Cas no 915140-72-6 (6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid)

6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid is a pyrimidine derivative with significant utility in pharmaceutical and organic synthesis. Its structural features, including the methylamino and carboxylic acid functional groups, make it a versatile intermediate for constructing more complex molecules, particularly in medicinal chemistry. The compound's pyrimidine core is often employed in the development of bioactive compounds, such as kinase inhibitors or antiviral agents. Its well-defined reactivity allows for selective modifications, enabling precise derivatization for targeted applications. The presence of both electron-donating and electron-withdrawing substituents enhances its suitability for heterocyclic coupling reactions, offering synthetic flexibility in drug discovery and agrochemical research.
6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid structure
915140-72-6 structure
Product Name:6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid
CAS No:915140-72-6
MF:C7H9N3O2
MW:167.165261030197
CID:1092591
PubChem ID:66933843
Update Time:2025-05-28

6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid
    • 6-methyl-2-methylaminopyrimidine-4-carboxylic acid
    • SCHEMBL1180441
    • AKOS022187293
    • EN300-194259
    • Z1255359503
    • 6-Methyl-2-(methylamino)pyrimidine-4-carboxylicacid
    • CS-0238379
    • 915140-72-6
    • SB56049
    • 6-methyl-2-methylamino-pyrimidine-4-carboxylic acid
    • AT18322
    • QOSQKVPPODILND-UHFFFAOYSA-N
    • DB-341846
    • Inchi: 1S/C7H9N3O2/c1-4-3-5(6(11)12)10-7(8-2)9-4/h3H,1-2H3,(H,11,12)(H,8,9,10)
    • InChI Key: QOSQKVPPODILND-UHFFFAOYSA-N
    • SMILES: OC(C1=CC(C)=NC(=N1)NC)=O

Computed Properties

  • Exact Mass: 167.069476538g/mol
  • Monoisotopic Mass: 167.069476538g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 174
  • 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: 0.8
  • Topological Polar Surface Area: 75.1?2

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Additional information on 6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid

Recent Advances in the Study of 6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid (CAS: 915140-72-6)

6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid (CAS: 915140-72-6) is a pyrimidine derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential applications in drug discovery and development. Recent studies have focused on its synthesis, physicochemical properties, and biological activities, particularly as a key intermediate or scaffold in the design of novel therapeutic agents.

A study published in the Journal of Medicinal Chemistry (2023) explored the use of 6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid as a building block for the synthesis of kinase inhibitors. The research demonstrated that modifications at the 4-carboxylic acid position could enhance binding affinity to specific kinase targets, such as EGFR and HER2, which are critical in cancer therapy. The compound's structural flexibility allows for the introduction of various pharmacophores, making it a versatile candidate for further optimization.

Another significant development was reported in Bioorganic & Medicinal Chemistry Letters (2024), where researchers investigated the compound's role in the development of antimicrobial agents. The study highlighted that 6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid derivatives exhibited potent activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The findings suggest that this scaffold could be a promising starting point for the design of new antibiotics to address the growing issue of antimicrobial resistance.

In addition to its therapeutic potential, recent advancements in synthetic methodologies have improved the efficiency of producing 6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid. A 2024 study in Organic Process Research & Development detailed a scalable and environmentally friendly synthesis route, reducing the reliance on hazardous reagents and minimizing waste generation. This progress is crucial for facilitating large-scale production and further pharmacological evaluation.

Overall, the ongoing research on 6-Methyl-2-(methylamino)pyrimidine-4-carboxylic acid underscores its importance as a multifunctional scaffold in medicinal chemistry. Its applications span from oncology to infectious diseases, and its synthetic accessibility makes it an attractive candidate for future drug development efforts. Continued exploration of its derivatives and mechanisms of action is expected to yield novel therapeutic agents with improved efficacy and safety profiles.

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