Cas no 118853-60-4 (Methyl 6-aminopyrazine-2-carboxylate)

Methyl 6-aminopyrazine-2-carboxylate is a heterocyclic organic compound featuring both an amino and an ester functional group on a pyrazine core. This structure makes it a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of active ingredients requiring pyrazine-based scaffolds. The presence of reactive sites allows for further functionalization, enabling applications in medicinal chemistry, such as the synthesis of kinase inhibitors or antimicrobial agents. Its stability under standard conditions and compatibility with common synthetic methodologies enhance its utility in research and industrial settings. The compound is typically supplied with high purity, ensuring reliable performance in complex synthetic pathways.
Methyl 6-aminopyrazine-2-carboxylate structure
118853-60-4 structure
Product Name:Methyl 6-aminopyrazine-2-carboxylate
CAS No:118853-60-4
MF:C6H7N3O2
MW:153.138680696487
MDL:MFCD10697802
CID:63390
PubChem ID:44558107
Update Time:2025-05-23

Methyl 6-aminopyrazine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 6-aminopyrazine-2-carboxylate
    • Methyl 6-amino-2-pyrazinecarboxylate
    • Pyrazinecarboxylic acid, 6-amino-, methyl ester
    • methyl 6-aminopyrazine-2-car
    • 6-Aminopyrazinecarboxylic acid methyl ester
    • Pyrazinecarboxylic acid, 6-amino-, methyl ester (9CI)
    • 6-Amino pyrazine carboxylic acid methylester
    • PubChem19897
    • BCP23382
    • STL227931
    • CM0125
    • AB60529
    • RP21719
    • SY017454
    • AB0035057
    • AM20070303
    • DTXSID30659348
    • A15150
    • Z1198277980
    • EN300-342777
    • CHEMBL4569732
    • 118853-60-4
    • MFCD10697802
    • Q-103340
    • Pyrazinecarboxylic acid, 6-amino-, methyl ester;6-Amino pyrazine carboxylic acid methylester
    • SCHEMBL18038148
    • FT-0645759
    • CS-W003738
    • AKOS006305340
    • GS-6441
    • methyl6-aminopyrazine-2-carboxylate
    • DB-002167
    • DTXCID50610097
    • 857-075-5
    • MDL: MFCD10697802
    • Inchi: 1S/C6H7N3O2/c1-11-6(10)4-2-8-3-5(7)9-4/h2-3H,1H3,(H2,7,9)
    • InChI Key: MFQOPTGQOOILCR-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=NC=C(N)N=1)=O

Computed Properties

  • Exact Mass: 153.05400
  • Monoisotopic Mass: 153.054
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 151
  • 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: 78.1

Experimental Properties

  • Density: 1.319
  • Boiling Point: 341.2°C at 760 mmHg
  • Flash Point: 160.1oC
  • Refractive Index: 1.576
  • PSA: 78.10000
  • LogP: 0.42660

Methyl 6-aminopyrazine-2-carboxylate Security Information

  • Hazard Statement: H315-H319-H335
  • Storage Condition:Keep in dark place,Inert atmosphere,2-8°C

Methyl 6-aminopyrazine-2-carboxylate Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Methyl 6-aminopyrazine-2-carboxylate

Research Briefing on Methyl 6-aminopyrazine-2-carboxylate (CAS: 118853-60-4) in Chemical Biology and Pharmaceutical Applications

Methyl 6-aminopyrazine-2-carboxylate (CAS: 118853-60-4) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound serves as a key intermediate in the synthesis of various biologically active molecules, particularly those targeting kinase inhibition and antimicrobial activity. Recent studies have explored its potential in the development of novel therapeutics, leveraging its unique chemical properties and reactivity.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers investigated the role of Methyl 6-aminopyrazine-2-carboxylate as a precursor in the synthesis of pyrazine-based kinase inhibitors. The study highlighted its efficacy in forming stable complexes with ATP-binding sites of target kinases, demonstrating promising inhibitory activity against cancer-related kinases such as EGFR and BRAF. The compound's structural flexibility allows for further derivatization, enabling the optimization of pharmacokinetic properties.

Another notable application of Methyl 6-aminopyrazine-2-carboxylate is in antimicrobial drug development. A 2022 study in Bioorganic & Medicinal Chemistry Letters reported its use as a scaffold for designing novel antibiotics targeting multidrug-resistant bacterial strains. The study revealed that derivatives of this compound exhibited potent activity against Gram-positive bacteria, including MRSA, by disrupting cell wall synthesis. The findings underscore its potential as a lead compound for addressing antibiotic resistance.

Beyond its therapeutic applications, Methyl 6-aminopyrazine-2-carboxylate has also been employed in chemical biology research. A recent preprint (2024) on ChemRxiv described its use as a fluorescent probe for detecting reactive oxygen species (ROS) in cellular environments. The probe's high selectivity and sensitivity make it a valuable tool for studying oxidative stress-related diseases, such as neurodegenerative disorders and cancer.

In conclusion, Methyl 6-aminopyrazine-2-carboxylate (CAS: 118853-60-4) continues to be a compound of interest in the pharmaceutical and chemical biology fields. Its multifunctional role as a synthetic intermediate, therapeutic agent, and research tool highlights its broad utility. Future research is expected to further explore its applications, particularly in personalized medicine and targeted drug delivery systems.

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