• 1. Tetrahydroisoquinoline based 5-nitro-2-furoic acid derivatives: a promising new approach for anti-tubercular agents
  Adinarayana Nandikolla,Yogesh Mahadu Khetmalis,Guruvelli Padma Vijaya Sangeetha,Ala Chandu,Swati,Muthyala Murali Krishna Kumar,Vivek Sharma,Sankaranarayanan Murugesan,Kondapalli Venkata Gowri Chandra Sekhar New J. Chem. 2023 47 15378
• 2. Phototransformation of 5-nitro-2-furaldehyde in aqueous solution. A laser flash photolysis and product analysis study
  Luis J. A. Martins,Jo?o M. M. Ferreira Photochem. Photobiol. Sci. 2017 16 721
• 3. An In situ photolysis-e.s.r. investigation of 5-bromo- and 5-nitro-2-furoic acid
  P. Maruthamuthu,S. Steenken J. Chem. Soc. Chem. Commun. 1985 1019
• 4. Triplet state of 5-nitro-2-furoic acid by laser flash photolysis. Spectrum, lifetime and reactivity
  Terence J. Kemp,Luis J. A. Martins J. Chem. Soc. Faraday Trans. 1 1981 77 1425
• 5. The triplet state of N-(n-butyl)-5-nitro-2-furamide by laser flash photolysis. Spectrum, lifetime, energy and electron-transfer reactions
  Luis J. A. Martins,Terence J. Kemp J. Chem. Soc. Faraday Trans. 1 1984 80 2509

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Furans Nitrofurans

5-Nitrofuran-2-Carboxylic Acid (CAS No. 645-12-5): A Comprehensive Overview

5-Nitrofuran-2-carboxylic acid, identified by the CAS registry number 645-12-5, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound belongs to the class of furan derivatives, which have been extensively studied due to their unique chemical properties and potential applications in drug discovery and materials science. The structure of 5-nitrofuran-2-carboxylic acid consists of a furan ring with a nitro group at the 5-position and a carboxylic acid group at the 2-position, making it a versatile molecule for various chemical modifications and functionalizations.

The synthesis of 5-nitrofuran-2-carboxylic acid has been explored through several routes, including nitration of furan derivatives and subsequent oxidation or substitution reactions. Recent studies have focused on optimizing these synthetic pathways to enhance yield and purity, which are critical for its application in research and development. For instance, researchers have employed green chemistry principles to develop environmentally friendly methods for synthesizing this compound, reducing the use of hazardous reagents and minimizing waste generation.

5-Nitrofuran-2-carboxylic acid exhibits interesting pharmacological properties, particularly in its potential as a precursor for bioactive compounds. The nitro group at the 5-position confers electron-withdrawing effects, which can influence the compound's reactivity and biological activity. Recent research has highlighted its role as an intermediate in the synthesis of anti-inflammatory agents and antioxidants. For example, studies have shown that derivatives of this compound can inhibit cyclooxygenase (COX) enzymes, which are key players in inflammation and pain pathways.

In addition to its pharmacological applications, 5-nitrofuran-2-carboxylic acid has found utility in materials science. Its ability to form coordination complexes with metal ions has led to investigations into its potential as a ligand in catalysis and sensing applications. Recent findings demonstrate that this compound can act as a chelating agent for transition metals, facilitating the development of catalysts for organic transformations. Furthermore, its incorporation into polymer matrices has shown promise in creating materials with enhanced mechanical and thermal properties.

The structural versatility of 5-nitrofuran-2-carboxylic acid also makes it an attractive candidate for click chemistry applications. Click reactions, such as the Huisgen cycloaddition, enable the rapid construction of complex molecules by forming stable covalent bonds under mild conditions. Researchers have utilized this property to synthesize libraries of furan-based compounds with diverse functionalities, paving the way for high-throughput screening in drug discovery.

From an analytical standpoint, the characterization of 5-nitrofuran-2-carboxylic acid has benefited from advanced spectroscopic techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS). These methods provide detailed insights into the compound's molecular structure and purity, ensuring its reliability as a starting material in various chemical processes. Recent advancements in computational chemistry have also allowed for virtual modeling of this compound's interactions with biological targets, accelerating the discovery of novel applications.

In conclusion, 5-nitrofuran-2-carboxylic acid, with its unique structural features and diverse functional groups, continues to be a focal point in both academic research and industrial applications. Its role as a building block in organic synthesis, coupled with its promising pharmacological and materials science properties, underscores its importance in advancing modern chemistry. As research progresses, new insights into this compound's potential will undoubtedly emerge, further solidifying its place in the chemical landscape.

• 129423-12-7(2-Furancarboxylic acid,5-nitro-, 2-oxiranylmethyl ester)
• 943-37-3(ethyl 5-nitrofuran-2-carboxylate)
• 24269-96-3(GRK2 Inhibitor 1)
• 478025-69-3( )
• 92799-03-6(2-Furancarboxaldehyde, 5-nitro-, diacetate)
• 586-84-5(Furan,2-(methoxymethyl)-5-nitro-)
• 2493-04-1(2-Furanmethanol,5-nitro-)
• 698-63-5(5-nitrofuran-2-carbaldehyde)
• 39160-84-4(2-Furancarboxylic acid, 5-nitro-, ethenyl ester)
• 1874-23-3(methyl 5-nitrofuran-2-carboxylate)