Product Description
4-Hydroxypyrrolo[2,3-d]pyrimidine、3680-71-5
AI Product Description
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4-Hydroxypyrrolo[2,3-d]pyrimidine is a significant heterocyclic compound belonging to the pyrrolopyrimidine family, widely recognized for its structural similarity to natural purine bases. With the molecular formula C6H5N3O and a molecular weight of approximately 135.12 g/mol, this molecule features a fused bicyclic system consisting of a pyrrole ring condensed with a pyrimidine ring, substituted with a hydroxyl group at the fourth position. The Chemical Abstracts Service (CAS) registry number for this specific isomer is 1708-98-5, which serves as its unique identifier in global chemical databases.
This compound plays a pivotal role in medicinal chemistry and biochemical research, primarily serving as a versatile building block for synthesizing more complex nucleoside analogs and pharmaceutical agents. Its structure closely mimics that of adenine and guanine, making it an ideal scaffold for developing potential antiviral, anticancer, and antimicrobial drugs. Researchers frequently utilize 4-hydroxypyrrolo[2,3-d]pyrimidine to investigate enzyme inhibition mechanisms, particularly those involving kinases and polymerases, due to its ability to interact with biological targets through hydrogen bonding and pi-stacking interactions. Furthermore, derivatives of this core structure are being explored for their potential in treating viral infections such as HIV and hepatitis, where interfering with viral replication is crucial.
In laboratory settings, the compound is valued for its stability and solubility characteristics, which facilitate various synthetic pathways. It acts as a key intermediate in the production of modified nucleotides used in diagnostic assays and genetic sequencing technologies. While not yet a mainstream commercial drug itself, its derivatives represent a promising frontier in targeted therapy development. Scientists continue to explore its applications in material science, specifically in designing organic semiconductors or luminescent materials, leveraging its conjugated electronic system. As research advances, the demand for high-purity 4-hydroxypyrrolo[2,3-d]pyrimidine is expected to grow within academic institutions and pharmaceutical R&D departments focused on novel therapeutic interventions.