Cas no 1446282-35-4 ([6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester)

[6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester is a bifunctional organophosphorus compound characterized by its dual phosphoramidate groups linked by a hexyl chain. This structure imparts versatility in applications such as metal chelation, surface modification, and as a precursor in synthesizing phosphorus-containing polymers or ligands. The diethoxy-phosphoryl groups enhance solubility in organic solvents, facilitating reactions under mild conditions. Its symmetrical design ensures consistent reactivity, making it suitable for controlled functionalization in materials science and coordination chemistry. The compound’s stability and hydrolytic resistance further support its utility in prolonged or aqueous-phase processes. Careful handling is advised due to potential sensitivity to moisture and strong acids/bases.
[6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester structure
1446282-35-4 structure
Product Name:[6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester
CAS No:1446282-35-4
MF:C14H34N2O8P2
MW:420.375886440277
CID:4600336
PubChem ID:23412857
Update Time:2025-06-14

[6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester Chemical and Physical Properties

Names and Identifiers

    • [6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester
    • C6-Bis-phosphoramidic acid diethyl ester
    • DA-48926
    • BP-21723
    • AKOS040743128
    • HY-141325
    • CS-0115936
    • N,N'-bis(diethoxyphosphoryl)hexane-1,6-diamine
    • 1446282-35-4
    • [6-(DIETHOXY-PHOSPHORYLAMINO)-HEXYL]-PHOSPHORAMIDICACIDDIETHYLESTER
    • {[({6-[(diethoxyphosphoryl)amino]hexyl}amino)(ethoxy)phosphoryl]oxy}ethane
    • C70853
    • Inchi: 1S/C14H34N2O8P2/c1-5-21-14(4)24-16(26(18,19)20)13-11-9-8-10-12-15-25(17,22-6-2)23-7-3/h14H,5-13H2,1-4H3,(H,15,17)(H2,18,19,20)
    • InChI Key: KHKLXFKHACDHDF-UHFFFAOYSA-N
    • SMILES: P(NCCCCCCN(OC(OCC)C)P(O)(O)=O)(OCC)(OCC)=O

Computed Properties

  • Exact Mass: 388.18921080g/mol
  • Monoisotopic Mass: 388.18921080g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 17
  • Complexity: 342
  • 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: 1.1
  • Topological Polar Surface Area: 95.1?2

[6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester Pricemore >>

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Additional information on [6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester

Research Briefing on [6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester (CAS: 1446282-35-4)

The compound [6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester (CAS: 1446282-35-4) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential applications in drug development. This briefing synthesizes the latest research findings on this compound, focusing on its synthesis, mechanism of action, and therapeutic potential.

Recent studies have highlighted the role of [6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester as a versatile intermediate in the synthesis of phosphoramidate-based prodrugs. These prodrugs are particularly relevant in the development of nucleotide analogs, which are widely used in antiviral and anticancer therapies. The compound's ability to facilitate the delivery of bioactive phosphates into cells makes it a valuable tool in targeted drug delivery systems.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the efficacy of this compound in enhancing the cellular uptake of antiviral agents. The study utilized a combination of in vitro and in vivo models to show that the phosphoramidate moiety significantly improves the bioavailability of the active drug, thereby reducing the required dosage and minimizing side effects. This finding underscores the compound's potential in optimizing therapeutic regimens for diseases such as hepatitis B and HIV.

Another area of active research involves the use of [6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester in the development of kinase inhibitors. Kinases play a critical role in signal transduction pathways, and their dysregulation is implicated in various cancers. A recent preprint on bioRxiv detailed the synthesis of a novel kinase inhibitor using this compound as a key building block. The inhibitor exhibited potent activity against several cancer cell lines, with IC50 values in the nanomolar range, suggesting its promise as a candidate for further preclinical evaluation.

Despite these advancements, challenges remain in the large-scale synthesis and purification of [6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester. A 2022 review in Organic Process Research & Development highlighted the need for more efficient synthetic routes to ensure the compound's commercial viability. Advances in green chemistry and catalytic methods are expected to address these issues, paving the way for broader application in pharmaceutical manufacturing.

In conclusion, [6-(Diethoxy-phosphorylamino)-hexyl]-phosphoramidic acid diethyl ester (CAS: 1446282-35-4) represents a promising scaffold in medicinal chemistry, with applications ranging from prodrug development to kinase inhibition. Ongoing research aims to further elucidate its mechanisms and optimize its synthetic accessibility, ensuring its continued relevance in drug discovery and development.

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