436099-08-0

Basic information

• Product Name: 2-(DIETHOXYPHOSPHORYL)-2-PHENETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE
• Synonyms: DEPPEPO;2-(DIETHOXYPHOSPHORYL)-2-PHENETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE;[3,4-Dihydro-1-oxido-2-(2-phenylethyl)-2H-pyrrol-2-yl]phosphonic Acid Diethyl Ester
• CAS NO: 436099-08-0
• Molecular Formula: C₁₆H₂₄NO₄P
• Molecular Weight: 325.34
• Product Categories: Spin Labeling Compounds
• Mol File: 436099-08-0.mol

Chemical Properties

• Melting Point: 73°C
• Boiling Point: 517.6°C at 760 mmHg
• Flash Point: 266.8°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 2.66E-10mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform, Methanol
• PKA: 1.68±0.40(Predicted)
• CAS DataBase Reference: 2-(DIETHOXYPHOSPHORYL)-2-PHENETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(DIETHOXYPHOSPHORYL)-2-PHENETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE(436099-08-0)
• EPA Substance Registry System: 2-(DIETHOXYPHOSPHORYL)-2-PHENETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE(436099-08-0)

Safety Data

• Hazardous Substances Data: 436099-08-0(Hazardous Substances Data)

Usage

Uses

Used in Medical Research:
2-(DIETHOXYPHOSPHORYL)-2-PHENETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE is used as a diagnostic tool for monitoring free radical formation during myocardial ischemia/reperfusion injury. Its application aids in understanding the underlying mechanisms and pathways involved in this type of injury, which can lead to the development of more effective treatment strategies and interventions.
Used in Pharmaceutical Development:
As an analogue of DMPO, 2-(DIETHOXYPHOSPHORYL)-2-PHENETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE is utilized in the development of new pharmaceutical compounds and therapies targeting myocardial ischemia/reperfusion injury. Its unique properties make it a valuable asset in the design and synthesis of novel drugs aimed at mitigating the effects of such injuries and improving patient outcomes.
Used in Analytical Chemistry:
In the field of analytical chemistry, 2-(DIETHOXYPHOSPHORYL)-2-PHENETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE serves as a valuable reagent for the detection and analysis of free radicals. Its ability to act as a spin trap allows researchers to study the behavior and interactions of these reactive species, which can provide insights into various chemical and biological processes.

InChI:InChI=1/C16H24NO4P/c1-3-20-22(19,21-4-2)16(12-8-14-17(16)18)13-11-15-9-6-5-7-10-15/h5-7,9-10,14H,3-4,8,11-13H2,1-2H3

Upstream product

• 106366-23-8 2-(1-phenylethyl)-3,4-dihydro-5H-pyrrole 
• 100-39-0 benzyl bromide 
• 872-32-2 2-methyl-1H-pyrroline 
• 434941-00-1 diethyl (2-phenethylpyrrolidin-2-yl)phosphonate 

Relevant articles and documents

Synthesis, crystal structure, and ESR study of a novel phosphorylated lipophilic spin trap

In this article, the synthesis of a novel α-phosphorus-containing spin trap DEPPEPO [2-(diethoxyphosphoryl)-2-phenethyl-3,4-dihydro-2H-pyrrole-1-oxide] and the evaluation of its ability to spintrap radicals, especially superoxide and hydroxyl radicals, are described. Single crystal X-ray structure analysis reveals that there exist a lot of intramolecular nonbonded attractive interactions in the molecule. The phenethyl group is located away from the diethoxyphosphoryl group and the nitronyl plane, and only one face of the nitronyl plane is sterically hindered by the oxygen attached to the phosphorus with a double bond. The latter feature is responsible for the stereoselection of the free radical additions on the nitronyl moiety. The ability of DEPPEPO to trap the active superoxide anion radical generated in the HX/XO system and the stability of their spin adduct were investigated with that for DEPMPO. The half-life of DEPPEPO is about 13.4 min, and as a result, the DEPPEPO seems to be a promising lipophilic spin trap, perhaps in both in vitro and in vivo ESR investigation. Because DEPPEPO is a solid compound, it is quite easy to purify by recrystallization and to store the compound even at room temperature. In addition, an obvious increase in lipophilicity for DEPPEPO was found as a contribution of 2-substituted phenethyl.