Cas no 24195-10-6 (2-(Methoxycarbonyl)isonicotinic acid)

2-(Methoxycarbonyl)isonicotinic acid is a versatile chemical intermediate primarily used in pharmaceutical and agrochemical synthesis. Its structure, featuring both a methoxycarbonyl group and a carboxylic acid functionality on a pyridine ring, enables its use in coupling reactions and heterocyclic derivatization. The compound exhibits good solubility in polar organic solvents, facilitating its incorporation into complex synthetic pathways. Its stability under standard conditions and high purity make it suitable for precision applications in medicinal chemistry, particularly in the development of active pharmaceutical ingredients (APIs). The dual functional groups allow for selective modifications, enhancing its utility in multi-step synthesis.
2-(Methoxycarbonyl)isonicotinic acid structure
24195-10-6 structure
Product Name:2-(Methoxycarbonyl)isonicotinic acid
CAS No:24195-10-6
MF:C8H7NO4
MW:181.145482301712
MDL:MFCD00661398
CID:1037027
PubChem ID:18753310
Update Time:2025-06-08

2-(Methoxycarbonyl)isonicotinic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(Methoxycarbonyl)isonicotinic acid
    • 2-methoxycarbonylpyridine-4-carboxylic acid
    • 2,4-Pyridinedicarboxylic acid, 2-Methyl ester
    • CS-W021441
    • 2-(methoxycarbonyl)pyridine-4-carboxylic acid
    • BCP15432
    • 24195-10-6
    • O10527
    • SY117302
    • Z1255450491
    • EN300-100069
    • AKOS016009069
    • 2-(METHOXYCARBONYL)ISONICOTINICACID
    • BS-13878
    • SCHEMBL2716237
    • MAFJOMAYYKSZOS-UHFFFAOYSA-N
    • 2-Methoxycarbonylisonicotinic acid
    • A852105
    • MFCD00661398
    • SB52790
    • DTXSID00595941
    • MDL: MFCD00661398
    • Inchi: 1S/C8H7NO4/c1-13-8(12)6-4-5(7(10)11)2-3-9-6/h2-4H,1H3,(H,10,11)
    • InChI Key: MAFJOMAYYKSZOS-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=C(C(=O)O)C=CN=1)=O

Computed Properties

  • Exact Mass: 180.02968
  • Monoisotopic Mass: 181.03750770g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 216
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.6
  • Topological Polar Surface Area: 76.5?2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.4±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 440.6±30.0 °C at 760 mmHg
  • Flash Point: 220.3±24.6 °C
  • PSA: 79.32
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

2-(Methoxycarbonyl)isonicotinic acid Pricemore >>

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Additional information on 2-(Methoxycarbonyl)isonicotinic acid

Introduction to 2-(Methoxycarbonyl)isonicotinic Acid (CAS No. 24195-10-6)

2-(Methoxycarbonyl)isonicotinic acid, with the chemical formula C?H?NO?, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This compound belongs to the class of isonicotinic acid derivatives, which have garnered considerable attention due to their diverse biological activities and potential applications in medicinal chemistry. The presence of a methyl ester group at the 2-position of the isonicotinic acid core enhances its reactivity and utility in synthetic pathways, making it a valuable intermediate in the development of various pharmacologically active molecules.

The CAS number 24195-10-6 uniquely identifies this compound in scientific literature and databases, facilitating its accurate referencing in research papers, patents, and industrial applications. 2-(Methoxycarbonyl)isonicotinic acid is synthesized through well-established organic reactions, typically involving the esterification of isonicotinic acid or its derivatives. The synthesis often employs mild conditions to preserve the integrity of functional groups, ensuring high yields and purity suitable for further derivatization.

One of the most compelling aspects of 2-(Methoxycarbonyl)isonicotinic acid is its role as a precursor in the synthesis of more complex molecules. Its structural framework allows for modifications at multiple positions, enabling chemists to tailor its properties for specific applications. In recent years, there has been growing interest in exploring its potential as a building block for drugs targeting neurological disorders, infectious diseases, and cancer.

Recent advancements in medicinal chemistry have highlighted the significance of 2-(Methoxycarbonyl)isonicotinic acid in the development of novel therapeutic agents. Researchers have demonstrated its utility in generating derivatives with enhanced binding affinity and selectivity for biological targets. For instance, studies have shown that modifications at the ester group can lead to compounds with improved pharmacokinetic profiles, making them more suitable for clinical use.

The biological activity of 2-(Methoxycarbonyl)isonicotinic acid and its derivatives has been extensively studied. Initial research focused on its potential as an antimicrobial agent, leveraging its structural similarity to known antibiotics. However, newer studies have expanded its scope to include anti-inflammatory, analgesic, and even anticancer properties. These findings are particularly intriguing because they suggest that subtle structural changes can significantly alter the biological activity of a molecule.

In addition to its pharmaceutical applications, 2-(Methoxycarbonyl)isonicotinic acid has found utility in materials science and chemical biology. Its ability to act as a chiral building block has been exploited in the synthesis of enantiomerically pure compounds, which are crucial for many modern drugs. Furthermore, its role as a ligand in coordination chemistry has been explored, providing insights into metal-organic frameworks and catalytic systems.

The industrial production of 2-(Methoxycarbonyl)isonicotinic acid adheres to stringent quality control measures to ensure consistency and purity. Manufacturers employ advanced purification techniques such as recrystallization and chromatography to meet the demands of pharmaceutical companies and research institutions. The compound's stability under various storage conditions also makes it a preferred choice for long-term research projects.

Future research directions for 2-(Methoxycarbonyl)isonicotinic acid are promising and multifaceted. Scientists are exploring new synthetic routes to improve yield and reduce environmental impact. Additionally, computational modeling techniques are being used to predict the biological activity of potential derivatives before they are synthesized in the lab. This approach not only saves time but also resources by prioritizing promising candidates based on theoretical data.

The integration of 2-(Methoxycarbonyl)isonicotinic acid into drug discovery pipelines represents a significant step forward in developing next-generation therapeutics. Its versatility as a synthetic intermediate allows for rapid screening and optimization of novel compounds. As our understanding of biological systems continues to evolve, it is likely that this compound will play an even greater role in addressing unmet medical needs.

In conclusion, 2-(Methoxycarbonyl)isonicotinic acid (CAS No. 24195-10-6) is a versatile and valuable compound with broad applications in pharmaceuticals, materials science, and chemical biology. Its unique structural features make it an excellent candidate for further derivatization and exploration of new therapeutic possibilities. With ongoing research efforts aimed at optimizing its synthesis and expanding its utility, this compound is poised to remain a cornerstone in future scientific advancements.

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