4-hydroxy-3-iodo-5-nitrobenzonitrile

• ChemBase ID: 156958
• Molecular Formular: C7H3IN2O3
• Molecular Mass: 290.01479
• Monoisotopic Mass: 289.91883997
• SMILES: c1c(cc(c(c1[N+](=O)[O-])O)I)C#N
• Canonical SMILES: N#Cc1cc(I)c(c(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C7H3IN2O3/c8-5-1-4(3-9)2-6(7(5)11)10(12)13/h1-2,11H
• InChIKey: SGKGVABHDAQAJO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-iodo-5-nitrobenzonitrile
• IUPAC Traditional name: nitroxynil
• Synonyms: 4-Hydroxy-3-iodo-5-nitrobenzonitrile; Nitroxynil; Nitroxinil; 4-hydroxy-3-iodo-5-nitrobenzonitrile; 2-Iodo-4-cyano-6-nitrophenol; 3-Iodo-5-nitro-4-hydroxybenzonitrile; 3-Nitro-4-hydroxy-5-iodobenzonitrile; 3-Nitro-5-iodo-4-hydroxybenzonitrile; 4-Cyano-2-iodo-6-nitrophenol; M and B 10755; Nitroxinil; 4-羟基-3-碘代-5-硝基苯甲腈; 硝羟碘苄腈; 硝碘酚腈

Database IDs

• CAS Number: 1689-89-0
• EC Number: 216-884-8
• MDL Number: MFCD00070776
• PubChem SID: 162251095; 24860873
• PubChem CID: 15532

CALCULATED PROPERTIES

• Acid pKa: 3.741668
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.846337
• LogD (pH = 7.4): 0.45749903
• Log P: 2.3947053
• Molar Refractivity: 54.4477 cm^3
• Polarizability: 20.176832 Å^3
• Polar Surface Area: 89.84 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 135-137°C
• Hydrophobicity(logP): 2.372

Safety Information

• Storage Condition: Refrigerator
• RTECS: DI4600000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36/37/38-43
• Safety Statements: 26-36/37-45
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H317-H319-H335-H400
• GHS Precautionary statements: P261-P273-P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 95%
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C7H3IN2O3

DETAILS

Sigma Aldrich - 34088

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - N597900

Nitroxynil is an anthelmintic used in the treatment of liver fluke. Nitroxynil is used for the treatment of fascioliasis in cattle and sheep.

REFERENCES

• Alvinerie, M., et al.: J. Vet. Pharmacol. Ther., 14, 170 (1991)
• Whelan, M., et al.: J. Agric. Food Chem., 58, 12204 (1991)