137116-97-3Relevant academic research and scientific papers
Combinatorial synthesis of substituted 3-(2-indolyl)piperidines and 2-phenyl indoles as inhibitors of ZipA-FtsZ interaction
Jennings, Lee D.,Foreman, Kenneth W.,Rush III, Thomas S.,Tsao, Desiree H.H.,Mosyak, Lidia,Kincaid, Scott L.,Sukhdeo, Mohani N.,Sutherland, Alan G.,Ding, Weidong,Kenny, Cynthia Hess,Sabus, Chantel L.,Liu, Hanlan,Dushin, Elizabeth G.,Moghazeh, Soraya L.,Labthavikul, Pornpen,Petersen, Peter J.,Tuckman, Margareta,Ruzin, Alexey V.
, p. 5115 - 5131 (2007/10/03)
The ZipA-FtsZ protein-protein interaction is a potential target for antibacterial therapy. The design and parallel synthesis of a combinatorial library of small molecules, which target the FtsZ binding area on ZipA are described. Compounds were demonstrat
Studies on the Fischer Indole Synthesis: Rearrangements of Five-, Six- and Seven-membered Cyclic Hydrazones of Pyrazoline, Tetrahydropyridazine and Tetrahydro-1,2-diazepine Series in Polyphosphoric Acid
Benincori, Tiziana,Brenna, Elisabetta,Sannicolo, Franco
, p. 2139 - 2145 (2007/10/02)
The rearrangements of a few cyclic phenylhydrazones structurally related to 1-phenyl-Δ2-pyrazoline, 1-phenyl-1,4,5,6-tetrahydropyridazine, and 1-phenyl-4,5,6,7-tetrahydro-1,2-diazepine in hot polyphosphoric acid (PPA) are described.The five-membered-ring substrates (the pyrazolines) did not undergo the sigmatropic rearrangement typical of the Fischer indolization, the main reaction course being homolytic N-N bond cleavage, leading to benzidine and its 4-(2-benzoylethyl)-4'-(3-phenyl-Δ2-pyrazolin-1-yl) derivative.The six-membered heterocycles underwent two different reactions, both involving the tautomeric enehydrazine form: the first one is the sigmatropic rearrangement, expected for open-chain hydrazones, affording 4-acyl-1,2,3,4-tetrahydroquinoline derivatives; the second one is a retro-Diels-Alder reaction producing methyleneaniline and α,β-unsaturated carbonyl compounds.The seven-membered-ring substrate gave a 5-acyltetrahydrobenzazepine, resulting from the rearrangement, together with both a pyrrolidine and a pyrazine by-product; their formation involves homolytic N-N bond cleavage of the ring, a δ hydrogen abstraction, followed by intramolecular or intermolecular ring closure.Chemical proofs are given for the new structures.
