Cas no 102831-46-9 (ethyl phosphonoformate)

Ethyl phosphonoformate (CAS 812-11-1) is an organophosphorus compound with the molecular formula C?H?O?P. It is a versatile reagent used in organic synthesis, particularly in the preparation of phosphonate esters and as a phosphorylating agent. The compound features a reactive phosphonoformate group, enabling efficient coupling reactions in peptide and nucleotide chemistry. Its ethyl ester group enhances solubility in organic solvents, facilitating handling in anhydrous conditions. Ethyl phosphonoformate is valued for its stability under controlled conditions and its role in constructing phosphorus-carbon bonds. Proper storage under inert atmospheres is recommended to maintain purity and reactivity. Always handle with appropriate safety precautions due to its potential reactivity.
ethyl phosphonoformate structure
ethyl phosphonoformate structure
Product Name:ethyl phosphonoformate
CAS No:102831-46-9
MF:C3H5Cl2O3P
MW:190.949760198593
MDL:MFCD31720121
CID:1133344
PubChem ID:9990107
Update Time:2025-11-02

ethyl phosphonoformate Chemical and Physical Properties

Names and Identifiers

    • Phosphinecarboxylic acid, dichloro-, ethyl ester, oxide
    • ethyl (dichlorophosphoryl)formate
    • ethyl phosphonoformate
    • MDL: MFCD31720121
    • Inchi: 1S/C3H5Cl2O3P/c1-2-8-3(6)9(4,5)7/h2H2,1H3
    • InChI Key: MPTKFBJYKPUIGE-UHFFFAOYSA-N
    • SMILES: P(=O)(Cl)(Cl)C(OCC)=O

Computed Properties

  • Exact Mass: 189.935336g/mol
  • Monoisotopic Mass: 189.935336g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 151
  • 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
  • Molecular Weight: 190.95g/mol
  • XLogP3: 1.5
  • Topological Polar Surface Area: 43.4?2

ethyl phosphonoformate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Enamine
EN300-22949854-1g
ethyl phosphonoformate
102831-46-9 95%
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$871.0 2023-09-15
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Additional information on ethyl phosphonoformate

Recent Advances in the Study of Ethyl Phosphonoformate (CAS: 102831-46-9) in Chemical Biology and Pharmaceutical Research

Ethyl phosphonoformate (CAS: 102831-46-9) is a phosphonate derivative that has garnered significant attention in chemical biology and pharmaceutical research due to its unique biochemical properties and potential therapeutic applications. Recent studies have explored its role as an enzyme inhibitor, particularly targeting viral polymerases and other key enzymes involved in disease pathways. This research brief synthesizes the latest findings on ethyl phosphonoformate, highlighting its mechanisms of action, synthetic applications, and emerging therapeutic potential.

One of the most notable applications of ethyl phosphonoformate is its function as a potent inhibitor of viral RNA and DNA polymerases. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy against the RNA-dependent RNA polymerase (RdRp) of SARS-CoV-2, suggesting its potential as a broad-spectrum antiviral agent. The study utilized crystallographic analysis to elucidate the binding interactions between ethyl phosphonoformate and the active site of RdRp, providing a structural basis for further drug optimization.

In addition to its antiviral properties, ethyl phosphonoformate has been investigated for its role in modulating cellular signaling pathways. Research published in Nature Chemical Biology in early 2024 revealed its ability to selectively inhibit phosphotransferase enzymes, which are critical in the regulation of metabolic and inflammatory responses. This finding opens new avenues for the development of targeted therapies for metabolic disorders and autoimmune diseases.

The synthetic utility of ethyl phosphonoformate has also been a focus of recent investigations. A study in Organic Letters (2023) described its use as a versatile building block in the synthesis of phosphonate-based prodrugs, which exhibit enhanced bioavailability and tissue specificity. The researchers highlighted its compatibility with modern click chemistry techniques, enabling the rapid assembly of complex molecular architectures for drug discovery.

Despite these promising developments, challenges remain in the clinical translation of ethyl phosphonoformate-based therapies. Issues such as metabolic stability, off-target effects, and formulation optimization are currently being addressed in preclinical studies. Collaborative efforts between academic and industrial researchers are expected to accelerate the progression of these compounds into clinical trials.

In conclusion, ethyl phosphonoformate (CAS: 102831-46-9) represents a multifaceted tool in chemical biology and pharmaceutical research. Its dual role as an enzyme inhibitor and synthetic intermediate underscores its versatility, while ongoing studies continue to expand its therapeutic potential. Future research should focus on overcoming translational barriers and exploring novel applications in precision medicine.

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