Cas no 63291-59-8 (4-chloro-6-ethoxypyrimidin-5-amine)

4-Chloro-6-ethoxypyrimidin-5-amine is a versatile pyrimidine derivative commonly employed as a key intermediate in pharmaceutical and agrochemical synthesis. Its reactive chloro and ethoxy substituents enable selective functionalization, making it valuable for constructing complex heterocyclic frameworks. The amine group offers additional reactivity for further derivatization, enhancing its utility in medicinal chemistry applications. This compound exhibits stability under standard storage conditions and demonstrates compatibility with a range of reaction conditions, including nucleophilic substitutions and cross-coupling reactions. Its well-defined structure and high purity make it suitable for research and industrial-scale applications, particularly in the development of biologically active molecules.
4-chloro-6-ethoxypyrimidin-5-amine structure
63291-59-8 structure
Product Name:4-chloro-6-ethoxypyrimidin-5-amine
CAS No:63291-59-8
MF:C6H8ClN3O
MW:173.600219726563
CID:426863
PubChem ID:12350063
Update Time:2025-05-20

4-chloro-6-ethoxypyrimidin-5-amine Chemical and Physical Properties

Names and Identifiers

    • 5-Pyrimidinamine, 4-chloro-6-ethoxy-
    • 4-chloro-6-ethoxypyrimidin-5-amine
    • SCHEMBL17377252
    • AKOS002917427
    • CS-0045594
    • 4-ethoxy-5-amino-6-chloropyrimidine
    • DTXSID70493187
    • 63291-59-8
    • EN300-1254715
    • Inchi: 1S/C6H8ClN3O/c1-2-11-6-4(8)5(7)9-3-10-6/h3H,2,8H2,1H3
    • InChI Key: HHFABOZHZZPRLY-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=NC=N1)OCC)N

Computed Properties

  • Exact Mass: 173.03574
  • Monoisotopic Mass: 173.0355896g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 124
  • 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: 1.2
  • Topological Polar Surface Area: 61?2

Experimental Properties

  • PSA: 61.03

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Additional information on 4-chloro-6-ethoxypyrimidin-5-amine

4-Chloro-6-Ethoxypyrimidin-5-Amine: A Comprehensive Overview

4-Chloro-6-Ethoxypyrimidin-5-Amine (CAS No. 63291-59-8) is a heterocyclic compound belonging to the pyrimidine family, a class of organic compounds widely recognized for their diverse applications in pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique structure, which includes a pyrimidine ring substituted with a chlorine atom at position 4 and an ethoxy group at position 6, along with an amine group at position 5. The combination of these substituents imparts distinctive chemical and physical properties to the molecule, making it a subject of interest in both academic and industrial research.

The synthesis of 4-Chloro-6-Ethoxypyrimidin-5-Amine typically involves multi-step organic reactions, often starting from readily available starting materials such as pyrimidine derivatives or intermediates. Recent advancements in synthetic chemistry have enabled more efficient and scalable routes for the preparation of this compound. For instance, researchers have explored the use of microwave-assisted synthesis and catalytic processes to optimize reaction conditions, thereby improving yield and purity. These methods not only enhance the feasibility of large-scale production but also contribute to the sustainability of chemical manufacturing.

One of the most notable applications of 4-Chloro-6-Ethoxypyrimidin-5-Amine lies in its potential as a building block for drug discovery. Pyrimidine derivatives are well-documented for their role in targeting various biological pathways, including those involved in cancer, inflammation, and infectious diseases. Recent studies have highlighted the ability of this compound to modulate key enzymes and receptors, making it a promising candidate for therapeutic development. For example, research has demonstrated its potential as an inhibitor of certain kinases involved in cell signaling pathways that are critical for cancer progression.

In addition to its pharmacological applications, 4-Chloro-6-Ethoxypyrimidin-5-Amine has also found utility in agrochemicals. Its ability to interact with specific molecular targets in plants and pests has led to investigations into its potential as a herbicide or fungicide. Recent field trials have shown encouraging results, with the compound demonstrating efficacy against various plant pathogens without significant toxicity to non-target organisms. This dual applicability underscores the versatility of this compound across different domains of chemical science.

The physical properties of 4-Chloro-6-Ethoxypyrimidin-5-Amine are equally intriguing. Its melting point, boiling point, and solubility characteristics are influenced by the electron-withdrawing chlorine atom and the electron-donating ethoxy group. These properties not only affect its stability under different conditions but also play a crucial role in its solubility profile, which is essential for its formulation into pharmaceutical or agricultural products. Recent studies have employed advanced computational methods to predict and validate these properties, providing valuable insights into the compound's behavior under various environmental conditions.

From an environmental perspective, understanding the fate and transport of 4-Chloro-6-Ethoxypyrimidin-5-Amine is critical for assessing its potential impact on ecosystems. Research has focused on determining its biodegradation pathways and bioaccumulation potential. Findings indicate that under aerobic conditions, the compound undergoes microbial degradation through specific enzymatic pathways, reducing its persistence in the environment. These studies contribute to the development of sustainable practices for handling and disposing of this compound.

In conclusion, 4-Chloro-6-Ethoxypyrimidin-5-Amine (CAS No. 63291-59-) stands as a testament to the intricate relationship between chemical structure and functionality. Its unique properties continue to inspire innovative research across multiple disciplines, driving advancements in drug discovery, agrochemical development, and environmental science. As our understanding of this compound deepens through cutting-edge research methodologies, its potential applications are expected to expand further, solidifying its position as a key molecule in modern chemical science.

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