65273-63-4

Usage

Molecular structure

A complex structure consisting of an isoindole ring with a phosphorus-containing group attached to one of the carbon atoms.

Isoindole ring

The compound features a 1H-isoindole-1,3(2H)-dione core, which is a fused bicyclic system with a carbonyl group at positions 1 and 3.

Diphenylphosphoryl group

A phosphorus-containing group with two phenyl rings, which is of particular interest due to its potential to impart specific chemical and physical properties to the compound.

Potential applications

2-[2-(diphenylphosphoryl)ethyl]-1H-isoindole-1,3(2H)-dione has potential uses in various fields, including organic synthesis, medicinal chemistry, and material science.

Unique properties

The presence of the diphenylphosphoryl group in the compound's structure contributes to its unique chemical and physical properties.

Need for further research

Further investigation and research are needed to fully understand the potential uses and properties of 2-[2-(diphenylphosphoryl)ethyl]-1H-isoindole-1,3(2H)-dione.

Upstream product

• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 719-80-2 Ethyl diphenylphosphinite 

Downstream Products

• 33921-17-4 2-Aminoaethyldiphenylphosphinoxid 

Relevant academic research and scientific papers

Asymmetric Michael addition catalyzed by D-glucose-based azacrown ethers

Novel sugar-based azacrown ethers with phosphinoxido-alkyl side chain (2a-e) have been synthesized. They show significant asymmetric induction as phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone (95% ee) and to 3-fur-2-yl-1-phenyl-propenone (80% ee).

Synthesis and antitumor properties of some isoindolylalkylphosphonium salts

Antitumor evaluation of 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl) ethyltriphenylphosphonium bromide (1) revealed significant activity in P-388 lymphocytic leukemia (T/C = 160%). As a follow-up to this chemical lead, a series of closely related phosphonium salts was prepared in which the 1,3-dihydro-1,3-dioxo-2H-isoindole ring system was maintained or in which it was replaced by other moieties such as maleimido, bromo, methoxy, and isoindoline. Syntheses generally involved treatment of the appropriate N-(bromoalkyl)phthalimide with the required phosphine or condensation of the K salt of the substituted imide with β-(bromoethyl) triphenylphosphonium bromide. From the biological data obtained for these compounds, several requirements can be defined for substantial antileukemic activity. Of utmost importance is the presence of a triarylphosphonium halide moiety, coupled to an alkyl chain of two or three carbon atoms. The preferred terminus of the alkyl chain is the 1,3-dihydro-1,3-dioxo-2H-isoindole ring system, although the observed activity of β-(bromoethyl)triphenylphosphonium bromide (T/C = 127%) would suggest that a superior carrier molecule could be developed.