Cas no 1211579-85-9 (Methyl 4-formylpyridine-3-carboxylate)

Methyl 4-formylpyridine-3-carboxylate is a versatile heterocyclic compound featuring both aldehyde and ester functional groups. Its bifunctional structure makes it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and coordination complexes. The formyl group at the 4-position and the ester moiety at the 3-position allow for selective derivatization, enabling applications in multicomponent reactions and metal-catalyzed transformations. The compound's stability under standard conditions and compatibility with a range of reaction conditions enhance its utility in fine chemical synthesis. Its pyridine core further contributes to its role in designing biologically active molecules and functional materials.
Methyl 4-formylpyridine-3-carboxylate structure
1211579-85-9 structure
Product Name:Methyl 4-formylpyridine-3-carboxylate
CAS No:1211579-85-9
MF:C8H7NO3
MW:165.146082162857
MDL:MFCD18256076
CID:838955
PubChem ID:22185308
Update Time:2025-08-05

Methyl 4-formylpyridine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4-formylpyridine-3-carboxylate
    • EN300-132638
    • SCHEMBL5834304
    • DB-334855
    • 1211579-85-9
    • SY030814
    • CS-0301998
    • SB53686
    • Methyl4-formylnicotinate
    • METHYL4-FORMYLPYRIDINE-3-CARBOXYLATE
    • W18508
    • Methyl 4-formylnicotinate
    • MFCD18256076
    • MDL: MFCD18256076
    • Inchi: 1S/C8H7NO3/c1-12-8(11)7-4-9-3-2-6(7)5-10/h2-5H,1H3
    • InChI Key: KSCBDGFMNZSRLY-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=NC=CC=1C=O)=O

Computed Properties

  • Exact Mass: 165.042593085g/mol
  • Monoisotopic Mass: 165.042593085g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 181
  • 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: 0.2
  • Topological Polar Surface Area: 56.3?2

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Additional information on Methyl 4-formylpyridine-3-carboxylate

Methyl 4-formylpyridine-3-carboxylate: A Comprehensive Overview

Methyl 4-formylpyridine-3-carboxylate, also known by its CAS number 1211579-85-9, is a significant compound in the field of organic chemistry and pharmaceutical research. This compound has garnered attention due to its unique structural properties and potential applications in drug development and material science. In this article, we will delve into the chemical structure, synthesis methods, and recent advancements in research related to Methyl 4-formylpyridine-3-carboxylate.

The molecular structure of Methyl 4-formylpyridine-3-carboxylate is characterized by a pyridine ring with a formyl group at the 4-position and a methyl ester at the 3-position. This arrangement imparts the compound with distinct electronic properties, making it a valuable substrate for various chemical reactions. The pyridine ring's aromaticity and electron-withdrawing groups contribute to its reactivity, which has been extensively studied in recent years.

Recent studies have explored the synthesis of Methyl 4-formylpyridine-3-carboxylate through various routes, including nucleophilic aromatic substitution and coupling reactions. These methods have been optimized to enhance yield and purity, addressing challenges such as regioselectivity and steric hindrance. Researchers have also investigated the use of catalysts to accelerate reaction rates, making the synthesis more efficient for large-scale production.

In terms of applications, Methyl 4-formylpyridine-3-carboxylate has shown promise in the development of bioactive molecules. Its ability to act as a precursor for more complex structures has been leveraged in medicinal chemistry to design potential drug candidates targeting various diseases. For instance, derivatives of this compound have demonstrated anti-inflammatory and antioxidant properties, highlighting its potential in therapeutic applications.

Moreover, advancements in computational chemistry have enabled detailed studies of the electronic structure and reactivity of Methyl 4-formylpyridine-3-carboxylate. Quantum mechanical calculations have provided insights into its frontier molecular orbitals, which are critical for understanding its reactivity in different chemical environments. These findings have been instrumental in guiding experimental designs and optimizing synthetic pathways.

Another area of interest is the use of Methyl 4-formylpyridine-3-carboxylate in material science, particularly in the development of coordination polymers and metal-organic frameworks (MOFs). Its ability to coordinate with metal ions has been exploited to create porous materials with applications in gas storage and catalysis.

Recent research has also focused on the environmental impact of synthesizing Methyl 4-formylpyridine-3-carboxylate. Green chemistry approaches, such as using renewable feedstocks and minimizing waste generation, have been adopted to make the production process more sustainable. These efforts align with global initiatives to promote eco-friendly chemical manufacturing practices.

In conclusion, Methyl 4-formylpyridine-3-carboxylate is a versatile compound with a wide range of applications across different scientific disciplines. Its unique chemical properties continue to inspire innovative research directions, driving advancements in both fundamental understanding and practical applications.

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