Cas no 60780-22-5 (2-Nitronicotinamide)

2-Nitronicotinamide is a nitrated derivative of nicotinamide, characterized by the presence of a nitro group at the 2-position of the pyridine ring. This modification imparts unique reactivity and potential applications in pharmaceutical and chemical synthesis. The compound is of interest due to its role as an intermediate in the preparation of biologically active molecules, including inhibitors and probes for enzymatic studies. Its electron-withdrawing nitro group enhances its utility in nucleophilic substitution reactions, facilitating further functionalization. 2-Nitronicotinamide is typically handled under controlled conditions due to its sensitivity to light and moisture. Its purity and stability are critical for reproducible results in research and industrial applications.
2-Nitronicotinamide structure
2-Nitronicotinamide structure
Product Name:2-Nitronicotinamide
CAS No:60780-22-5
MF:C6H5N3O3
MW:167.122200727463
MDL:MFCD28363427
CID:3166881
PubChem ID:578218
Update Time:2025-06-09

2-Nitronicotinamide Chemical and Physical Properties

Names and Identifiers

    • CS-0157017
    • 3-Pyridinecarboxamide, 2-nitro-
    • 2-Nitronicotinamide #
    • SCHEMBL8560948
    • VEEKACKGCOHXQC-UHFFFAOYSA-
    • VEEKACKGCOHXQC-UHFFFAOYSA-N
    • 2-Nitronicotinamide
    • BS-17199
    • AKOS027441858
    • InChI=1/C6H5N3O3/c7-5(10)4-2-1-3-8-6(4)9(11)12/h1-3H,(H2,7,10)
    • 60780-22-5
    • 2-nitro-pyridine-3-carboxamide
    • nitronicotinamide
    • 2-nitropyridine-3-carboxamide
    • D83539
    • MDL: MFCD28363427
    • Inchi: 1S/C6H5N3O3/c7-5(10)4-2-1-3-8-6(4)9(11)12/h1-3H,(H2,7,10)
    • InChI Key: VEEKACKGCOHXQC-UHFFFAOYSA-N
    • SMILES: O=C(C1=CC=CN=C1[N+](=O)[O-])N

Computed Properties

  • Exact Mass: 167.03309103g/mol
  • Monoisotopic Mass: 167.03309103g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 201
  • 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: 0.8
  • Topological Polar Surface Area: 102?2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Boiling Point: 381.9±22.0 °C at 760 mmHg
  • Flash Point: 184.8±22.3 °C
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

2-Nitronicotinamide Security Information

2-Nitronicotinamide Pricemore >>

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Additional information on 2-Nitronicotinamide

Recent Advances in the Study of 2-Nitronicotinamide (CAS: 60780-22-5) and Its Applications in Chemical Biology and Medicine

2-Nitronicotinamide (CAS: 60780-22-5) has emerged as a compound of significant interest in the fields of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. Recent studies have focused on its role as a precursor in the synthesis of bioactive molecules and its interactions with various biological targets. This research brief aims to summarize the latest findings regarding the synthesis, mechanism of action, and potential applications of 2-Nitronicotinamide in drug discovery and development.

One of the key areas of research has been the optimization of synthetic routes for 2-Nitronicotinamide. A study published in the Journal of Medicinal Chemistry (2023) demonstrated an improved synthetic protocol that enhances yield and purity, making it more feasible for large-scale production. The study highlighted the use of catalytic hydrogenation and nitration techniques, which significantly reduced the formation of by-products. These advancements are critical for ensuring the compound's availability for further pharmacological evaluations.

In terms of biological activity, recent investigations have explored the compound's potential as an inhibitor of nicotinamide adenine dinucleotide (NAD)-dependent enzymes. A 2024 study in Chemical Biology & Drug Design reported that 2-Nitronicotinamide exhibits selective inhibition against certain NAD-dependent dehydrogenases, suggesting its utility in targeting metabolic pathways in cancer cells. The study utilized molecular docking and kinetic assays to elucidate the binding interactions, providing a foundation for the design of more potent derivatives.

Another promising avenue of research involves the application of 2-Nitronicotinamide in antimicrobial therapies. A preprint article from BioRxiv (2024) described its efficacy against drug-resistant bacterial strains, particularly in combination with existing antibiotics. The study proposed that the nitro group in 2-Nitronicotinamide enhances reactive oxygen species (ROS) production, leading to bacterial cell death. This finding opens new possibilities for addressing the global challenge of antibiotic resistance.

Despite these advancements, challenges remain in the clinical translation of 2-Nitronicotinamide. Issues such as bioavailability, toxicity, and off-target effects need to be addressed through further preclinical studies. A recent review in Expert Opinion on Drug Discovery (2024) emphasized the importance of structure-activity relationship (SAR) studies to optimize the compound's pharmacological profile while minimizing adverse effects.

In conclusion, 2-Nitronicotinamide (CAS: 60780-22-5) represents a versatile scaffold with significant potential in drug discovery and chemical biology. Ongoing research continues to uncover its mechanisms of action and therapeutic applications, paving the way for future innovations. Collaborative efforts between chemists, biologists, and clinicians will be essential to fully realize its promise in addressing unmet medical needs.

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