30094-32-7 | diethylphosphonofluoroacetic acid

CAS:30094-32-7 | diethylphosphonofluoroacetic acid,Description

2-diethoxyphosphoryl-2-fluoro-acetic Acid, also known as ethyl 2-diethoxyphosphoryl-2-fluoroacetate, is a chemical compound with the molecular formula C8H16FO5P. It is used in research and development.

Synthesis Analysis

While specific synthesis methods for 2-diethoxyphosphoryl-2-fluoro-acetic Acid were not found in the search results, Diethylphosphonoacetic Acid (DPA), a related compound, is known to be a Horner-Wadsworth-Emmons (HWE) reagent. The mixed anhydride of trifluoroacetic acid—diethylphosphonoacetic acid can be used to treat a 21-hydroxy-20-keto steroid, leading directly to cardenolides by an intramolecular Horner-Emmons reaction.

Molecular Structure Analysis

The molecular structure of 2-diethoxyphosphoryl-2-fluoro-acetic Acid is represented by the formula C8H16FO5P. Unfortunately, the specific structural details were not found in the search results.

Physical And Chemical Properties Analysis

The physical and chemical properties of 2-diethoxyphosphoryl-2-fluoro-acetic Acid include a boiling point of 75 °C at 0.01 mm Hg, a density of 1.194 g/mL at 25 °C, and a refractive index of n20/D 1.425.

Scientific Research Applications

Inhibition of Acetylcholinesterase and ATPases

A novel phosphorothionate, structurally related to 2-diethoxyphosphoryl-2-fluoro-acetic acid, demonstrated significant inhibition of acetylcholinesterase (AChE) and various ATPases (Na+-K+, Mg2+, and Ca2+ ATPases) in the rat brain. This effect suggests a potential application in studying the mechanisms of organophosphate toxicity and developing antidotes or treatments for organophosphate poisoning (Rahman, Siddiqui, & Jamil, 2000).

Microglial Activation and β-Amyloid Deposit Reduction

Derivatives of 2-fluoro-acetic acid, like NCX-2216, a nitric oxide-releasing derivative of the nonsteroidal anti-inflammatory drug flurbiprofen, have been studied for their ability to reduce β-amyloid loads and activate microglia in transgenic mouse models of Alzheimer's disease. These findings point to the potential use of such compounds in developing therapeutic strategies for neurodegenerative diseases (Jantzen et al., 2002) .

Impact on Acetic Acid-Induced Colonic Inflammation

Compounds like SC-41930, which are structurally related to 2-diethoxyphosphoryl-2-fluoro-acetic acid, have been evaluated for their effects on acetic acid-induced colonic inflammation. This research suggests a role for leukotriene-B4 in colonic inflammation and indicates that leukotriene-B4 receptor antagonists may be beneficial for the treatment of inflammatory bowel disease (Fretland et al., 1989).

Antisense Oligomers and Gene Expression

2′-O-Methoxyethyl (2′-O-MOE)-phosphorothioate oligomers, which can be considered analogs to 2-diethoxyphosphoryl-2-fluoro-acetic acid derivatives, have demonstrated sequence-specific antisense activity in various mouse organs. This highlights the potential for using such compounds in gene therapy and the study of gene expression regulation (Sazani et al., 2002).

Metabolic Studies

Research on the metabolism of bis(2-methoxyethyl) ether in rats, resulting in the principal metabolite (2-methoxyethoxy)acetic acid, provides insights into the metabolic pathways of compounds related to 2-diethoxyphosphoryl-2-fluoro-acetic acid. This information is crucial for understanding the toxicological profile and environmental fate of such compounds (Cheever et al., 1988).

More Information