87142-90-3

Upstream product

• 100-52-7 benzaldehyde 
• 109-76-2 Trimethylenediamine 

Downstream Products

• 13910-48-0 N-benzyl-1,3-diaminopropane 
• 444147-72-2 N-benzyl-N'-pyren-1-ylmethyl-1,3-diaminopropane 

Relevant academic research and scientific papers

Modular fluorescence sensors for saccharides

Modular photoinduced electron transfer (PET) sensors bearing two phenylboronic acid groups, a pyrene group and alkylene linkers, from trimethylene to octamethylene, have been prepared and evaluated. The diboronic acid systems with tetramethylene 34 pentamethylene 35 and hexamethylene 36 linkers display the greatest enhancement in binding relative to monoboronic acid 4 with D-glucose. The diboronic acid system with the hexamethylene 36 linker is particularly D-glucose selective and sensitive. Whilst the diboronic acid systems with the longer heptamethylene 37 and octamethylene 38 linkers display the greatest enhancement in binding relative to monoboronic acid 4 with D-galactose. All saccharide titrations were performed in methanolic aqueous solution.

Rapid synthesis of large enaminolactams, a novel class of macrocycles

An efficient preparation of enaminolactams using an original synthetic method based on the thermal decomposition of Meldrum's acids derivatives is reported. The key step involves an intramolecular addition of ω-aminoalkyl- aminomethyleneketenes.

Synthesis and cytotoxicity studies of new analogues of polyamines

In order to regulate simultaneously the biosynthesis and the transport of natural polyamines, the synthesis of a series of N-methylated analogues of N,N'-Bis(benzyl)-alkanediamines (propanediamine and butanediamine) was achieved and the cytotoxicity of these compounds on the P388D1 cell line was determined. Experiments were conducted in a growth culture medium 20 μM of 2-mercaptoethanol or 0.1 mM of aminoguanidine. Their cytotoxic effects were compared to those obtained under the same conditions with natural polyamines known as toxic compounds at high concentrations. The IC50 of each compound was found very similar for all experimental conditions (IC50 ~150 μM) at the opposite of spermidine and spermine which were less toxic (IC50 >500 μM) when cells were grown in the presence of aminoguanidine (a specific inhibitor of fetal calf serum's PAO). THe DL-difluoromethylornithine (DEMO) and MDL 72527DA, two well known inhibitors of ornithine decarboxylase (ODC) and Polyamine Oxidase (PAO) respectively, had no toxicity on the P388D1 cells compared to our compounds. Our most toxic compound was N1,N4-Bis(benzyl)-N1,N4-bis(methyl)-1,4-butanediamine (6) with an IC50 of 127 ± 3 μM (in culture medium alone). The synthesis of the β-aminothioether derivative of N-benzylputrescine (11) and the β-aminothiol derivative of N-benzylspermidine (13) were also related. The Compound 11 was tested against the P388D1 cells, and did not show any cytotoxic effect. The N-methyl derivatives should give the advantage to be used at low concentrations than those used to test the DFMO.