Cas no 110860-60-1 (Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate)

Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate is a versatile pyrazole derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its reactive amino and ester functional groups enable efficient derivatization, making it valuable for constructing heterocyclic compounds. The compound exhibits good stability under standard storage conditions and demonstrates compatibility with a range of organic reactions, including condensation and cyclization processes. Its well-defined structure and high purity ensure consistent performance in research and industrial applications. This intermediate is particularly useful in the development of biologically active molecules, offering a reliable building block for medicinal chemistry and crop protection agents.
Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate structure
110860-60-1 structure
Product Name:Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate
CAS No:110860-60-1
MF:C6H9N3O2
MW:155.154560804367
MDL:MFCD08693264
CID:820306
PubChem ID:15140326
Update Time:2025-10-29

Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate
    • 5-amino-1-methyl-1H-Pyrazole-4-carboxylic acid methyl ester
    • methyl 5-amino-1-methylpyrazole-4-carboxylate
    • WT82448
    • TRA0045224
    • methyl 5-amino-1-methyl-pyrazole-4-carboxylate
    • methyl 5-azanyl-1-methyl-pyrazole-4-carboxylate
    • A802255
    • I14
    • Z1344013107
    • 5-amino-1-methyl-4-pyrazolecarboxylic acid methyl ester
    • AKOS000277729
    • DTXSID50568923
    • Z1198181125
    • Methyl5-amino-1-methyl-1H-pyrazole-4-carboxylate
    • CS-W022858
    • methyl 5-amino-1-methyl-1h-pyrazol-4-carboxylate
    • DS-18433
    • SCHEMBL3436120
    • DB-022357
    • MFCD08693264
    • AC-8976
    • EN300-225134
    • 110860-60-1
    • MDL: MFCD08693264
    • Inchi: 1S/C6H9N3O2/c1-9-5(7)4(3-8-9)6(10)11-2/h3H,7H2,1-2H3
    • InChI Key: UTGQTDLLIDYCAB-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=NN(C)C=1N)=O

Computed Properties

  • Exact Mass: 155.06957
  • Monoisotopic Mass: 155.069476538g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 162
  • 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
  • Topological Polar Surface Area: 70.1
  • XLogP3: 0.3

Experimental Properties

  • Color/Form: No data available
  • Density: 1.4±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 288.6±20.0 °C at 760 mmHg
  • Flash Point: 128.3±21.8 °C
  • PSA: 70.14
  • LogP: 0.37010

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Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate Related Literature

Additional information on Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate

Recent Advances in the Application of Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (CAS: 110860-60-1) in Chemical Biology and Pharmaceutical Research

Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (CAS: 110860-60-1) is a pyrazole derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various biologically active molecules, including potential drug candidates. The unique structural features of this compound, such as the amino and ester functional groups, make it a valuable building block for the development of novel therapeutic agents. Recent studies have explored its utility in medicinal chemistry, particularly in the design of kinase inhibitors, antimicrobial agents, and anti-inflammatory compounds.

One of the most notable advancements in the application of Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate is its role in the synthesis of kinase inhibitors. Kinases are critical targets in the treatment of various diseases, including cancer and inflammatory disorders. Researchers have successfully utilized this compound to develop potent and selective kinase inhibitors by modifying its core structure. For instance, a recent study published in the Journal of Medicinal Chemistry demonstrated the synthesis of a series of pyrazole-based inhibitors targeting the JAK2 kinase, which is implicated in myeloproliferative neoplasms. The study highlighted the importance of the amino and ester groups in enhancing the binding affinity and selectivity of the inhibitors.

In addition to its applications in kinase inhibitor development, Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate has also been investigated for its antimicrobial properties. A study conducted by a team of researchers from the University of Cambridge explored the compound's potential as a scaffold for designing novel antibacterial agents. The researchers synthesized a library of derivatives and evaluated their activity against a panel of Gram-positive and Gram-negative bacteria. The results indicated that certain derivatives exhibited promising antibacterial activity, particularly against methicillin-resistant Staphylococcus aureus (MRSA). This finding underscores the compound's potential in addressing the growing challenge of antibiotic resistance.

Another area of research where Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate has shown promise is in the development of anti-inflammatory agents. A recent study published in Bioorganic & Medicinal Chemistry Letters reported the synthesis of pyrazole derivatives with potent anti-inflammatory activity. The researchers found that modifications to the amino and ester groups of the compound significantly influenced its ability to inhibit pro-inflammatory cytokines. These findings suggest that Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate could serve as a valuable starting point for the design of new anti-inflammatory drugs.

Despite the promising applications of Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, challenges remain in optimizing its pharmacological properties. For example, issues related to solubility, bioavailability, and metabolic stability need to be addressed to enhance its therapeutic potential. Recent efforts have focused on structural modifications to improve these properties. A study published in European Journal of Medicinal Chemistry described the synthesis of water-soluble derivatives of the compound, which exhibited improved pharmacokinetic profiles. Such advancements are critical for translating the compound's potential into clinically viable therapeutics.

In conclusion, Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (CAS: 110860-60-1) represents a versatile and valuable scaffold in chemical biology and pharmaceutical research. Its applications in the development of kinase inhibitors, antimicrobial agents, and anti-inflammatory compounds highlight its broad utility. Ongoing research efforts aimed at optimizing its pharmacological properties are expected to further expand its therapeutic potential. As the field continues to evolve, this compound is likely to play an increasingly important role in the discovery and development of novel drugs.

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