16401-94-8Relevant academic research and scientific papers
Straightforward protocol for the efficient synthesis of varied N 1-acylated (aza)indole 2-/3-alkanoic acids and esters: Optimization and scale-up
Liedtke, Andy J.,Marnett, Lawrence J.,Kim, Kwangho,Stec, Donald F.,Sulikowski, Gary A.
supporting information, p. 10049 - 10058,10 (2012/12/11)
A library of approximately 40 N1-acylated (aza)indole alkanoic esters and acids was prepared employing a microwave-assisted approach. The optimized synthetic route allows for parallel synthesis, variation of the indole substitution pattern, and high overall yield. Additionally, the procedure has been scaled up to yield multi-gram amounts of preferred indole compounds, e.g.: 2′-des-methyl indomethacin 2. The reported compounds were designed as biomedical tools for primary and secondary in vitro and in vivo studies at relevant molecular targets.
Straightforward protocol for the efficient synthesis of varied N 1-acylated (aza)indole 2-/3-alkanoic acids and esters: Optimization and scale-up
Liedtke, Andy J.,Kim, Kwangho,Stec, Donald F.,Sulikowski, Gary A.,Marnett, Lawrence J.
supporting information, p. 10049 - 10058 (2013/01/14)
A library of approximately 40 N1-acylated (aza)indole alkanoic esters and acids was prepared employing a microwave-assisted approach. The optimized synthetic route allows for parallel synthesis, variation of the indole substitution pattern, and high overall yield. Additionally, the procedure has been scaled up to yield multi-gram amounts of preferred indole compounds, e.g.: 2′-des-methyl indomethacin 2. The reported compounds were designed as biomedical tools for primary and secondary in vitro and in vivo studies at relevant molecular targets.
Modulation of MRP-1-mediated multidrug resistance by indomethacin analogues
Rosenbaum, Claudia,R?hrs, Sonja,Müller, Oliver,Waldmann, Herbert
, p. 1179 - 1187 (2007/10/03)
Multidrug resistance (MDR) is a major limiting factor in the development and application of drug candidates. MDR caused by MRP-1 is known to be modulated by the nonsteroidal antiinflammatory drug indomethacin. We have synthesized and biologically evaluated a library of indomethacin analogues. The indomethacin-derived compound library was synthesized employing the Fischer-indole synthesis as the key transformation and making use of a resin-capture-release strategy. Sixty representative members of the library were evaluated in a cell biological cytotoxicity assay employing the MRP-1 expressing human glioblastoma cell line T98G as a model system. Nine of the 60 tested derivatives increased the doxorubicin-mediated cytotoxicity at a comparable or higher level than indomethacin itself. Analysis of these derivatives revealed an interesting structure-function relationship. Most remarkably, two substances increased the toxicity, when doxorubicin was used at clinically relevant low concentrations, at a higher degree than indomethacin.
Synthesis of COX-2 and FAAH inhibitors
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, (2008/06/13)
Methods for preparing indoles that are useful COX-2 inhibitors and intermediates useful in such methods are described.
Synthesis and Biological Evaluation of an Indomethacin Library Reveals a New Class of Angiogenesis-Related Kinase Inhibitors
Rosenbaum, Claudia,Baumhof, Patrick,Mazitschek, Ralf,Mueller, Oliver,Giannis, Athanassios,Waldmann, Herbert
, p. 224 - 228 (2007/10/03)
Capture and release: Indomethacin has served as a lead compound for the synthesis of a library that revealed a new class of kinase inhibitors. A synthetic approach termed "resin-capture-release" was developed (see scheme) that allowed a large library to be synthesized easily. Six of the library compounds were found to be inhibitors of angiogenesis-related receptor tyrosine kinases.
