Cas no 5093-64-1 (2-Acetamido-5-nitropyridine)

2-Acetamido-5-nitropyridine is a nitropyridine derivative characterized by its acetamido and nitro functional groups, which impart significant reactivity and utility in organic synthesis. This compound serves as a versatile intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals, owing to its ability to undergo nucleophilic substitution and reduction reactions. The nitro group enhances electrophilic properties, facilitating further functionalization, while the acetamido moiety contributes to stability and solubility in polar solvents. Its well-defined crystalline structure ensures consistent purity, making it suitable for precise synthetic applications. Researchers value this compound for its role in constructing heterocyclic frameworks and as a precursor in medicinal chemistry studies.
2-Acetamido-5-nitropyridine structure
2-Acetamido-5-nitropyridine structure
Product Name:2-Acetamido-5-nitropyridine
CAS No:5093-64-1
MF:C7H7N3O3
MW:181.148781061172
MDL:MFCD00833973
CID:45526
PubChem ID:354333195
Update Time:2025-10-24

2-Acetamido-5-nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Acetamido-5-nitropyridine
    • 2-Acetylamino-5-nitropyridine
    • N-(5-nitropyridin-2-yl)acetamide
    • N-(5-nitro-2-pyridyl)acetamide
    • N-{5-nitro-2-pyridinyl}acetamide
    • Acetamide, N-(5-nitro-2-pyridinyl)-
    • NSC402463
    • PubChem1226
    • Oprea1_040779
    • 2-acetoamino-5-nitropyridine
    • MLS000543829
    • KSC495I7P
    • n-5-nitro-2-pyridyl acetamide
    • N-(5-nitropyridin-2-yl)aceta
    • 2-(Acetylamino)-5-nitropyridine
    • XKAASKOXADTLIG-UHFFFAOYSA-N
    • HMS227
    • 2-Acetylamino-5-Nitro Pyridine
    • NSC-402463
    • AKOS003846704
    • AC-33838
    • AA-504/32988062
    • HMS2277O05
    • CHEMBL1575131
    • FS-4326
    • DTXSID20322953
    • 5093-64-1
    • AM20061268
    • SMR000162616
    • SB52476
    • SY057140
    • FT-0635537
    • Q-103416
    • 2-Acetamido-5-nitropyridine, 97%
    • A26155
    • MFCD00833973
    • CS-0127984
    • N-(5-Nitro-pyridin-2-yl)-acetamide
    • SCHEMBL474857
    • BCP23320
    • DB-020309
    • A2855
    • STL554568
    • BBL100774
    • MDL: MFCD00833973
    • Inchi: 1S/C7H7N3O3/c1-5(11)9-7-3-2-6(4-8-7)10(12)13/h2-4H,1H3,(H,8,9,11)
    • InChI Key: XKAASKOXADTLIG-UHFFFAOYSA-N
    • SMILES: O=C(C)NC1C=CC(=CN=1)[N+](=O)[O-]
    • BRN: 162973

Computed Properties

  • Exact Mass: 181.04900
  • Monoisotopic Mass: 181.049
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 214
  • 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
  • Surface Charge: 0
  • Tautomer Count: 5
  • XLogP3: 0.2
  • Topological Polar Surface Area: 87.8

Experimental Properties

  • Color/Form: solid
  • Density: 1.419
  • Melting Point: 198.0 to 202.0 deg-C
  • Boiling Point: 437.1 oC
  • Flash Point: 218.1 oC
  • Refractive Index: 1.625
  • PSA: 87.81000
  • LogP: 1.54440
  • Solubility: Uncertain
  • λmax: 315(EtOH)(lit.)

