Cas no 3289-49-4 (2-propoxypyrimidin-4-amine)

2-Propoxypyrimidin-4-amine is a pyrimidine derivative characterized by a propoxy substituent at the 2-position and an amine group at the 4-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its structural features, including the electron-rich pyrimidine core and functionalizable amine group, make it valuable for constructing heterocyclic frameworks. The propoxy side chain enhances solubility in organic solvents, facilitating further derivatization. Applications include its use in medicinal chemistry for designing kinase inhibitors and antimicrobial agents. High purity and stability under standard conditions ensure reliable performance in synthetic workflows. Proper handling and storage are recommended to maintain integrity.
2-propoxypyrimidin-4-amine structure
2-propoxypyrimidin-4-amine structure
Product Name:2-propoxypyrimidin-4-amine
CAS No:3289-49-4
MF:C7H11N3O
MW:153.181740999222
CID:917371
PubChem ID:308515
Update Time:2025-10-28

2-propoxypyrimidin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 2-propoxypyrimidin-4-amine
    • 2-propoxy-pyrimidin-4-ylamine
    • 2-Propyloxy-4-amino-pyrimidin
    • AC1L7D1K
    • NSC210327
    • CHEMBL3273649
    • SB56453
    • NSC 210327
    • DS-013677
    • 3289-49-4
    • DTXSID90308880
    • SCHEMBL17767985
    • NSC-210327
    • Inchi: 1S/C7H11N3O/c1-2-5-11-7-9-4-3-6(8)10-7/h3-4H,2,5H2,1H3,(H2,8,9,10)
    • InChI Key: QCOUKMUXYSYICN-UHFFFAOYSA-N
    • SMILES: O(C1N=CC=C(N)N=1)CCC

Computed Properties

  • Exact Mass: 153.09033
  • Monoisotopic Mass: 153.090211983g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 110
  • 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: 1.1
  • Topological Polar Surface Area: 61?2

Experimental Properties

  • PSA: 61.03
  • LogP: 1.42880

2-propoxypyrimidin-4-amine Pricemore >>

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Additional information on 2-propoxypyrimidin-4-amine

2-propoxypyrimidin-4-amine (CAS No: 3289-49-4)

2-propoxypyrimidin-4-amine, also known by its CAS registry number 3289-49-4, is a chemical compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of pyrimidine derivatives, which are widely studied for their potential applications in drug discovery and development. The structure of 2-propoxypyrimidin-4-amine consists of a pyrimidine ring with a propoxy group at the 2-position and an amino group at the 4-position, making it a unique member of this chemical family.

Recent advancements in synthetic chemistry have enabled researchers to explore the synthesis and characterization of 2-propoxypyrimidin-4-amine with greater precision. Studies have focused on optimizing synthetic routes to improve yield and purity, which are critical for its potential use in therapeutic applications. One notable approach involves the use of microwave-assisted synthesis, which has been shown to significantly accelerate reaction times while maintaining product quality. This method has been particularly effective in synthesizing pyrimidine derivatives, including 2-propoxypyrimidin-4-amine, under mild conditions.

The pharmacological properties of 2-propoxypyrimidin-4-amine have been extensively investigated, particularly its potential as a kinase inhibitor. Kinase enzymes play a pivotal role in various cellular processes, including signal transduction and cell proliferation. Dysregulation of kinase activity is often associated with diseases such as cancer, inflammation, and neurodegenerative disorders. Research has demonstrated that 2-propoxypyrimidin-4-amine exhibits selective inhibitory activity against certain kinases, making it a promising candidate for drug development.

In addition to its kinase inhibitory properties, 2-propoxypyrimidin-4-amine has also been explored for its potential anti-inflammatory and antioxidant effects. Studies conducted using in vitro models have shown that this compound can scavenge free radicals and reduce inflammation by modulating key inflammatory pathways. These findings suggest that 2-propoxypyrimidin-4-amine could be developed into a therapeutic agent for conditions characterized by chronic inflammation, such as arthritis or cardiovascular diseases.

The structural versatility of 2-propoxypyrimidin-4-amine has also made it an attractive scaffold for further chemical modifications. Researchers have been investigating the impact of substituent variations on the compound's pharmacokinetic properties, such as absorption, distribution, metabolism, and excretion (ADME). Understanding these properties is essential for optimizing the compound's bioavailability and minimizing potential toxicity.

Furthermore, computational modeling techniques have been employed to predict the binding affinity of 2-propoxypyrimidin-amine to various protein targets. These studies have provided valuable insights into the molecular interactions that govern its biological activity. For instance, molecular docking simulations have revealed that the propoxy group at the 2-position plays a critical role in stabilizing interactions with target proteins, while the amino group at the 4-position contributes to hydrogen bonding networks.

Despite its promising properties, there are challenges associated with the development of 2-propoxypyrimidin-amine into a clinical candidate. One major concern is its stability under physiological conditions. Researchers are actively exploring strategies to enhance the compound's stability without compromising its bioactivity. This includes evaluating different formulations and delivery systems that can protect the compound from enzymatic degradation or rapid clearance from the body.

In conclusion, 2-propoxypyrimidin-amine (CAS No: 3289–49–4) represents a compelling lead compound with diverse biological activities and potential therapeutic applications. Ongoing research continues to uncover new insights into its structure-function relationships, pharmacokinetics, and mechanism of action. As advancements in synthetic chemistry and computational modeling continue to evolve, it is likely that this compound will play an increasingly important role in drug discovery efforts targeting complex diseases such as cancer and inflammatory disorders.

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