701-51-9

Basic information

• Product Name: 5-nitrofuran-2-carboxamide
• Synonyms: 2-furancarboxamide, 5-nitro-; 5-Nitro-2-furamide
• CAS NO: 701-51-9
• Molecular Formula: C₅H₄N₂O₄
• Molecular Weight: 156.0963
• Mol File: 701-51-9.mol

Chemical Properties

• Boiling Point: 295.9°C at 760 mmHg
• Flash Point: 132.8°C
• Density: 1.518g/cm³
• Vapor Pressure: 0.00148mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: 5-nitrofuran-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-nitrofuran-2-carboxamide(701-51-9)
• EPA Substance Registry System: 5-nitrofuran-2-carboxamide(701-51-9)

Safety Data

• Hazardous Substances Data: 701-51-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Nitrofuran-2-carboxamide is used as an antibiotic medication for the treatment of urinary tract infections. It is effective against common gram-positive and gram-negative bacteria in the urinary tract, making it a valuable option for short-term treatment of such infections.
However, due to potential side effects such as nausea, vomiting, diarrhea, and the risk of serious lung and liver complications with prolonged use, nitrofurantoin is generally prescribed for short-term use. It is also not recommended for pregnant women or those with renal impairment.

Upstream product

• 59-82-5 5-nitrofuran-2-carbonitrile 
• 25084-14-4 5-nitrofuran-2-carboxylic chloride 
• 6236-05-1 cis-5-nitrofuran-2-aldoxime 
• 69819-71-2 5-nitro-2-furancarboxaldehyde dimethylhydrazone 

Relevant articles and documents

Hydrogen peroxide oxidation of N,N-dimethylhydrazones promoted by selenium compounds, titanosilicalites or acetonitrile

Hydrogen peroxide oxidation of N,N-dimethylhydrazones 1 promoted by title reagents has been investigated. Depending on the substrate nitrile 2 and/or amide 3 accompanied with carboxylic acid 4 and parent carbonyl compounds 5 were obtained. Formation of nitriles 2 with H2O2-acetonitrile system is limited for a few more active substrates. The mechanism of the reaction, based on generated in situ peroxyiminoacetic acid, is presented. A broad spectrum of aliphatic, unsaturated and aromatic nitriles 2 was obtained by oxidation of corresponding N,N-dimethylhydrazones 1 with hydrogen peroxide in the presence of poly(bis-9,10-anthracenyl) diselenide (PADS) (7) as catalyst.

ROTATIONAL ISOMERS OF THE RADICAL-ANIONS OF 2-CARBONYL-CONTAINING DERIVATIVES OF 5-NITROFURAN

The radical-anions of 2-carbonyl-containing derivatives of 5-nitrofuran were obtained by electrochemical generation.Their ESR spectra indicate the existence of a mixture of O,O-cis and O,O-trans rotational isomers.The parameters of the isomers were identified by INDO calculations.The more polar form (the cis isomer) is more stable in polar media.