2-Acetamido-5-nitropyridine Security Information

2-Acetamido-5-nitropyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-Acetamido-5-nitropyridine Pricemore >>

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2-Acetamido-5-nitropyridine Production Method

Additional information on 2-Acetamido-5-nitropyridine

Professional Introduction to 2-Acetamido-5-nitropyridine (CAS No. 5093-64-1)

2-Acetamido-5-nitropyridine, identified by its Chemical Abstracts Service (CAS) number 5093-64-1, is a significant compound in the field of chemical and pharmaceutical research. This heterocyclic organic molecule, featuring a pyridine core with nitro and acetamido functional groups, has garnered considerable attention due to its versatile applications in medicinal chemistry and drug development. The structural attributes of 2-Acetamido-5-nitropyridine make it a valuable intermediate in synthesizing various bioactive molecules, particularly those targeting neurological and inflammatory disorders.

The compound's molecular structure consists of a pyridine ring substituted at the 2-position with an acetamido group (-NHCOCH?) and at the 5-position with a nitro group (-NO?). This arrangement imparts unique electronic and steric properties, enabling its utility in designing molecules with specific biological activities. The presence of both electron-withdrawing and electron-donating groups facilitates diverse chemical transformations, making it a preferred scaffold for medicinal chemists.

In recent years, 2-Acetamido-5-nitropyridine has been extensively studied for its potential in developing novel therapeutic agents. One of the most promising areas of research involves its application in the treatment of neurodegenerative diseases. Studies have demonstrated that derivatives of this compound can interact with specific neurotransmitter receptors, potentially modulating pathways associated with conditions such as Alzheimer's disease and Parkinson's disease. The nitro group, in particular, has been shown to enhance blood-brain barrier penetration, improving the bioavailability of drug candidates derived from 2-Acetamido-5-nitropyridine.

Furthermore, the acetamido moiety provides a site for further functionalization, allowing chemists to introduce additional pharmacophores that enhance binding affinity and selectivity. This flexibility has led to the synthesis of several analogs that exhibit potent anti-inflammatory properties. Researchers have observed that certain derivatives can inhibit key enzymes involved in the inflammatory response, such as cyclooxygenase (COX) and lipoxygenase (LOX), without causing significant side effects. These findings highlight the compound's potential as a lead molecule for developing next-generation anti-inflammatory drugs.

The pharmaceutical industry has also explored 2-Acetamido-5-nitropyridine as a precursor for antiviral agents. The unique electronic environment created by the nitro and acetamido groups allows for interactions with viral proteases and polymerases, disrupting viral replication cycles. Preliminary studies have shown that certain derivatives can inhibit the replication of RNA viruses by interfering with critical enzymatic steps. While further research is needed to optimize efficacy and safety profiles, these results are encouraging for future antiviral drug development.

From a synthetic chemistry perspective, 2-Acetamido-5-nitropyridine serves as an excellent building block for constructing more complex heterocyclic frameworks. Its reactivity allows for various transformations, including reduction of the nitro group to an amine, nucleophilic substitution at the pyridine ring, and coupling reactions to introduce additional functional groups. These synthetic possibilities have enabled the rapid discovery of novel compounds with tailored biological activities.

The growing interest in 2-Acetamido-5-nitropyridine has spurred advancements in synthetic methodologies aimed at improving its production efficiency and scalability. Modern techniques such as flow chemistry and catalytic processes have been employed to enhance yield and purity while minimizing environmental impact. These innovations not only facilitate academic research but also support industrial applications by providing high-quality starting materials for drug development programs.

In conclusion, 2-Acetamido-5-nitropyridine (CAS No. 5093-64-1) is a multifaceted compound with significant potential in pharmaceutical research. Its unique structural features enable diverse applications across multiple therapeutic areas, including neurodegenerative diseases, inflammation, and antiviral treatments. Ongoing studies continue to uncover new possibilities for utilizing this compound as a lead molecule or intermediate in drug discovery efforts. As synthetic methodologies evolve and our understanding of its biological interactions deepens, 2-Acetamido-5-nitropyridine is poised to remain a cornerstone in medicinal chemistry research.

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