Cas no 1415800-40-6 (methyl 5-methoxypyrimidine-2-carboxylate)

Methyl 5-methoxypyrimidine-2-carboxylate is a versatile pyrimidine derivative widely used in pharmaceutical and agrochemical synthesis. Its key advantages include a stable methoxy substituent at the 5-position, which enhances electronic properties and reactivity, making it valuable for further functionalization. The methyl ester group at the 2-position provides a convenient handle for hydrolysis or nucleophilic substitution, facilitating downstream modifications. This compound serves as a key intermediate in the development of bioactive molecules, particularly in heterocyclic chemistry. Its well-defined structure and high purity make it suitable for research and industrial applications requiring precise molecular scaffolds. Storage under inert conditions is recommended to maintain stability.
methyl 5-methoxypyrimidine-2-carboxylate structure
1415800-40-6 structure
Product Name:methyl 5-methoxypyrimidine-2-carboxylate
CAS No:1415800-40-6
MF:C7H8N2O3
MW:168.15002155304
MDL:MFCD22683287
CID:3162856
PubChem ID:77078490
Update Time:2025-06-13

methyl 5-methoxypyrimidine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • methyl 5-methoxypyrimidine-2-carboxylate
    • BS-42843
    • CS-0184791
    • 1415800-40-6
    • DB-221193
    • SB12716
    • BP-21089
    • IXSNCJLZKACDOD-UHFFFAOYSA-N
    • SCHEMBL15264511
    • F52806
    • SY129042
    • methyl5-methoxypyrimidine-2-carboxylate
    • MFCD22683287
    • MDL: MFCD22683287
    • Inchi: 1S/C7H8N2O3/c1-11-5-3-8-6(9-4-5)7(10)12-2/h3-4H,1-2H3
    • InChI Key: IXSNCJLZKACDOD-UHFFFAOYSA-N
    • SMILES: O(C)C1C=NC(C(=O)OC)=NC=1

Computed Properties

  • Exact Mass: 168.05349212g/mol
  • Monoisotopic Mass: 168.05349212g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 155
  • 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: -0.7
  • Topological Polar Surface Area: 61.3?2

methyl 5-methoxypyrimidine-2-carboxylate Pricemore >>

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Additional information on methyl 5-methoxypyrimidine-2-carboxylate

Recent Advances in the Application of Methyl 5-Methoxypyrimidine-2-carboxylate (CAS: 1415800-40-6) in Chemical Biology and Pharmaceutical Research

Methyl 5-methoxypyrimidine-2-carboxylate (CAS: 1415800-40-6) is a pyrimidine derivative that has recently garnered significant attention in chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including kinase inhibitors, antiviral agents, and anti-inflammatory compounds. Recent studies have highlighted its potential in modulating enzymatic activity and interacting with biological targets, making it a valuable scaffold for medicinal chemistry.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of methyl 5-methoxypyrimidine-2-carboxylate as a precursor for the synthesis of novel Bruton's tyrosine kinase (BTK) inhibitors. The study demonstrated that modifications to the pyrimidine core, including the introduction of the 5-methoxy group, significantly enhanced the binding affinity and selectivity of the resulting inhibitors. The compound's unique structural features were found to improve pharmacokinetic properties, such as metabolic stability and oral bioavailability, in preclinical models.

Another recent investigation, featured in Bioorganic & Medicinal Chemistry Letters, focused on the antiviral potential of derivatives synthesized from methyl 5-methoxypyrimidine-2-carboxylate. The researchers designed a series of analogs targeting the RNA-dependent RNA polymerase (RdRp) of SARS-CoV-2. Preliminary results indicated that certain derivatives exhibited potent inhibitory activity against viral replication, with IC50 values in the low micromolar range. These findings suggest that this compound could serve as a promising starting point for developing broad-spectrum antiviral therapeutics.

Beyond its applications in drug discovery, methyl 5-methoxypyrimidine-2-carboxylate has also been utilized in chemical biology studies to probe protein-ligand interactions. A 2024 study in ACS Chemical Biology employed this compound as a chemical probe to investigate the allosteric regulation of pyrimidine metabolism enzymes. The research revealed that the methoxy and carboxylate functional groups play critical roles in stabilizing enzyme conformations, providing insights into the design of allosteric modulators for metabolic disorders.

The synthetic accessibility of methyl 5-methoxypyrimidine-2-carboxylate further enhances its appeal in pharmaceutical research. Recent advancements in green chemistry have enabled the development of efficient, scalable synthetic routes for this compound, as reported in Organic Process Research & Development. These methods emphasize the use of environmentally benign reagents and catalysts, aligning with the growing demand for sustainable drug manufacturing practices.

In conclusion, methyl 5-methoxypyrimidine-2-carboxylate (CAS: 1415800-40-6) represents a multifaceted tool in modern chemical biology and pharmaceutical research. Its applications span from drug discovery to mechanistic studies, underpinned by its unique chemical properties and synthetic versatility. Ongoing research continues to uncover new opportunities for this compound, positioning it as a valuable asset in the development of next-generation therapeutics.

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