Cas no 106203-47-8 (4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo-)

Technical Introduction: 4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo-, is a versatile heterocyclic compound featuring a pyran core functionalized with a formyl group at the 2-position, a methoxy substituent at the 3-position, and a carbonyl group at the 4-position. This structure imparts reactivity suitable for applications in organic synthesis, particularly as a building block for pharmaceuticals, agrochemicals, and fine chemicals. The aldehyde and ketone functionalities enable diverse transformations, including nucleophilic additions and condensation reactions, while the methoxy group enhances solubility and modulates electronic properties. Its well-defined reactivity profile makes it valuable for constructing complex molecular architectures with precision.
4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo- structure
106203-47-8 structure
Product Name:4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo-
CAS No:106203-47-8
MF:C7H6O4
MW:154.120142459869
CID:1174248
PubChem ID:21792540
Update Time:2025-06-11

4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo- Chemical and Physical Properties

Names and Identifiers

    • 4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo-
    • 3-methoxy-4-oxopyran-2-carbaldehyde
    • SCHEMBL19330052
    • 3-Methoxy-4-oxo-4H-pyran-2-carbaldehyde
    • EN300-6804968
    • 106203-47-8
    • Z1511782376
    • 3-Methoxy-4-oxo-4H-pyran-2-carboxaldehyde
    • DB-136803
    • Inchi: 1S/C7H6O4/c1-10-7-5(9)2-3-11-6(7)4-8/h2-4H,1H3
    • InChI Key: KMFZMBMVIQBLMG-UHFFFAOYSA-N
    • SMILES: O1C=CC(C(=C1C=O)OC)=O

Computed Properties

  • Exact Mass: 154.02658
  • Monoisotopic Mass: 154.02660867g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 249
  • 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: 52.6?2

Experimental Properties

  • PSA: 52.6

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Additional information on 4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo-

4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo-

4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo-, also known by its CAS number 106203-47-8, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound belongs to the class of pyran derivatives, which are widely studied due to their diverse biological activities and potential applications in drug development.

The structure of 4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo- consists of a pyran ring with a methoxy group at position 3 and a ketone group at position 4, along with an aldehyde group at position 2. This unique arrangement of functional groups contributes to its intriguing chemical properties and reactivity. Recent studies have highlighted its role as a precursor in the synthesis of bioactive molecules, particularly in the context of anti-inflammatory and antioxidant agents.

One of the most notable aspects of this compound is its ability to undergo various chemical transformations, making it a valuable intermediate in organic synthesis. For instance, researchers have explored its use in the construction of heterocyclic frameworks, which are essential components of many pharmaceutical agents. The presence of both aldehyde and ketone groups allows for a wide range of reactions, including condensation reactions, which are pivotal in forming complex molecular architectures.

In terms of biological activity, 4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo- has shown promising results in preliminary assays targeting inflammatory pathways. Its methoxy group is believed to play a crucial role in modulating these activities by influencing the compound's lipophilicity and bioavailability. Furthermore, recent advancements in computational chemistry have enabled researchers to predict its binding affinities to various protein targets, providing valuable insights into its potential therapeutic applications.

The synthesis of this compound has also been a focal point for chemists aiming to develop efficient and scalable synthetic routes. Traditional methods often involve multi-step processes with varying yields, but recent innovations have introduced more streamlined approaches utilizing catalytic systems and microwave-assisted synthesis. These advancements not only enhance the production efficiency but also reduce the environmental footprint associated with chemical manufacturing.

Beyond its direct applications, 4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo- serves as a valuable model compound for studying the relationship between chemical structure and biological function. Its structural features make it an ideal candidate for exploring how subtle changes in functional groups can influence pharmacokinetic properties such as absorption, distribution, metabolism, and excretion (ADME).

In conclusion, 4H-Pyran-2-carboxaldehyde, 3-methoxy-4-oxo-, with its CAS number 106203-47-8, stands as a testament to the ongoing advancements in organic chemistry and drug discovery. Its versatile structure and promising biological profile continue to drive research efforts aimed at harnessing its full potential in therapeutic development.

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