Cas no 720696-77-5 (2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde)

2-(2-Naphthyl)imidazo[1,2-a]pyridine-3-carbaldehyde is a versatile heterocyclic aldehyde compound featuring a fused imidazopyridine core with a naphthyl substituent. Its structure combines the electron-rich properties of naphthalene with the reactivity of an aldehyde group, making it a valuable intermediate in organic synthesis and pharmaceutical research. The compound's rigid aromatic framework enhances stability, while the formyl group provides a functional handle for further derivatization, such as condensation or nucleophilic addition reactions. Its fluorescence properties may also be of interest in materials science for optoelectronic applications. This compound is particularly useful in the development of bioactive molecules, given its potential for interactions with biological targets.
2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde structure
720696-77-5 structure
Product Name:2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde
CAS No:720696-77-5
MF:C18H12N2O
MW:272.30068397522
CID:1752572
PubChem ID:4715005
Update Time:2025-06-11

2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • Imidazo[1,2-a]pyridine-3-carboxaldehyde, 2-(2-naphthalenyl)-
    • Z3214213947
    • STK893321
    • AKOS001476170
    • DB-191504
    • 720696-77-5
    • BBL020631
    • 2-(2-naphthyl)imidazo[1,2-a]pyridine-3-carbaldehyde
    • 2-(naphthalen-2-yl)imidazo[1,2-a]pyridine-3-carbaldehyde
    • 2-naphthalen-2-ylimidazo[1,2-a]pyridine-3-carbaldehyde
    • 2-(2-Naphthalenyl)-imidazo[1,2-a]pyridine-3-carboxaldehyde
    • 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde
    • Inchi: 1S/C18H12N2O/c21-12-16-18(19-17-7-3-4-10-20(16)17)15-9-8-13-5-1-2-6-14(13)11-15/h1-12H
    • InChI Key: KIVZLYHQDAQUKX-UHFFFAOYSA-N
    • SMILES: O=CC1=C(C2C=CC3C=CC=CC=3C=2)N=C2C=CC=CN12

Computed Properties

  • Exact Mass: 272.094963011g/mol
  • Monoisotopic Mass: 272.094963011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 2
  • Complexity: 385
  • 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: 4.5
  • Topological Polar Surface Area: 34.4?2

2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B504478-100mg
2-(2-Naphthyl)imidazo[1,2-a]pyridine-3-carbaldehyde
720696-77-5
100mg
$ 70.00 2022-06-07
TRC
B504478-500mg
2-(2-Naphthyl)imidazo[1,2-a]pyridine-3-carbaldehyde
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$ 230.00 2022-06-07
TRC
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2-(2-Naphthyl)imidazo[1,2-a]pyridine-3-carbaldehyde
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$ 340.00 2022-06-07

Additional information on 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde

Introduction to 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde (CAS No. 720696-77-5)

2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde, identified by its Chemical Abstracts Service (CAS) number 720696-77-5, is a sophisticated heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the class of imidazopyridine derivatives, a structural motif renowned for its broad spectrum of biological activities. The presence of both naphthyl and aldehyde functional groups in its molecular framework endows it with unique chemical reactivity and potential applications in drug discovery.

The molecular structure of 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde consists of an imidazo[1,2-a]pyridine core substituted with a 2-naphthyl group at the 2-position and an aldehyde group at the 3-position. This particular arrangement facilitates diverse chemical transformations, making it a valuable intermediate in synthetic organic chemistry. The imidazopyridine scaffold is particularly interesting due to its ability to interact with various biological targets, including enzymes and receptors, which has spurred extensive research into its pharmacological properties.

In recent years, there has been a surge in interest regarding imidazopyridine derivatives as potential therapeutic agents. These compounds have been explored for their roles in modulating inflammatory pathways, neurotransmitter systems, and cellular signaling cascades. The aldehyde functionality in 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde serves as a versatile handle for further derivatization, allowing chemists to tailor the molecule’s properties for specific biological applications. This adaptability has made it a cornerstone in the development of novel pharmacophores.

One of the most compelling aspects of 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde is its potential as a precursor in the synthesis of more complex bioactive molecules. Researchers have leveraged its structural features to develop inhibitors targeting various therapeutic areas. For instance, studies have demonstrated its utility in generating compounds that exhibit inhibitory effects on kinases and other enzymes implicated in cancer progression. The naphthyl ring, with its extended aromatic system, contributes to favorable pharmacokinetic profiles by enhancing lipophilicity and metabolic stability.

The imidazo[1,2-a]pyridine core is particularly noteworthy for its interaction with biological targets. This scaffold has been shown to bind effectively to proteins involved in cell proliferation, apoptosis, and immune responses. The combination of the naphthyl group and the aldehyde moiety creates a molecular entity that can engage multiple binding sites simultaneously, potentially leading to synergistic effects in drug design. Such multifunctionality is highly valued in medicinal chemistry, as it can improve therapeutic efficacy while minimizing side effects.

Recent advancements in computational chemistry have further accelerated the exploration of 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde. Molecular modeling techniques have been employed to predict binding affinities and optimize lead structures derived from this compound. These computational approaches have enabled researchers to identify promising candidates for experimental validation more efficiently than traditional methods alone. The integration of machine learning algorithms has also enhanced the ability to predict biological activity based on structural features, streamlining the drug discovery process.

The synthesis of 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde presents both challenges and opportunities for synthetic chemists. The construction of the imidazopyridine ring system requires careful consideration of reaction conditions and intermediates to ensure high yield and purity. However, recent methodologies have improved the accessibility of this compound through streamlined synthetic routes. For example, transition metal-catalyzed cross-coupling reactions have been utilized to efficiently connect the various structural components.

In addition to its pharmaceutical applications, 720696-77-5 has shown promise in materials science and agrochemical research. Its unique electronic properties make it a candidate for organic semiconductors and light-emitting diodes (OLEDs). Furthermore, derivatives of this compound have been investigated for their potential as pesticides or herbicides due to their ability to interact with biological targets in plants and pests.

The future direction of research on 2-(2-Naphthyl)imidazo1,2-apyridine-3-carbaldehyde is likely to focus on expanding its therapeutic applications and optimizing synthetic methodologies. Efforts are underway to develop more efficient synthetic routes that minimize waste and improve scalability. Additionally, researchers are exploring novel derivatives that enhance biological activity while maintaining favorable pharmacokinetic profiles.

Collaborative efforts between academic institutions and pharmaceutical companies are essential for translating laboratory findings into clinical applications. The interdisciplinary nature of modern drug discovery necessitates a coordinated approach involving chemists, biologists, pharmacologists, and computational scientists. By leveraging such collaborations, the full potential of compounds like 720696-77-5 can be realized.

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