Cas no 959990-33-1 (4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one)

4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one is a heterocyclic organic compound featuring a naphthyridine core with hydroxy and methoxy functional groups. Its structural properties make it a valuable intermediate in pharmaceutical and agrochemical research, particularly in the synthesis of bioactive molecules. The compound exhibits potential as a building block for developing kinase inhibitors and antimicrobial agents due to its ability to interact with biological targets. Its stability under standard conditions and moderate solubility in polar solvents enhance its utility in synthetic applications. Researchers favor this derivative for its balanced reactivity and compatibility with various coupling reactions, enabling precise modifications for structure-activity relationship studies.
4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one structure
959990-33-1 structure
Product Name:4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one
CAS No:959990-33-1
MF:C9H8N2O3
MW:192.1714220047
CID:1026565
PubChem ID:54721203
Update Time:2025-05-24

4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one Chemical and Physical Properties

Names and Identifiers

    • 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one
    • 4-Hydroxy-6-methoxy-1,5-phthyridin-2(1H)-one
    • 4-hydroxy-6-methoxy-1H-1,5-naphthyridin-2-one
    • DTXSID20716257
    • HYXRCQHQDOOBEL-UHFFFAOYSA-N
    • 6-Methoxy[1,5]naphthyridine-2,4-diol #
    • 959990-33-1
    • 6-Methoxy-2,4-dihydroxy-1,5-naphthyridine
    • AKOS016002061
    • DB-349318
    • Inchi: 1S/C9H8N2O3/c1-14-8-3-2-5-9(11-8)6(12)4-7(13)10-5/h2-4H,1H3,(H2,10,12,13)
    • InChI Key: HYXRCQHQDOOBEL-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC2=C(C(=CC(N2)=O)O)N=1

Computed Properties

  • Exact Mass: 192.05349212g/mol
  • Monoisotopic Mass: 192.05349212g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 277
  • 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
  • Topological Polar Surface Area: 71.4?2

4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one Pricemore >>

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Additional information on 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one

Introduction to 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one (CAS No. 959990-33-1) in Modern Chemical and Pharmaceutical Research

4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one, identified by its Chemical Abstracts Service (CAS) number 959990-33-1, is a heterocyclic compound that has garnered significant attention in the fields of medicinal chemistry and chemical biology due to its unique structural properties and potential biological activities. This compound belongs to the naphthyridine class, a family of nitrogen-containing heterocycles that are widely recognized for their pharmacological significance. The presence of both hydroxyl and methoxy functional groups in its molecular structure imparts distinct reactivity and interaction capabilities, making it a valuable scaffold for drug discovery and development.

The structural framework of 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one consists of a fused bicyclic system containing nitrogen atoms at the 1 and 5 positions, with a hydroxyl group at the 4-position and a methoxy group at the 6-position. This arrangement not only contributes to its stability but also enhances its potential for binding to biological targets. The compound’s ability to engage with various enzymes and receptors has positioned it as a promising candidate for investigating novel therapeutic mechanisms.

In recent years, there has been growing interest in exploring the pharmacological properties of naphthyridine derivatives. Studies have demonstrated that compounds within this class exhibit a wide range of biological activities, including antimicrobial, anti-inflammatory, and anticancer effects. The hydroxyl and methoxy substituents in 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one are particularly noteworthy, as they can modulate the compound’s interactions with biological targets through hydrogen bonding and electronic effects.

One of the most compelling aspects of 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one is its potential as a lead compound for the development of new drugs. Researchers have leveraged its structural features to design derivatives with enhanced potency and selectivity. For instance, modifications at the 2-position of the naphthyridine ring have been shown to significantly alter the compound’s pharmacokinetic profile, improving its bioavailability and target engagement. These findings highlight the importance of 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one as a versatile scaffold for medicinal chemistry innovation.

The synthesis of 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one (CAS No. 959990-33-1) involves multi-step organic transformations that require careful optimization to ensure high yield and purity. Advanced synthetic methodologies, such as catalytic coupling reactions and transition-metal-mediated transformations, have been employed to construct the naphthyridine core efficiently. The introduction of the hydroxyl and methoxy groups is typically achieved through selective functionalization techniques, which underscore the compound’s synthetic accessibility despite its complex architecture.

Recent advances in computational chemistry have further accelerated the exploration of 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one’s potential applications. Molecular modeling studies have provided insights into how this compound interacts with biological targets at an atomic level. These simulations have helped researchers predict binding affinities and identify key residues involved in drug-receptor interactions. Such computational approaches are indispensable in modern drug discovery pipelines, enabling rapid screening of virtual libraries and prioritization of promising candidates for experimental validation.

The therapeutic potential of 4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one has been investigated in several preclinical studies. Initial research suggests that this compound exhibits inhibitory activity against certain enzymes implicated in inflammatory diseases and cancer progression. The hydroxyl group at the 4-position appears to play a crucial role in modulating these interactions by forming hydrogen bonds with key amino acid residues in the target proteins. Similarly, the methoxy group at the 6-position contributes to electronic modulation, enhancing binding affinity.

In conclusion,4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one (CAS No. 959990-33-1) represents a significant advancement in pharmaceutical research due to its unique structural features and promising biological activities. Its role as a lead compound for drug development underscores the importance of heterocyclic compounds in modern medicine. As research continues to uncover new applications for this molecule,4-Hydroxy-6-methoxy-1,5-naphthyridin-2(1H)-one is poised to make substantial contributions to therapeutic innovation across multiple disease areas.

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