Comprehensive structure-activity-relationship of azaindoles as highly potent FLT3 inhibitors was written by Grimm, Sebastian H.;Gagestein, Berend;Keijzer, Jordi F.;Liu, Nora;Wijdeven, Ruud H.;Lenselink, Eelke B.;Tuin, Adriaan W.;van den Nieuwendijk, Adrianus M. C. H.;van Westen, Gerard J. P.;van Boeckel, Constant A. A.;Overkleeft, Herman S.;Neefjes, Jacques;van der Stelt, Mario. And the article was included in Bioorganic & Medicinal Chemistry in 2019.SDS of cas: 754214-56-7 This article mentions the following:
Acute myeloid leukemia (AML) is characterized by fast progression and low survival rates, in which Fms-like tyrosine kinase 3 (FLT3) receptor mutations have been identified as a driver mutation in cancer progression in a subgroup of AML patients. Clin. trials have shown emergence of drug resistant mutants, emphasizing the ongoing need for new chem. matter to enable the treatment of this disease. Here, we present the discovery and topol. structure-activity relationship (SAR) study of analogs of isoquinolinesulfonamide H-89, a well-known PKA inhibitor, as FLT3 inhibitors. Surprisingly, we found that the SAR was not consistent with the observed binding mode of H-89 in PKA. Matched mol. pair anal. resulted in the identification of highly active sub-nanomolar azaindoles as novel FLT3-inhibitors. Structure based modeling using the FLT3 crystal structure suggested an alternative, flipped binding orientation of the new inhibitors. In the experiment, the researchers used many compounds, for example, 7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7SDS of cas: 754214-56-7).
7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.SDS of cas: 754214-56-7
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Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles