Cas no 27522-25-4 (Pyrimidine, 5-ethoxy-)

Pyrimidine, 5-ethoxy- is a substituted pyrimidine derivative characterized by the presence of an ethoxy group at the 5-position of the pyrimidine ring. This modification enhances its utility as a versatile intermediate in organic synthesis and pharmaceutical applications. The ethoxy group contributes to improved solubility and reactivity, making it valuable for constructing more complex heterocyclic compounds. Its structural features also allow for selective functionalization, enabling its use in the development of agrochemicals, medicinal agents, and specialty chemicals. The compound's stability under standard conditions ensures consistent performance in synthetic workflows. Researchers favor 5-ethoxy-pyrimidine for its balanced reactivity profile and compatibility with diverse reaction conditions.
Pyrimidine, 5-ethoxy- structure
Pyrimidine, 5-ethoxy- structure
Product Name:Pyrimidine, 5-ethoxy-
CAS No:27522-25-4
MF:C6H8N2O
MW:124.1405210495
CID:251268
PubChem ID:19921688
Update Time:2025-05-27

Pyrimidine, 5-ethoxy- Chemical and Physical Properties

Names and Identifiers

    • Pyrimidine, 5-ethoxy-
    • Pyrimidine, 5-ethoxy- (9CI)
    • 5-ethoxypyrimidine
    • 27522-25-4
    • SCHEMBL4349256
    • OKESCPJZXOUZBO-UHFFFAOYSA-N
    • SB55666
    • DTXSID90878912
    • 5-(ethoxy)pyrimidine
    • Inchi: 1S/C6H8N2O/c1-2-9-6-3-7-5-8-4-6/h3-5H,2H2,1H3
    • InChI Key: OKESCPJZXOUZBO-UHFFFAOYSA-N
    • SMILES: O(C1=CN=CN=C1)CC

Computed Properties

  • Exact Mass: 124.06374
  • Monoisotopic Mass: 124.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 71.5
  • 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: 0.6
  • Topological Polar Surface Area: 35?2

Experimental Properties

  • PSA: 35.01

Pyrimidine, 5-ethoxy- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM516049-1g
5-Ethoxypyrimidine
27522-25-4 97%
1g
$182 2024-07-28

Additional information on Pyrimidine, 5-ethoxy-

Recent Advances in the Study of Pyrimidine, 5-ethoxy- (CAS: 27522-25-4) in Chemical Biology and Pharmaceutical Research

Pyrimidine derivatives have long been a focal point in chemical biology and pharmaceutical research due to their diverse biological activities and therapeutic potential. Among these, 5-ethoxy-pyrimidine (CAS: 27522-25-4) has recently garnered significant attention for its unique structural properties and promising applications in drug discovery. This research brief synthesizes the latest findings on this compound, highlighting its synthesis, biological activities, and potential therapeutic uses.

Recent studies have explored the synthetic pathways for 5-ethoxy-pyrimidine, with a focus on optimizing yield and purity. A 2023 publication in the Journal of Medicinal Chemistry detailed a novel catalytic method that enhances the efficiency of its synthesis, reducing byproducts and improving scalability. This advancement is particularly relevant for industrial-scale production, where cost-effectiveness and environmental considerations are paramount.

In terms of biological activity, 5-ethoxy-pyrimidine has demonstrated notable interactions with various enzymatic targets. Research published in Bioorganic & Medicinal Chemistry Letters (2024) revealed its inhibitory effects on thymidylate synthase, a key enzyme in DNA synthesis. This finding suggests potential applications in oncology, particularly as an adjunct therapy in combination with existing antimetabolites. Further in vitro studies have shown moderate activity against certain viral polymerases, opening avenues for antiviral drug development.

The compound's pharmacokinetic properties have also been investigated in recent preclinical studies. A 2024 animal model study reported in European Journal of Pharmaceutical Sciences found that 5-ethoxy-pyrimidine exhibits favorable bioavailability when administered orally, with a plasma half-life suitable for once-daily dosing regimens. These characteristics make it an attractive candidate for further drug development efforts.

Structural modification studies have expanded the potential applications of this pyrimidine derivative. Researchers at several academic institutions have created analogs with enhanced selectivity for specific biological targets. One such modification, reported in ACS Chemical Biology (2023), involved the introduction of fluorine atoms at strategic positions, resulting in compounds with improved binding affinity to kinase domains while maintaining the core 5-ethoxy-pyrimidine structure.

Looking forward, the versatility of 5-ethoxy-pyrimidine (27522-25-4) positions it as a valuable scaffold in medicinal chemistry. Current research directions include its incorporation into PROTAC molecules for targeted protein degradation and exploration of its role in modulating epigenetic markers. The compound's relatively simple structure and ease of modification continue to make it a preferred starting point for the development of novel therapeutic agents across multiple disease areas.

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