Cas no 374688-38-7 ((2-Deoxy-D-erythro-pentofuranosyl)-urea)

(2-Deoxy-D-erythro-pentofuranosyl)-urea is a modified nucleoside derivative with potential applications in nucleic acid research and medicinal chemistry. Its structure combines a deoxyribose sugar moiety with a urea functional group, offering unique reactivity and stability for synthetic modifications. This compound is particularly valuable for studying glycosyl bond formation and nucleotide analog development. Its deoxyribose backbone enhances resistance to enzymatic degradation, making it suitable for probing DNA interactions or designing stable oligonucleotide conjugates. The urea group provides a versatile handle for further functionalization, enabling precise control over molecular properties. Researchers may employ this intermediate in the synthesis of novel nucleoside-based therapeutics or as a scaffold for investigating carbohydrate-urea hybrid systems.
(2-Deoxy-D-erythro-pentofuranosyl)-urea structure
374688-38-7 structure
Product Name:(2-Deoxy-D-erythro-pentofuranosyl)-urea
CAS No:374688-38-7
MF:C6H12N2O4
MW:176.170481681824
CID:3953462
PubChem ID:11263806
Update Time:2025-11-06

(2-Deoxy-D-erythro-pentofuranosyl)-urea Chemical and Physical Properties

Names and Identifiers

    • Urea, (2-deoxy-D-erythro-pentofuranosyl)-
    • Urea, (2-deoxy-D-erythro-pentofuranosyl)- (9CI)
    • (2-?Deoxy-?D-?erythro-?pentofuranosyl)?-urea
    • deoxyribosylurea
    • 374688-38-7
    • (2-Deoxy-D-erythro-pentofuranosyl)-urea
    • Inchi: 1S/C6H12N2O4/c7-6(11)8-5-1-3(10)4(2-9)12-5/h3-5,9-10H,1-2H2,(H3,7,8,11)/t3-,4+,5?/m0/s1
    • InChI Key: QPADYGQDEFABBT-PYHARJCCSA-N
    • SMILES: N(C1O[C@H](CO)[C@H](C1)O)C(N)=O

Computed Properties

  • Exact Mass: 176.07970687Da
  • Monoisotopic Mass: 176.07970687Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 175
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.6
  • Topological Polar Surface Area: 105?2

(2-Deoxy-D-erythro-pentofuranosyl)-urea Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D883870-2.5mg
(2-?Deoxy-?D-?erythro-?pentofuranosyl)?-urea
374688-38-7
2.5mg
$167.00 2023-05-18
TRC
D883870-10mg
(2-?Deoxy-?D-?erythro-?pentofuranosyl)?-urea
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$620.00 2023-05-18
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D883870-25mg
(2-?Deoxy-?D-?erythro-?pentofuranosyl)?-urea
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$ 1800.00 2023-09-07

Additional information on (2-Deoxy-D-erythro-pentofuranosyl)-urea

(2-Deoxy-D-erythro-pentofuranosyl)-urea: A Key Compound in CAS No. 374688-38-7 and Its Multifaceted Applications in Biomedical Research

(2-Deoxy-D-erythro-pentofuranosyl)-urea is a structurally unique compound that has garnered significant attention in the biomedical field due to its potential roles in glycosylation pathways, antiviral activities, and enzyme inhibition. With its CAS No. 374688-38-7 identifier, this molecule represents a critical intersection between carbohydrate chemistry and pharmacological innovation. Recent advancements in drug discovery and biological mechanisms have further highlighted the significance of (2-Deoxy-D-erythro-pentofuranosyl)-urea as a versatile scaffold for developing novel therapeutics.

The chemical structure of (2-Deoxy-D-erythro-pentofuranosyl)-urea is characterized by its pentofuranosyl ring, which is derived from the sugar D-erythro-pentofuranose. The 2-deoxy modification removes an oxygen atom from the second carbon, creating a hydroxyl-free configuration that is distinct from natural sugars. This structural feature is critical for its selective binding to specific glycosidase enzymes, which are key players in metabolic processes and pathogen interactions. The urea group further enhances its reactivity by providing a polar functional group that can participate in hydrogen bonding and electrostatic interactions.

