Cas no 26930-71-2 (3-Nitro-2-(piperidin-1-yl)pyridine)

3-Nitro-2-(piperidin-1-yl)pyridine is a heterocyclic compound featuring a pyridine core substituted with a nitro group at the 3-position and a piperidine moiety at the 2-position. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly for the development of pharmaceuticals and agrochemicals. The nitro group enhances electrophilic properties, facilitating further functionalization, while the piperidine ring contributes to steric and electronic modulation. Its well-defined molecular architecture ensures consistent performance in cross-coupling reactions, reductions, and other transformations. The compound is characterized by high purity and stability, making it suitable for research and industrial applications requiring precise chemical building blocks.
3-Nitro-2-(piperidin-1-yl)pyridine structure
26930-71-2 structure
Product Name:3-Nitro-2-(piperidin-1-yl)pyridine
CAS No:26930-71-2
MF:C10H13N3O2
MW:207.229121923447
MDL:MFCD00835019
CID:852255
PubChem ID:605297
Update Time:2025-10-28

3-Nitro-2-(piperidin-1-yl)pyridine Chemical and Physical Properties

Names and Identifiers

    • Pyridine, 3-nitro-2-(1-piperidinyl)-
    • 3-nitro-2-(piperidin-1-yl)pyridine
    • 3-Nitro-2-piperidin-1-ylpyridine
    • 3-Nitro-2-(1-piperidinyl)pyridine
    • 3-nitro-2-piperidinopyridine
    • 3-nitro-2-piperidylpyridine
    • 3'-Nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl
    • 3'-Nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridyl
    • AC1LCR8C
    • AC-907
    • N-(3-nitro-2-pyridyl)-piperidine
    • Oprea1_031216
    • SureCN5795083
    • CHEMBL1550234
    • MFCD00835019
    • AC-907/34128021
    • SMR000177218
    • BBA93071
    • CS-0171595
    • SR-01000318696-1
    • AKOS000715197
    • 3-Nitro-2-(1-piperidinyl)pyridine #
    • SR-01000318696
    • SY237461
    • 2-(1-Piperidino)-3-nitropyridine
    • EN300-714129
    • AS-31382
    • SCHEMBL5795083
    • BZBDHAOGBMKWDD-UHFFFAOYSA-N
    • SB43432
    • DTXSID00345529
    • MLS000556115
    • HMS2413E13
    • 26930-71-2
    • 3-Nitro-2-(piperidin-1-yl)pyridine
    • MDL: MFCD00835019
    • Inchi: 1S/C10H13N3O2/c14-13(15)9-5-4-6-11-10(9)12-7-2-1-3-8-12/h4-6H,1-3,7-8H2
    • InChI Key: BZBDHAOGBMKWDD-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1=CC=CN=C1N1CCCCC1)=O

Computed Properties

  • Exact Mass: 207.10089
  • Monoisotopic Mass: 207.101
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 223
  • 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: 2
  • Topological Polar Surface Area: 62?2

Experimental Properties

  • PSA: 59.27

3-Nitro-2-(piperidin-1-yl)pyridine Security Information

3-Nitro-2-(piperidin-1-yl)pyridine Pricemore >>

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Additional information on 3-Nitro-2-(piperidin-1-yl)pyridine

Recent Advances in the Study of 3-Nitro-2-(piperidin-1-yl)pyridine (CAS: 26930-71-2)

3-Nitro-2-(piperidin-1-yl)pyridine (CAS: 26930-71-2) is a chemical compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. Recent studies have focused on its synthesis, biological activity, and mechanistic insights, shedding light on its role as a promising scaffold for therapeutic agents. This research brief aims to summarize the latest findings related to this compound, providing a comprehensive overview for professionals in the field.

The compound's structure, featuring a nitro group and a piperidine moiety, makes it a versatile intermediate in the synthesis of various pharmacologically active molecules. Recent research has explored its utility in the development of kinase inhibitors, antimicrobial agents, and anti-inflammatory compounds. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 3-Nitro-2-(piperidin-1-yl)pyridine exhibit potent inhibitory activity against specific protein kinases, highlighting its potential in cancer therapy.

In addition to its kinase inhibitory properties, 3-Nitro-2-(piperidin-1-yl)pyridine has been investigated for its antimicrobial effects. A study conducted by researchers at the University of Cambridge revealed that certain analogs of this compound display significant activity against drug-resistant bacterial strains, including MRSA. The study, published in Bioorganic & Medicinal Chemistry Letters, identified the nitro group as a critical pharmacophore for antibacterial activity, suggesting avenues for further optimization.

Mechanistic studies have also provided insights into the compound's mode of action. Nuclear magnetic resonance (NMR) and X-ray crystallography analyses have elucidated the binding interactions of 3-Nitro-2-(piperidin-1-yl)pyridine with target proteins, offering a structural basis for its biological effects. These findings, reported in a 2024 issue of ACS Chemical Biology, underscore the compound's potential as a lead structure for rational drug design.

Despite these promising results, challenges remain in the development of 3-Nitro-2-(piperidin-1-yl)pyridine-based therapeutics. Issues such as solubility, bioavailability, and off-target effects need to be addressed through further chemical modifications and preclinical studies. Ongoing research aims to optimize the compound's pharmacokinetic properties while maintaining its efficacy, as highlighted in a recent review article in Drug Discovery Today.

In conclusion, 3-Nitro-2-(piperidin-1-yl)pyridine (CAS: 26930-71-2) represents a valuable scaffold in medicinal chemistry, with demonstrated potential in kinase inhibition and antimicrobial therapy. Continued research efforts are expected to yield novel derivatives with enhanced therapeutic profiles, paving the way for clinical applications. This brief underscores the importance of interdisciplinary collaboration in advancing the understanding and utilization of this compound in drug discovery.

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