34008-16-7

Usage

Uses

Used in Organic Synthesis:
[2-(Diethoxy-phosphorylamino)-ethyl]-phosphoramidic acid diethyl ester is used as a reagent in organic synthesis for [application reason]. Its unique structure allows it to participate in a range of chemical reactions, contributing to the formation of complex organic molecules.
Used in Chemical Reactions:
In the field of chemical reactions, [2-(Diethoxy-phosphorylamino)-ethyl]-phosphoramidic acid diethyl ester is used as a reagent for [application reason]. Its properties make it suitable for specific applications, such as catalysis or as an intermediate in the synthesis of other compounds.
(Note: The "application reason" should be filled in with the specific purpose or benefit of using [2-(Diethoxy-phosphorylamino)-ethyl]-phosphoramidic acid diethyl ester in the respective application, which may vary depending on the context and requirements of the chemical process.)

Upstream product

• 814-49-3 diethyl chlorophosphate 
• 107-15-3 ethylenediamine 
• 762-04-9 phosphonic acid diethyl ester 

Relevant academic research and scientific papers

Synthesis, characterization, molecular modeling and biological activity against Artemia salina of new symmetrical bisphosphoramidates

A series of N,N′-bis(dialkylphosphoryl)diamines were prepared by Todd-Atherton reaction of dialkylphosphites with symmetrical diamines in a biphasic system. They were characterized by IR, 1 H-NMR, 13C-NMR and mass spectroscopy. Compounds with butoxy groups, isobutoxy groups and isopropoxy groups on the phosphorus atoms showed the lowest LD50 values when tested against Artemia salina. All other compounds that showed LD50 values higher than 363 ppm are considered non toxic. The results of a molecular modeling study suggest that the biological activity of the compounds may be related to AChE inhibition. Contrary to classical organophophorus AChE inhibitors, the compounds synthestized in this study do not possess a good leaving group, which suggests that they may act only as reversible inhibitors.

Synthesis, structure and DNA interaction studies of bisphosphoramides: Theoretical and experimental insights

New bisphosphoramides (having phenyl (EDAPOPh2) and ethoxy (EDADEP) substituents attached to phosphoryl groups bridged with ethylenediamine spacer) are synthesized and structurally characterized by spectroscopic techniques as well as elemental analysis. The molecular structure of EDAPOPh2was determined by single crystal X-ray diffraction technique. The interaction of these bisphosphoramides with calf thymus DNA (ct-DNA) is investigated using UV–Visible absorption and fluorescence spectral data as well as the DFT calculations. These studies reveal that EDAPOPh2and EDADEP interact with DNA in a partial intercalation mode. The intrinsic binding constants Kbof two different bisphosphoramides with ct-DNA were determined by fluorescence spectroscopy as 2.08 × 104and 3.86 × 104M?1respectively. The results indicated that the two compounds bind to ct-DNA with different binding affinities, i.e. EDAPOPh2> EDADEP. The binding mechanism of these bisphosphoramides to ct-DNA is also discussed.

New cerium-loaded phosphine oxide-functionalized polyurethane foam materials – Synthesis, stability, comparison of coordination behavior and catalytic applications

Phosphine oxides (R3P=O) are very well-known as reagents, ligands as well as catalysts in various chemical transformations. Among them, numerous molecules and polymers possessing phosphine oxide moieties have been employed as ligands in the che

Synthesis, crystal structure and biological evaluation of new phosphoramide derivatives as urease inhibitors using docking, QSAR and kinetic studies

In an attempt to achieve a new class of phosphoramide inhibitors with high potency and resistance to the hydrolysis process against urease enzyme, we synthesized a series of bisphosphoramide derivatives (01–43) and characterized them by various spectroscopic techniques. The crystal structures of compounds 22 and 26 were investigated using X-ray crystallography. The inhibitory activities of the compounds were evaluated against the jack bean urease and were compared to monophosphoramide derivatives and other known standard inhibitors. The compounds containing aromatic amines and their substituted derivatives exhibited very high inhibitory activity in the range of IC50 = 3.4–1.91 × 10?10 nM compared with monophosphoramides, thiourea, and acetohydroxamic acid. It was also found that derivatives with P[dbnd]O functional groups have higher anti-urease activity than those with P[dbnd]S functional groups. Kinetics and docking studies were carried out to explore the binding mechanism that showed these compounds follow a mixed-type mechanism and, due to their extended structures, can cover the entire binding pocket of the enzyme, reducing the formation of the enzyme-substrate complex. The quantitative structure-activity relationship (QSAR) analysis also revealed that the interaction between the enzyme and inhibitor is significantly influenced by aromatic rings and P[dbnd]O functional groups. Collectively, the data obtained from experimental and theoretical studies indicated that these compounds can be developed as appropriate candidates for urease inhibitors in this field.

Synthesis and crystal structure of new temephos analogues as cholinesterase inhibitor: Molecular docking, qsar study, and hydrogen bonding analysis of solid state

A series of temephos (Tem) derivatives were synthesized and characterized by 31P, 13C, and 1H NMR and FT-IR spectral techniques. Also, the crystal structure of compound 9 was investigated. The hydrogen bonding energies (E2) were calculated by NBO analysis of the crystal cluster. The activities and the mixed-type mechanism of Tem derivatives were evaluated using the modified Ellman's and Lineweaver-Burk's methods on cholinesterase (ChE) enzymes. The inhibitory activities of Tem derivatives with a P-S moiety were higher than those with a P-O moiety. Docking analysis disclosed that the hydrogen bonds occurred between the OR (R = CH3 and C2H5) oxygen and N-H nitrogen atoms of the selected compounds and the receptor site (GLN and GLU) of ChEs. PCA-QSAR indicated that the correlation coefficients of the electronic variables were dominant compared to the structural descriptors. MLR-QSAR models clarified that the net charges of nitrogen and phosphorus atoms contribute important electronic function in the inhibition of ChEs. The validity of the QSAR model was confirmed by a LOO cross-validation method with q2 = 0.965 between the training and testing sets.

Synthesis and crystal structure of new temephos analogues as cholinesterase inhibitor: Molecular docking, QSAR study, and hydrogen bonding analysis of solid state

A series of temephos (Tem) derivatives were synthesized and characterized by 31P, 13C, and 1H NMR and FT-IR spectral techniques. Also, the crystal structure of compound 9 was investigated. The hydrogen bonding energies (E2) were calculated by NBO analysis of the crystal cluster. The activities and the mixed-type mechanism of Tem derivatives were evaluated using the modified Ellman's and Lineweaver-Burk's methods on cholinesterase (ChE) enzymes. The inhibitory activities of Tem derivatives with a P=S moiety were higher than those with a P=O moiety. Docking analysis disclosed that the hydrogen bonds occurred between the OR (R = CH3 and C2H5) oxygen and N-H nitrogen atoms of the selected compounds and the receptor site (GLN and GLU) of ChEs. PCA-QSAR indicated that the correlation coefficients of the electronic variables were dominant compared to the structural descriptors. MLR-QSAR models clarified that the net charges of nitrogen and phosphorus atoms contribute important electronic function in the inhibition of ChEs. The validity of the QSAR model was confirmed by a LOO cross-validation method with q2 = 0.965 between the training and testing sets.

PHOSPHORAMIDATE FLAME RETARDANTS

Disclosed are a group of phosphoramidate compounds, all of which have flame retardant properties, particularly on cellulosic fibers. Some of these compounds form oligomers, which are also useful as flame retardant substances.