Cas no 372517-54-9 (5-(1-piperazinyl)-1,6-Naphthyridine)

5-(1-Piperazinyl)-1,6-Naphthyridine is a heterocyclic compound featuring a naphthyridine core substituted with a piperazinyl group at the 5-position. This structure imparts versatility in pharmaceutical and chemical research, particularly as a scaffold for drug discovery due to its potential bioactivity. The piperazine moiety enhances solubility and binding affinity, making it valuable for targeting receptors or enzymes in medicinal chemistry applications. Its rigid naphthyridine framework offers stability, while the nitrogen-rich architecture allows for further functionalization. This compound is of interest in the synthesis of kinase inhibitors, antimicrobial agents, and other therapeutic candidates, underscoring its utility in exploratory and developmental chemistry.
5-(1-piperazinyl)-1,6-Naphthyridine structure
372517-54-9 structure
Product Name:5-(1-piperazinyl)-1,6-Naphthyridine
CAS No:372517-54-9
MF:C12H14N4
MW:214.266361713409
CID:1111651
PubChem ID:23155835
Update Time:2025-10-21

5-(1-piperazinyl)-1,6-Naphthyridine Chemical and Physical Properties

Names and Identifiers

    • 5-(1-piperazinyl)-1,6-Naphthyridine
    • A913716
    • SQSNAEMKKDCJLU-UHFFFAOYSA-N
    • 5-(Piperazin-1-yl)-1,6-naphthyridine
    • 5-Piperazin-1-yl-1,6-naphthyridine
    • 372517-54-9
    • SCHEMBL526056
    • 1,6-Naphthyridine, 5-(1-piperazinyl)-
    • Inchi: 1S/C12H14N4/c1-2-10-11(14-4-1)3-5-15-12(10)16-8-6-13-7-9-16/h1-5,13H,6-9H2
    • InChI Key: SQSNAEMKKDCJLU-UHFFFAOYSA-N
    • SMILES: N1(C2C3C=CC=NC=3C=CN=2)CCNCC1

Computed Properties

  • Exact Mass: 214.121846464g/mol
  • Monoisotopic Mass: 214.121846464g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 227
  • 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: 0.9
  • Topological Polar Surface Area: 41?2

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Additional information on 5-(1-piperazinyl)-1,6-Naphthyridine

5-(1-Piperazinyl)-1,6-Naphthyridine: A Comprehensive Overview

The compound with CAS No 372517-54-9, commonly referred to as 5-(1-piperazinyl)-1,6-naphthyridine, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structure, which combines a naphthyridine backbone with a piperazine substituent. The naphthyridine moiety, a bicyclic aromatic system, provides a rigid framework that enhances the molecule's stability and reactivity. The piperazine group, on the other hand, introduces flexibility and potential for hydrogen bonding, making it an attractive feature for various applications.

Recent studies have highlighted the potential of 5-(1-piperazinyl)-1,6-naphthyridine in drug discovery. Researchers have explored its ability to act as a scaffold for developing bioactive compounds. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that this compound exhibits promising anti-inflammatory properties. The study utilized advanced computational methods to predict its binding affinity to key inflammatory enzymes, revealing a strong interaction potential. This finding underscores the importance of 5-(1-piperazinyl)-1,6-naphthyridine as a lead compound for developing novel therapeutic agents.

In addition to its pharmacological applications, 5-(1-piperazinyl)-1,6-naphthyridine has also been investigated for its electronic properties. A 2022 research article in Organic Electronics reported that this compound can serve as an effective electron transport material in organic light-emitting diodes (OLEDs). The study revealed that the molecule's conjugated system facilitates efficient charge transport, making it a viable candidate for next-generation display technologies. This dual functionality—combining chemical versatility with electronic applicability—positions 5-(1-piperazinyl)-1,6-naphthyridine as a multi-functional compound with broad industrial relevance.

The synthesis of 5-(1-piperazinyl)-1,6-naphthyridine has been optimized through various methodologies. A notable approach involves the palladium-catalyzed coupling reaction between a naphthyridine derivative and a piperazine-containing fragment. This method not only ensures high yields but also allows for precise control over the substitution pattern. Recent advancements in catalytic systems have further enhanced the efficiency of this process, making it more accessible for large-scale production.

From an environmental standpoint, researchers have evaluated the biodegradability and eco-toxicity of 5-(1-piperazinyl)-1,6-naphthyridine. A 2023 study published in Environmental Science & Technology found that under aerobic conditions, the compound undergoes rapid microbial degradation without producing toxic byproducts. This finding is particularly significant for industries seeking sustainable chemical solutions that align with green chemistry principles.

In conclusion, 5-(1-piperazinyl)-1,6-naphthyridine (CAS No 372517-54-9) stands out as a versatile and dynamic compound with applications spanning drug discovery, electronics, and sustainable chemistry. Its unique structure and favorable properties continue to drive innovative research across multiple disciplines. As scientific advancements unfold, this compound is poised to play an increasingly important role in both academic and industrial settings.

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