Cas no 73418-88-9 (Methyl 5-aminopyrimidine-2-carboxylate)

Methyl 5-aminopyrimidine-2-carboxylate is a versatile pyrimidine derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its structural features, including the reactive amino and ester functional groups, make it valuable for constructing heterocyclic compounds and modifying bioactive molecules. The compound exhibits good solubility in common organic solvents, facilitating its use in diverse reaction conditions. Its stability under standard storage conditions ensures reliable performance in synthetic applications. Researchers favor this intermediate for its compatibility with nucleophilic substitution and condensation reactions, enabling efficient derivatization for drug discovery and material science applications. The high purity grades available support reproducible results in demanding synthetic workflows.
Methyl 5-aminopyrimidine-2-carboxylate structure
73418-88-9 structure
Product Name:Methyl 5-aminopyrimidine-2-carboxylate
CAS No:73418-88-9
MF:C6H7N3O2
MW:153.138680696487
MDL:MFCD08234876
CID:552249
PubChem ID:10654421
Update Time:2025-06-07

Methyl 5-aminopyrimidine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 2-Pyrimidinecarboxylicacid, 5-amino-, methyl ester
    • METHYL 5-AMINOPYRIMIDINE-2-CARBOXYLATE
    • 5-Amino-2-methoxycarbonylpyrimidin
    • 5-amino-2-pyrimidinecarboxylic acid methyl ester
    • 5-amino-pyrimidine-2-carboxylic acid methyl ester
    • AK165243
    • NYYBCNDGMLXGQQ-UHFFFAOYSA-N
    • 5-amino-2-methoxycarbonylpyrimidine
    • FCH858792
    • PB10524
    • methyl 5-azanylpyrimidine-2-carboxylate
    • ST1141087
    • AX8139119
    • 5-Aminopyrimidine-2-carboxylic acid methyl ester
    • A837826
    • 2-Pyri
    • YCA41888
    • CS-0049006
    • 73418-88-9
    • AS-41911
    • DTXSID70442978
    • AKOS005137933
    • MFCD08234876
    • FT-0756257
    • EN300-4285588
    • AMY11783
    • SCHEMBL9950882
    • DA-41536
    • Methyl 5-aminopyrimidine-2-carboxylate
    • MDL: MFCD08234876
    • Inchi: 1S/C6H7N3O2/c1-11-6(10)5-8-2-4(7)3-9-5/h2-3H,7H2,1H3
    • InChI Key: NYYBCNDGMLXGQQ-UHFFFAOYSA-N
    • SMILES: O(C)C(C1N=CC(=CN=1)N)=O

Computed Properties

  • Exact Mass: 153.05400
  • Monoisotopic Mass: 153.053826475g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 143
  • 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: -1.4
  • Topological Polar Surface Area: 78.1

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Melting Point: Not available
  • Boiling Point: 348.343℃ at 760 mmHg
  • Flash Point: 164.5±25.7 °C
  • Refractive Index: 1.577
  • PSA: 78.10000
  • LogP: 0.42660
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

Methyl 5-aminopyrimidine-2-carboxylate Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. 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:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Methyl 5-aminopyrimidine-2-carboxylate

Methyl 5-aminopyrimidine-2-carboxylate (CAS No. 73418-88-9): A Key Intermediate in Modern Pharmaceutical Synthesis

Methyl 5-aminopyrimidine-2-carboxylate (CAS No. 73418-88-9) is a vital intermediate in the synthesis of numerous pharmaceutical compounds, playing a crucial role in the development of innovative drugs targeting various diseases. This compound, characterized by its pyrimidine core structure, has garnered significant attention in recent years due to its versatility and utility in medicinal chemistry.

The molecular structure of Methyl 5-aminopyrimidine-2-carboxylate consists of a pyrimidine ring substituted with an amino group at the 5-position and a carboxylate ester at the 2-position. This unique arrangement provides multiple reactive sites, making it an ideal building block for the synthesis of more complex molecules. The presence of both the amino and carboxylate functionalities allows for diverse chemical modifications, enabling chemists to tailor the compound for specific pharmacological applications.

In recent years, Methyl 5-aminopyrimidine-2-carboxylate has been extensively studied for its potential in the development of antiviral and anticancer agents. The pyrimidine scaffold is a common motif in many biologically active compounds, and its derivatives have shown promising results in preclinical studies. For instance, modifications of this compound have led to the discovery of novel inhibitors targeting viral proteases and kinases, which are essential for the replication and survival of pathogens.

One notable application of Methyl 5-aminopyrimidine-2-carboxylate is in the synthesis of kinase inhibitors. Kinases are enzymes that play a critical role in cell signaling pathways, and their dysregulation is often associated with various diseases, including cancer. By designing molecules that specifically inhibit these kinases, researchers aim to disrupt abnormal signaling pathways and restore normal cellular function. The versatility of Methyl 5-aminopyrimidine-2-carboxylate allows for the creation of kinase inhibitors with high selectivity and potency.

The pharmaceutical industry has also explored the use of Methyl 5-aminopyrimidine-2-carboxylate in the development of antiviral drugs. Viruses rely on host cellular machinery to replicate, and inhibiting specific viral enzymes can effectively halt their replication cycle. Researchers have utilized derivatives of this compound to develop inhibitors targeting viral proteases and polymerases. These inhibitors have shown significant promise in clinical trials, offering new hope for treating viral infections that are resistant to existing antiviral therapies.

In addition to its role in drug development, Methyl 5-aminopyrimidine-2-carboxylate has found applications in other areas such as agrochemicals and material science. Its unique chemical properties make it a valuable precursor for synthesizing various functionalized compounds used in crop protection agents and advanced materials. The ability to modify its structure allows researchers to fine-tune its properties for specific applications, making it a versatile tool in synthetic chemistry.

The synthesis of Methyl 5-aminopyrimidine-2-carboxylate typically involves multi-step organic reactions starting from readily available precursors. Advanced synthetic methodologies have been developed to improve yield and purity, ensuring that pharmaceutical-grade material is obtained for drug development. These synthetic routes often incorporate palladium-catalyzed cross-coupling reactions, which provide efficient and selective transformations necessary for constructing complex molecular architectures.

Ongoing research continues to uncover new applications and derivatives of Methyl 5-aminopyrimidine-2-carboxylate. Innovations in computational chemistry and high-throughput screening techniques are accelerating the discovery process, enabling researchers to rapidly identify promising candidates for further development. Collaborative efforts between academia and industry are fostering advancements that translate laboratory findings into tangible therapeutic solutions.

The future prospects for Methyl 5-aminopyrimidine-2-carboxylate are bright, with continued exploration expected to yield novel compounds with enhanced pharmacological properties. As our understanding of disease mechanisms evolves, so too will the demand for sophisticated molecular tools like this intermediate. By leveraging its unique chemical attributes, scientists are poised to make significant strides in addressing unmet medical needs across various therapeutic areas.

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