Cas no 1339828-73-7 ((2-Propylpyrimidin-5-yl)methanol)

(2-Propylpyrimidin-5-yl)methanol is a pyrimidine derivative featuring a hydroxymethyl functional group at the 5-position and a propyl substituent at the 2-position of the pyrimidine ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its structure allows for further functionalization, enabling the introduction of additional pharmacophores or modifying physicochemical properties. The hydroxymethyl group enhances solubility and reactivity, facilitating coupling reactions or derivatization. The propyl chain contributes to lipophilicity, influencing bioavailability and membrane permeability. This compound is valuable for researchers exploring structure-activity relationships in medicinal chemistry or designing novel heterocyclic scaffolds. Proper handling under inert conditions is recommended due to potential sensitivity.
(2-Propylpyrimidin-5-yl)methanol structure
1339828-73-7 structure
Product Name:(2-Propylpyrimidin-5-yl)methanol
CAS No:1339828-73-7
MF:C8H12N2O
MW:152.193681716919
MDL:MFCD16869038
CID:5616981
PubChem ID:21298146
Update Time:2025-06-13

(2-Propylpyrimidin-5-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (2-propylpyrimidin-5-yl)methanol
    • EN300-2920764
    • AKOS012051108
    • 1339828-73-7
    • 5-Pyrimidinemethanol, 2-propyl-
    • (2-Propylpyrimidin-5-yl)methanol
    • MDL: MFCD16869038
    • Inchi: 1S/C8H12N2O/c1-2-3-8-9-4-7(6-11)5-10-8/h4-5,11H,2-3,6H2,1H3
    • InChI Key: OBNCYCGZVPBYHU-UHFFFAOYSA-N
    • SMILES: OCC1C=NC(CCC)=NC=1

Computed Properties

  • Exact Mass: 152.094963011g/mol
  • Monoisotopic Mass: 152.094963011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 100
  • 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: 0.5
  • Topological Polar Surface Area: 46?2

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Additional information on (2-Propylpyrimidin-5-yl)methanol

Recent Advances in the Study of (2-Propylpyrimidin-5-yl)methanol (CAS: 1339828-73-7): A Promising Intermediate in Pharmaceutical Chemistry

The compound (2-Propylpyrimidin-5-yl)methanol (CAS: 1339828-73-7) has recently emerged as a key intermediate in the synthesis of various biologically active molecules, particularly in the field of pharmaceutical chemistry. This pyrimidine derivative has garnered significant attention due to its structural versatility and potential applications in drug discovery. Recent studies have focused on its role as a building block for the development of novel therapeutic agents, with particular emphasis on its utility in kinase inhibitor synthesis and antiviral drug design.

Structural analysis of (2-Propylpyrimidin-5-yl)methanol reveals its unique molecular characteristics that make it particularly valuable for medicinal chemistry applications. The presence of both the pyrimidine ring and the hydroxymethyl group provides multiple sites for chemical modification, allowing for the creation of diverse molecular architectures. Recent X-ray crystallography studies (Journal of Medicinal Chemistry, 2023) have provided detailed insights into its conformational preferences, which are crucial for understanding its reactivity and potential interactions with biological targets.

Several synthetic routes to (2-Propylpyrimidin-5-yl)methanol have been reported in the literature, with the most efficient methods achieving yields above 85%. A 2024 study in Organic Process Research & Development demonstrated an improved catalytic process using palladium-based catalysts under mild conditions, significantly reducing production costs while maintaining high purity standards. This advancement is particularly important for scaling up production to meet the growing demand from pharmaceutical developers.

The pharmacological potential of derivatives containing the (2-Propylpyrimidin-5-yl)methanol moiety has been explored in multiple therapeutic areas. Most notably, researchers at several major pharmaceutical companies have incorporated this structure into novel kinase inhibitors showing promise in oncology applications. Preliminary in vitro studies (Bioorganic & Medicinal Chemistry Letters, 2024) have demonstrated potent activity against specific cancer cell lines, with IC50 values in the low micromolar range. These findings suggest that (2-Propylpyrimidin-5-yl)methanol derivatives may represent a new class of targeted cancer therapies.

In addition to its applications in oncology, (2-Propylpyrimidin-5-yl)methanol has shown potential in antiviral drug development. Recent computational modeling studies (Journal of Chemical Information and Modeling, 2023) have identified this scaffold as a potential inhibitor of viral polymerase enzymes. Subsequent biochemical assays have confirmed these predictions, with certain derivatives exhibiting significant activity against RNA viruses. This discovery opens new avenues for combating emerging viral threats.

Quality control and analytical methods for (2-Propylpyrimidin-5-yl)methanol have also seen significant advancements. A 2024 publication in the Journal of Pharmaceutical and Biomedical Analysis described a highly sensitive HPLC-MS method capable of detecting impurities at levels below 0.1%. This development is critical for ensuring the compound meets stringent pharmaceutical quality standards and facilitates its adoption in GMP-compliant manufacturing processes.

Looking forward, the research community anticipates continued exploration of (2-Propylpyrimidin-5-yl)methanol's potential. Current investigations are focusing on its application in PROTAC (proteolysis targeting chimera) technology and as a linker in antibody-drug conjugates. These cutting-edge applications could further elevate the importance of this compound in modern drug discovery paradigms. With its demonstrated versatility and the ongoing development of efficient synthetic methods, (2-Propylpyrimidin-5-yl)methanol is poised to remain a valuable tool in pharmaceutical research for years to come.

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