65273-64-5

Basic information

• Product Name: [2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl](triphenyl)phosphonium
• Synonyms: [2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl](triphenyl)phosphonium; Phosphonium, [2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]triphenyl-
• CAS NO: 65273-64-5
• Molecular Formula: Br*C₂₈H₂₃NO₂P
• Molecular Weight: 436.4609
• Mol File: 65273-64-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl](triphenyl)phosphonium(CAS DataBase Reference)
• NIST Chemistry Reference: [2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl](triphenyl)phosphonium(65273-64-5)
• EPA Substance Registry System: [2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl](triphenyl)phosphonium(65273-64-5)

Safety Data

• Hazardous Substances Data: 65273-64-5(Hazardous Substances Data)

Usage

General Description

The chemical "[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl](triphenyl)phosphonium" is an organophosphorus compound with a complex molecular structure. It contains a phosphonium group, an ethyl group, and a triphenyl group. The compound also includes a 1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl moiety. Organophosphorus compounds have a broad range of applications in various fields, including as pesticides, flame retardants, and pharmaceuticals. Further research is needed to understand the specific properties and potential uses of this particular compound.

Upstream product

• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 603-35-0 triphenylphosphine 

Downstream Products

• 374813-31-7 2-[3-(4-chlorophenyl)propyl]-1H-isoindole-1,3(2H)-dione 
• 195053-88-4 2-[3-(1-trityl-1H-imidazol-4-yl)propyl]isoindoline-1,3-dione 
• 112547-04-3 (E)-N-[3-(1-Triphenylmethyl-1H-imidazol-4-yl)allyl]phthalimid 
• 111157-54-1 (Z)-N-<3-(1-Triphenylmethyl-1H-imidazol-4-yl)allyl>phthalimid 

Relevant articles and documents

Synthesis and evaluation of N-alkyl-S-[3-(piperidin-1-yl)propyl] isothioureas: High affinity and human/rat species-selective histamine H 3 receptor antagonists

S-Alkyl-N-alkylisothiourea compounds containing various cyclic amines were synthesized in the search for novel nonimidazole histamine H3 receptor (H3R) antagonists. Among them, four N-alkyl S-[3-(piperidin-1-yl)propyl]isothioureas 18, 19, 22, and 23 were found to exhibit potent and selective H3R antagonistic activities against in vitro human H3R, but were inactive against in vitro human H 4R. Furthermore, three alkyl homologs 18-20 showed inactivity for histamine release in in vivo rat brain microdialysis, suggesting differences in antagonist affinities between species. In addition, in silico docking studies of N-[4-(4-chlorophenyl)butyl]-S-[3-piperidin-1-yl)propyl]isothiourea 19 and a shorter homolog 17 with human/rat H3Rs revealed that structural differences between the antagonist-docking cavities of rat and human H 3Rs were likely caused by the Ala122/Val122 mutation.

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.