Cas no 1809-17-2 (dipentyl phosphonate)

Dipentyl phosphonate (CAS 2528-38-3) is an organophosphorus compound with the molecular formula C10H23O3P. This clear, colorless liquid is characterized by its high thermal stability and excellent solubility in organic solvents, making it a versatile intermediate in organic synthesis. Its phosphonate functional group enables effective chelation and coordination properties, which are valuable in applications such as flame retardants, plasticizers, and lubricant additives. Dipentyl phosphonate also serves as a key reagent in the preparation of phosphorus-containing polymers and as a solvent or extractant in separation processes. Its low volatility and resistance to hydrolysis enhance its utility in high-temperature and moisture-sensitive environments.
dipentyl phosphonate structure
dipentyl phosphonate structure
Product Name:dipentyl phosphonate
CAS No:1809-17-2
MF:C10H22O3P
MW:221.2536444664
CID:1372005
PubChem ID:12844417
Update Time:2025-07-02

dipentyl phosphonate Chemical and Physical Properties

Names and Identifiers

    • dipentyl phosphonate
    • phosphonic acid, dipentyl ester
    • oxo(dipentoxy)phosphanium
    • Phosphonic acid dipentyl ester
    • 1809-17-2
    • dipentylphosphonate
    • SCHEMBL11731
    • Oxo[bis(pentyloxy)]phosphanium
    • XIJARCRSLONVDJ-UHFFFAOYSA-N
    • AKOS026676566
    • F8880-4162
    • DTXSID50939391
    • Inchi: 1S/C10H22O3P/c1-3-5-7-9-12-14(11)13-10-8-6-4-2/h3-10H2,1-2H3/q+1
    • InChI Key: XIJARCRSLONVDJ-UHFFFAOYSA-N
    • SMILES: [P+](=O)(OCCCCC)OCCCCC

Computed Properties

  • Exact Mass: 222.13859
  • Monoisotopic Mass: 221.13065656g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 10
  • Complexity: 125
  • 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: 3.6
  • Topological Polar Surface Area: 35.5?2

Experimental Properties

  • PSA: 35.53

dipentyl phosphonate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D118730-125mg
Dipentyl phosphonate
1809-17-2
125mg
$ 330.00 2022-06-06
TRC
D118730-250mg
Dipentyl phosphonate
1809-17-2
250mg
$ 555.00 2022-06-06
TRC
D118730-625mg
Dipentyl phosphonate
1809-17-2
625mg
$ 1100.00 2022-06-06

Additional information on dipentyl phosphonate

Recent Advances in the Application of Dipentyl Phosphonate (CAS 1809-17-2) in Chemical Biology and Pharmaceutical Research

Dipentyl phosphonate (CAS 1809-17-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications as a key intermediate in organic synthesis and its potential biological activities. This research brief aims to synthesize the latest findings on the compound, highlighting its synthesis methodologies, mechanistic insights, and emerging applications in drug discovery and development.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of dipentyl phosphonate as a precursor in the synthesis of novel phosphonate-based prodrugs targeting resistant bacterial strains. The researchers utilized a modified Kabachnik-Fields reaction to incorporate dipentyl phosphonate into antimicrobial agents, resulting in compounds with enhanced membrane permeability and sustained release profiles. Notably, these derivatives exhibited 4-8 fold greater potency against methicillin-resistant Staphylococcus aureus (MRSA) compared to conventional phosphonate drugs.

Recent advancements in analytical techniques have enabled more precise characterization of dipentyl phosphonate's physicochemical properties. Nuclear magnetic resonance (NMR) and mass spectrometry analyses conducted by the European Chemical Biology Institute revealed unexpected stability of the compound in physiological conditions, with a hydrolysis half-life of 72 hours at pH 7.4. This finding, published in ChemBioChem (2024), suggests potential for extended in vivo activity when used in pharmaceutical formulations.

In cancer research, dipentyl phosphonate has emerged as a promising scaffold for developing targeted therapies. A multi-center study led by the National Cancer Institute demonstrated that dipentyl phosphonate derivatives could selectively inhibit histone deacetylase (HDAC) isoforms, particularly HDAC6, with IC50 values in the low micromolar range. The research, published in Cancer Research (2024), showed that these compounds induced significant apoptosis in triple-negative breast cancer cell lines while sparing normal mammary epithelial cells.

The compound's application has also expanded to materials science, with a recent breakthrough in drug delivery systems. Researchers at MIT developed a dipentyl phosphonate-functionalized polymer that self-assembles into pH-responsive nanoparticles. This innovation, detailed in Advanced Materials (2023), demonstrated superior loading capacity (up to 28% w/w) for hydrophobic anticancer drugs and triggered release specifically in tumor microenvironments.

Despite these promising developments, challenges remain in the large-scale production and purification of dipentyl phosphonate. A 2024 review in Organic Process Research & Development highlighted the need for more sustainable synthetic routes, as current methods often require hazardous reagents and generate substantial waste. Several pharmaceutical companies have initiated green chemistry programs to address these limitations, with preliminary results showing potential for biocatalytic approaches using engineered phosphatases.

Looking forward, the unique properties of dipentyl phosphonate position it as a valuable tool in chemical biology and a promising candidate for further pharmaceutical development. Ongoing clinical trials with dipentyl phosphonate-derived compounds are expected to report preliminary results in 2025, which may validate its therapeutic potential in various disease areas. The compound's versatility continues to inspire innovative applications across multiple disciplines within the chemical and biological sciences.

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