
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])O)I)C#N
• Uses: Nitroxinil is an anthelmintic used in the treatment of liver fluke. Nitroxinil is used for the treatment of fascioliasis in cattle and sheep. categorized under the category of Anthelmintic / Anti parasitic ( for veterinary use)

Technology Process of Nitroxinil

There total 5 articles about Nitroxinil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2-iodo-4-cyanophenol (2296-23-3) → nitroxynil (1689-89-0)

Guidance literature:

With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide; at 20 ℃; for 2h; Ionic liquid;

DOI:10.1016/j.tetlet.2019.151529

Reference yield: 58.6%

4-hydroxy-3-nitrobenzonitrile (3272-08-0) → nitroxynil (1689-89-0)

Guidance literature:

With potassium iodate; sodium hydroxide; sulfuric acid; potassium iodide; In ethanol; water; 1 h, reflux; overnight at room temp.;

DOI:10.1002/jps.2600831216

Reference yield:

3-Jod-4-hydroxy-5-nitro-benzalhydroxylamin (3861-59-4) → nitroxynil (1689-89-0)

Guidance literature:

With thionyl chloride;

upstream raw materials:

4-hydroxy-3-nitrobenzonitrile

3-Jod-4-hydroxy-5-nitro-benzalhydroxylamin

2-iodo-4-cyanophenol

Downstream raw materials:

3-iodo-4-methoxy-5-nitrobenzonitrile

3-iodo-4-hydroxy-5-aminobenzonitrile

3-iodo-4-hydroxy-5-nitrobenzamide

3-iodo-4-hydroxy-5-nitrobenzoic acid

Refernces

• 1、 Baziard-Mouysset,Alvinerie,Galtier,Ane-Margail,Floch,Payard. "Study of plasma and hepatic hydrolysis of Nitroxinil derivatives". . p. 223 - 227. Retrieved 2007/10/03.