Cas no 40371-99-1 (3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole)

3-Cyano-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazole is a modified nucleoside derivative featuring a cyano-substituted triazole moiety attached to a protected ribofuranosyl scaffold. The 2,3,5-tri-O-acetyl groups enhance stability and solubility in organic solvents, making it suitable for synthetic applications in nucleoside chemistry. The cyano group introduces reactivity for further functionalization, while the triazole ring offers potential for heterocyclic diversification. This compound is particularly valuable as an intermediate in the synthesis of modified nucleosides, nucleotides, or analogs with potential biological activity. Its protected sugar moiety allows selective deprotection for targeted modifications, aiding in the development of pharmaceuticals or biochemical probes.
3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole structure
40371-99-1 structure
Product Name:3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole
CAS No:40371-99-1
MF:C14H16N4O7
MW:352.299443244934
CID:1063683
PubChem ID:13456801
Update Time:2025-11-02

3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole Chemical and Physical Properties

Names and Identifiers

    • 3-Cyano-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazole
    • [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(3-cyano-1,2,4-triazol-1-yl)oxolan-2-yl]methyl acetate
    • N-(3-CHLORO-4-METHYLPHENYL)-2-(2,6-DINITRO-4-(TRIFLUOROMETHYL)PHENYL)HYDRAZINECARBOTHIOAMIDE
    • 3-cyano-1-(2,3,5-tri-O-acetyl-beta -D-ribofuranosyl)-1,2,4-triazole
    • 3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole
    • 3-cyano-1-(2,3,5 -tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole
    • [(2R,3R,4R,5R)-3,4-BIS(ACETYLOXY)-5-(3-CYANO-1H-1,2,4-TRIAZOL-1-YL)OXOLAN-2-YL]METHYL ACETATE
    • A-D-ribofuranosyl)-1,2,4-triazole
    • SCHEMBL1377520
    • 3-Cyano-1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole
    • 3-Cyano-1-(2,3,5-tri-O-acetyl-
    • IXMTWJNGXZIMAL-FMKGYKFTSA-N
    • G61701
    • DTXSID00541322
    • 1-(2,3,5-Tri-O-acetyl-beta-D-ribofuranosyl)-1H-1,2,4-triazole-3-carbonitrile
    • (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(3-cyano-1H-1,2,4-triazol-1-yl)tetrahydrofuran-3,4-diyl diacetate
    • 40371-99-1
    • Inchi： 1S/C14H16N4O7/c1-7(19)22-5-10-12(23-8(2)20)13(24-9(3)21)14(25-10)18-6-16-11(4-15)17-18/h6,10,12-14H,5H2,1-3H3/t10-,12-,13-,14-/m1/s1
    • InChI Key： IXMTWJNGXZIMAL-FMKGYKFTSA-N
    • SMILES： O1[C@H]([C@@H]([C@@H]([C@H]1COC(C)=O)OC(C)=O)OC(C)=O)N1C=NC(C#N)=N1

Computed Properties

  • Exact Mass: 352.10189886g/mol
  • Monoisotopic Mass: 352.10189886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 8
  • Complexity: 589
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.4
  • Topological Polar Surface Area: 143?2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Boiling Point: 511.2±60.0 °C at 760 mmHg
  • Flash Point: 263.0±32.9 °C
  • Solubility: Acetone, Dichloromethane
  • Vapor Pressure: 0.0±1.3 mmHg at 25°C

3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole Security Information

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C982175-25mg
3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole
 40371-99-1
25mg
 $ 242.00 2023-09-08
TRC
C982175-250mg
3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole
 40371-99-1
250mg
 $ 1877.00 2023-09-08

3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole Related Literature

Additional information on 3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole

3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole: A Comprehensive Guide to Its Properties and Applications

3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole (CAS No. 40371-99-1) is a specialized chemical compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, often referred to as a ribofuranosyl triazole derivative, is a key intermediate in the synthesis of nucleoside analogs, which are widely used in drug development. Its unique structure, featuring a cyano group and tri-O-acetyl ribofuranosyl moiety, makes it a versatile building block for various biochemical applications.

The chemical properties of 3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole are characterized by its molecular formula C14H16N4O7 and a molecular weight of 352.30 g/mol. The compound is typically a white to off-white crystalline powder, soluble in organic solvents such as dimethyl sulfoxide (DMSO) and methanol. Its stability under various conditions makes it suitable for use in laboratory settings and industrial-scale synthesis.

One of the most prominent applications of 3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole is in the development of antiviral and anticancer agents. Researchers have explored its potential as a precursor for nucleoside analogs, which are critical in designing drugs targeting viral polymerases and cellular DNA replication. For instance, compounds derived from this triazole derivative have shown promise in inhibiting the replication of certain RNA viruses, making them a hot topic in the wake of global health concerns about viral outbreaks.

In addition to its role in drug discovery, 3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole is also used in biochemical research. Its ability to mimic natural nucleosides allows scientists to study enzyme mechanisms, DNA-protein interactions, and other cellular processes. This has led to its inclusion in high-throughput screening assays and other advanced research methodologies.

The market demand for 3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole has been steadily increasing, driven by the growing interest in personalized medicine and targeted therapies. Pharmaceutical companies and research institutions are actively seeking high-purity batches of this compound to support their R&D efforts. Suppliers often highlight its high yield synthesis and consistent quality as key selling points, catering to the needs of both academic and industrial clients.

From an SEO perspective, this compound is frequently searched in relation to terms like "nucleoside analog synthesis", "triazole derivatives in drug development", and "ribofuranosyl intermediates". These keywords reflect the compound's relevance in cutting-edge research and its potential to address pressing medical challenges. By incorporating these terms naturally into the content, this article aims to provide valuable information while optimizing for search engine visibility.

In conclusion, 3-Cyano-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-1,2,4-triazole (CAS No. 40371-99-1) is a compound of significant scientific and commercial importance. Its unique chemical structure, diverse applications, and role in advancing medical research make it a subject of ongoing interest. Whether you are a researcher, a pharmaceutical professional, or a supplier, understanding the properties and uses of this compound can provide valuable insights into its potential.

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