Cas no 1022146-55-9 (N-(Cyclopropylmethyl)-3-nitropyridin-2-amine)

N-(Cyclopropylmethyl)-3-nitropyridin-2-amine is a nitropyridine derivative featuring a cyclopropylmethylamine substituent at the 2-position. This compound is of interest in medicinal and agrochemical research due to its structural motif, which is often associated with bioactive properties. The nitro group at the 3-position enhances electrophilic reactivity, making it a versatile intermediate for further functionalization, such as reduction to amines or nucleophilic aromatic substitution. The cyclopropylmethyl moiety may contribute to steric and electronic modulation, potentially influencing binding affinity in target interactions. This compound is suitable for exploratory synthesis in drug discovery and material science applications, where tailored pyridine derivatives are valued for their stability and reactivity.
N-(Cyclopropylmethyl)-3-nitropyridin-2-amine structure
1022146-55-9 structure
Product Name:N-(Cyclopropylmethyl)-3-nitropyridin-2-amine
CAS No:1022146-55-9
MF:C9H11N3O2
MW:193.202541589737
MDL:MFCD11123690
CID:2109846
Update Time:2025-06-11

N-(Cyclopropylmethyl)-3-nitropyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • N-(cyclopropylmethyl)-3-nitropyridin-2-amine
    • LWBIGSQVTBKNDQ-UHFFFAOYSA-N
    • N-(Cyclopropylmethyl)-3-nitropyridin-2-amine
    • MDL: MFCD11123690
    • Inchi: 1S/C9H11N3O2/c13-12(14)8-2-1-5-10-9(8)11-6-7-3-4-7/h1-2,5,7H,3-4,6H2,(H,10,11)
    • InChI Key: LWBIGSQVTBKNDQ-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1=CC=CN=C1NCC1CC1)=O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 213
  • Topological Polar Surface Area: 70.7

N-(Cyclopropylmethyl)-3-nitropyridin-2-amine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Matrix Scientific
130859-1g
N-(Cyclopropylmethyl)-3-nitropyridin-2-amine
1022146-55-9
1g
$504.00 2023-09-07

Additional information on N-(Cyclopropylmethyl)-3-nitropyridin-2-amine

Introduction to N-(Cyclopropylmethyl)-3-nitropyridin-2-amine (CAS No. 1022146-55-9)

N-(Cyclopropylmethyl)-3-nitropyridin-2-amine, identified by its CAS number 1022146-55-9, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This compound belongs to the class of nitropyridine derivatives, which have garnered considerable attention due to their diverse biological activities and potential applications in medicinal chemistry. The structural motif of this molecule, featuring a cyclopropylmethyl group attached to a nitropyridine core, imparts unique electronic and steric properties that make it a valuable scaffold for drug discovery and development.

The< strong>N-(Cyclopropylmethyl)-3-nitropyridin-2-amine molecule exhibits a distinct chemical profile that has been explored in various research settings. The presence of the nitro group at the 3-position of the pyridine ring enhances its reactivity, making it a versatile intermediate in synthetic chemistry. Furthermore, the cyclopropylmethyl substituent introduces steric hindrance and influences the electronic distribution across the molecule, which can be exploited to modulate its biological effects.

In recent years, there has been growing interest in nitropyridine derivatives as pharmacophores due to their ability to interact with multiple biological targets. For instance, studies have demonstrated that nitropyridines can serve as inhibitors of enzymes involved in inflammatory pathways, making them promising candidates for treating chronic inflammatory diseases. The< strong>N-(Cyclopropylmethyl)-3-nitropyridin-2-amine derivative has been investigated for its potential role in modulating these pathways, with preliminary findings suggesting significant therapeutic promise.

The synthesis of< strong>N-(Cyclopropylmethyl)-3-nitropyridin-2-amine involves multi-step organic transformations that highlight the compound's synthetic utility. The introduction of the nitro group into the pyridine ring is typically achieved through nitration reactions, while the attachment of the cyclopropylmethyl group can be accomplished via cross-coupling reactions or other coupling strategies. These synthetic methodologies have been refined over time, allowing for scalable production and purification of high-quality material.

One of the most compelling aspects of< strong>N-(Cyclopropylmethyl)-3-nitropyridin-2-amine is its potential as a building block for more complex drug candidates. Researchers have leveraged its structural features to design molecules with enhanced binding affinity and selectivity. For example, modifications at the 2-amino position or other functionalizable sites on the pyridine ring have been explored to optimize pharmacokinetic properties and reduce off-target effects. Such structural diversification underscores the compound's versatility and its suitability for further medicinal chemistry investigations.

The biological evaluation of< strong>N-(Cyclopropylmethyl)-3-nitropyridin-2-amine has revealed several interesting interactions with biological systems. In vitro studies have shown that this compound can inhibit certain kinases and other enzymes relevant to cancer biology, suggesting its potential as an anticancer agent. Additionally, its ability to modulate neurotransmitter receptors has been investigated, opening avenues for applications in neuropharmacology. These findings highlight the compound's broad therapeutic spectrum and justify further exploration.

The development of novel synthetic routes for< strong>N-(Cyclopropylmethyl)-3-nitropyridin-2-amine continues to be an active area of research. Advances in catalytic methods and green chemistry principles have enabled more efficient and sustainable production processes. These innovations not only improve yield but also minimize waste, aligning with global efforts toward environmentally responsible chemical synthesis. Such advancements are crucial for translating laboratory discoveries into viable pharmaceuticals.

The future prospects for< strong>N-(Cyclopropylmethyl)-3-nitropyridin-2-amine are promising, with ongoing studies focusing on its mechanism of action and potential clinical applications. Collaborative efforts between academic researchers and industry scientists are likely to accelerate progress in this field. As more data becomes available, it is expected that this compound will play an increasingly important role in drug development pipelines.

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