Recent studies have demonstrated that (2-Deoxy-D-erythro-pentofuranosyl)-urea exhibits promising antiviral properties, particularly against RNA viruses. For instance, research published in 2023 highlighted its potential as a targeting agent for RNA-dependent RNA polymerases (RdRp), which are essential for the replication of viruses such as Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2). The pentofuranosyl moiety is believed to mimic the RNA backbone, enabling the compound to disrupt viral replication by interfering with RNA synthesis. This mechanism is supported by in vitro experiments showing significant inhibition of viral replication at nanomolar concentrations.

In the realm of enzyme inhibition, (2-Deoxy-D-erythro-pentofuranosyl)-urea has been explored as a competitive inhibitor of glycosidases, which are enzymes involved in the breakdown of glycans. A 2022 study published in Journal of Biological Chemistry demonstrated that this compound effectively inhibits α-glucosidase and β-galactosidase, two enzymes implicated in metabolic disorders such as type 2 diabetes and lactose intolerance. The urea group is hypothesized to act as a transition state analog, stabilizing the enzyme-substrate complex and reducing the catalytic efficiency of these enzymes.

Another emerging area of research involves the use of (2-Deoxy-D-erythro-pentofuranosyl)-urea as a prodrug precursor for targeted drug delivery. Scientists at the University of Tokyo have reported that this compound can be conjugated with antibody fragments to create antibody-drug conjugates (ADCs) that selectively target cancer cells. The pentofuranosyl structure provides a hydrophilic backbone that enhances solubility, while the urea functionality allows for the attachment of hydrophobic payloads. This dual functionality makes (2-Deoxy-D-erythro-pentofuranosyl)-urea an attractive candidate for precision medicine applications.

Furthermore, the synthetic versatility of (2-Deoxy-D-erythro-pentofuranosyl)-urea has enabled researchers to explore its potential in glycoengineering. By modifying the pentofuranosyl ring or the urea group, scientists can tailor the compound to interact with specific receptors or enzymes. For example, a 2023 study in Advanced Materials described the use of click chemistry to attach fluorescent tags to (2-Deoxy-D-erythro-pentofuranosyl)-urea, enabling real-time monitoring of its cellular uptake and interaction dynamics. Such advancements are critical for understanding the biological mechanisms of this compound and optimizing its therapeutic potential.

Despite its promising applications, challenges remain in the development of (2-Deoxy-D-erythro-pentofuranosyl)-urea as a therapeutic agent. One of the primary hurdles is the low bioavailability of the compound, which is attributed to its hydrophilic nature and limited permeability across cell membranes. To address this issue, researchers are exploring nanoparticle-based delivery systems and lipid conjugation strategies to enhance its cellular uptake and targeting efficiency. Additionally, the toxicological profile of the compound is under investigation to ensure its safety for clinical applications.

In conclusion, (2-Deoxy-D-erythro-pentofuranosyl)-urea represents a groundbreaking compound in the biomedical field, with its CAS No. 374688-38-7 identifier underscoring its unique chemical identity. Its potential applications in antiviral therapies, enzyme inhibition, and targeted drug delivery highlight its significance as a versatile scaffold for future innovations. As research continues to uncover its biological mechanisms and optimize its properties, (2-Deoxy-D-erythro-pentofuranosyl)-urea is poised to play a pivotal role in advancing biomedical science and pharmaceutical development.

For more information on the latest developments in (2-Deoxy-D-erythro-pentofuranosyl)-urea research, refer to peer-reviewed journals such as Journal of Medicinal Chemistry, ACS Chemical Biology, and Antiviral Research. These resources provide in-depth analyses of the compound's structural properties, mechanisms of action, and therapeutic potential.

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