189074-30-4

Usage

Type of compound

Phosphorus-containing heterocyclic compound

Type of compound

Polymeric substance

Use

Ligand for coordination chemistry studies

Use

Flame retardant, potential antiviral and antineoplastic activities

Upstream product

• 623-05-2 (4-hydroxyphenyl)methanol 
• 77958-57-7 hexakis(4-formylphenoxy)cyclotriphosphazene 
• 123-08-0 4-hydroxy-benzaldehyde 
• 49864-98-4 1,1,3,3,5,5-hexakis(4-(hydroxymethyl)phenoxy)cyclotriphosphazene 

Downstream Products

• 1088354-56-6 1,1,3,3,5,5-hexakis(4-(azidomethyl)phenoxy)cyclotriphosphazene 

Relevant academic research and scientific papers

Safe Polycationic Dendrimers as Potent Oral in Vivo Inhibitors of Mycobacterium tuberculosis: A New Therapy to Take down Tuberculosis

The long-term treatment of tuberculosis (TB) sometimes leads to nonadherence to treatment, resulting in multidrug-resistant (MDR) and extensively drug-resistant (XDR) tuberculosis. Inadequate bioavailability of the drug is the main factor for therapeutic failure, which leads to the development of drug-resistant cases. Therefore, there is an urgent need to design and develop novel antimycobacterial agents minimizing the period of treatment and reducing the propagation of resistance at the same time. Here, we report the development of original and noncytotoxic polycationic phosphorus dendrimers essentially of generations 0 and 1, but also of generations 2-4, with pyrrolidinium, piperidinium, and related cyclic amino groups on the surface, as new antitubercular agents active per se, meaning with intrinsic activity. The strategy is based on the phenotypic screening of a newly designed phosphorus dendrimer library (generations 0-4) against three bacterial strains: attenuated Mycobacterium tuberculosis H37Ra, virulent M. tuberculosis H37Rv, and Mangora bovis BCG. The most potent polycationic phosphorus dendrimers 1G0,HCl and 2G0,HCl are active against all three strains with minimum inhibitory concentrations (MICs) between 3.12 and 25.0 μg/mL. Both are irregularly shaped nanoparticles with highly mobile branches presenting a radius of gyration of 7 ?, a diameter of maximal 25 ?, and a solvent-accessible surface area of dominantly positive potential energy with very localized negative patches arising from the central N3P3 core, which steadily interacts with water molecules. The most interesting is 2G0,HCl, showing relevant efficacy against single-drug-resistant (SDR) M. tuberculosis H37Rv, resistant to rifampicin, isoniaid, ethambutol, or streptomycin. Importantly, 2G0,HCl displayed significant in vivo efficacy based on bacterial counts in lungs of infected Balb/C mice at a dose of 50 mg/kg oral administration once a day for 2 weeks and superior efficacy in comparison to ethambutol and rifampicin. This series of polycationic phosphorus dendrimers represents first-in-class drugs to treat TB infection, could fulfill the clinical candidate pipe of this high burden of infectious disease, and play a part in addressing the continuous demand for new drugs.

Dual properties of water-soluble Ru-PTA complexes of dendrimers: Catalysis and interaction with DNA

Phosphorhydrazone dendrimers ended by PTA (1,3,5-triaza-7-phosphaadamantane) derivatives are used for the complexation of ruthenium. The corresponding complexes, either isolated (synthesized ex situ, i.e. preformed) or generated in situ are used as catalysts for the hydration of phenylacetylene in various conditions (ex situ or in situ, quantities, temperature, duration, co-catalyst or not, recycling). The same preformed complexes are tested for their interaction with supercoiled DNA, to afford relaxed DNA.

Radical-cation dimerization overwhelms inclusion in [N]pseudorotaxanes

Suppression of the dimerization of the viologen radical cation by cucurbit[7]uril (CB7) in water is a well-known phenomenon. Herein, two counter-examples are presented. Two viologen-containing thread molecules were designed, synthesized, and thoroughly ch

Design of bisphosphonate-terminated dendrimers

Several new methods for the synthesis of phosphorus dendrimers capped with biologically active azabisphosphonates are reported. Monomers bearing either azido or acetylenic groups were designed as building blocks either for attachment onto the surfaces of

Synthesis and characterization of cyclotriphosphazenes bearing six bile acid arms

Four novel cyclotriphosphazene bile acid derivatives (1 - 4) were prepared starting from hexakis[4- (chloromethyl)phenoxy]cyclotriphosphazene (8) as the scaffold. The structures of the compounds were defined by elemental analysis, IR and 1H, s