Cas no 13924-98-6 (methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate)

Methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate is a heterocyclic compound featuring a pyrazine core with a carboxylate ester and a ketone functional group. This structure makes it a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its reactive sites allow for further functionalization, enabling the construction of complex molecules. The compound's stability under standard conditions ensures consistent performance in synthetic applications. Additionally, its solubility in common organic solvents facilitates straightforward handling in laboratory settings. Researchers value this compound for its role in constructing biologically active scaffolds, contributing to advancements in medicinal chemistry and material science.
methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate structure
13924-98-6 structure
Product Name:methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate
CAS No:13924-98-6
MF:C6H6N2O3
MW:154.12344121933
MDL:MFCD15144382
CID:1082616
PubChem ID:565727
Update Time:2025-05-20

methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 1,6-dihydro-6-oxo-2-Pyrazinecarboxylic acid methyl ester
    • methyl 6-oxo-1H-pyrazine-2-carboxylate
    • 6-Hydroxy-2-methoxycarbonylpyrazin
    • 6-Hydroxy-pyrazin-2-carbonsaeure-methyl-ester
    • 6-oxo-1,6-dihydro-pyrazine-2-carboxylic acid methyl ester
    • AC1LBWXN
    • AG-K-73386
    • CTK6J1057
    • Methyl 6-hydroxy-2-pyrazinecarboxylate
    • methyl 6-hydroxypyrazine-2-carboxylate
    • QC-6880
    • SureCN1571163
    • 1,6-Dihydro-6-Oxo-2-Pyrazinecarboxylic Acid Methyl Ester(WX618240)
    • methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate
    • DTXSID20340571
    • AKOS014313138
    • CS-0301997
    • ANVMLKSUJLMCCW-UHFFFAOYSA-N
    • 2-Pyrazinecarboxylic acid, 6-hydroxy, methyl ester
    • 13924-98-6
    • SCHEMBL1571163
    • AM806371
    • methyl6-hydroxypyrazine-2-carboxylate
    • Methyl 6-hydroxy-2-pyrazinecarboxylate #
    • EN300-2151922
    • MDL: MFCD15144382
    • Inchi: 1S/C6H6N2O3/c1-11-6(10)4-2-7-3-5(9)8-4/h2-3H,1H3,(H,8,9)
    • InChI Key: ANVMLKSUJLMCCW-UHFFFAOYSA-N
    • SMILES: O(C)C(C1=CN=CC(N1)=O)=O

Computed Properties

  • Exact Mass: 154.03788
  • Monoisotopic Mass: 154.03784206g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 255
  • 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: -0.6
  • Topological Polar Surface Area: 67.8?2

Experimental Properties

  • PSA: 67.76

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Additional information on methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate

Introduction to Methyl 6-Oxo-1,6-dihydropyrazine-2-Carboxylate (CAS No. 13924-98-6)

Methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate (CAS No. 13924-98-6) is a significant compound in the field of chemical and pharmaceutical research. This compound belongs to the class of pyrazine derivatives, which have garnered considerable attention due to their diverse biological activities and potential applications in drug development. The molecular structure of this compound features a pyrazine ring with an oxo group at the 6-position and a carboxylate ester at the 2-position, making it a versatile scaffold for further chemical modifications and biological studies.

The< strong> CAS number 13924-98-6 provides a unique identifier for this compound, ensuring accurate and unambiguous references in scientific literature and patents. This compound has been extensively studied for its pharmacological properties, particularly in the context of antimicrobial, anti-inflammatory, and anticancer applications. The presence of the carboxylate ester group allows for facile derivatization, enabling researchers to explore novel analogs with enhanced biological activity.

In recent years, there has been a growing interest in pyrazine derivatives due to their ability to interact with various biological targets. For instance, studies have shown that compounds similar to methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate can modulate enzyme activity and interfere with pathogenic processes. One notable area of research has focused on its potential as an intermediate in the synthesis of kinase inhibitors, which are crucial in targeted cancer therapies. The oxo group at the 6-position of the pyrazine ring plays a critical role in determining the compound's reactivity and binding affinity to biological targets.

The< strong> pharmacological profile of methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate has been explored through both in vitro and in vivo studies. Researchers have demonstrated its efficacy in reducing inflammation by inhibiting key pro-inflammatory cytokines. Additionally, preliminary studies suggest that this compound may exhibit cytotoxic effects against certain cancer cell lines by disrupting essential cellular pathways. These findings underscore the importance of this compound as a lead molecule for further drug development efforts.

The synthesis of methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate involves multi-step organic reactions that highlight the compound's synthetic utility. The carboxylate ester can be hydrolyzed to form the corresponding carboxylic acid or converted into other functional groups such as amides or acyl chlorides. This flexibility makes it an attractive building block for medicinal chemists seeking to design novel therapeutic agents. Recent advances in synthetic methodologies have further streamlined the preparation of this compound, allowing for higher yields and purities suitable for preclinical studies.

In addition to its pharmacological applications, methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate has found utility in chemical research as a precursor for more complex heterocyclic systems. The pyrazine core is a privileged scaffold in medicinal chemistry due to its prevalence in biologically active molecules. By modifying various substituents on the pyrazine ring, researchers can fine-tune the electronic and steric properties of the molecule, thereby influencing its biological activity. This approach has led to the discovery of several promising drug candidates with improved pharmacokinetic profiles.

The< strong> role of computational chemistry has been instrumental in understanding the structure-activity relationships (SAR) of methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate and its derivatives. Molecular modeling techniques have provided insights into how different substituents affect binding affinity to biological targets such as enzymes and receptors. These computational studies have guided experimental efforts by predicting optimal modifications that could enhance potency and selectivity. As computational methods continue to evolve, they are expected to play an even greater role in accelerating drug discovery pipelines.

In conclusion, methyl 6-oxo-1,6-dihydropyrazine-2-carboxylate (CAS No. 13924-98-6) is a versatile compound with significant potential in pharmaceutical research. Its unique structural features make it an excellent candidate for developing new drugs targeting various diseases. The growing body of research on this compound highlights its importance as both a synthetic intermediate and a lead molecule for drug discovery efforts. As our understanding of its pharmacological properties continues to expand, so too will its applications in medicine and biotechnology.

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