1226302-73-3Relevant academic research and scientific papers
Multistep continuous-flow synthesis in medicinal chemistry: Discovery and preliminary structure-activity relationships of CCR8 ligands
Petersen, Trine P.,Mirsharghi, Sahar,Rummel, Pia C.,Thiele, Stefanie,Rosenkilde, Mette M.,Ritzén, Andreas,Ulven, Trond
, p. 9343 - 9350 (2013/07/26)
A three-step continuous-flow synthesis system and its application to the assembly of a new series of chemokine receptor ligands directly from commercial building blocks is reported. No scavenger columns or solvent switches are necessary to recover the desired test compounds, which were obtained in overall yields of 49-94 %. The system is modular and flexible, and the individual steps of the sequence can be interchanged with similar outcome, extending the scope of the chemistry. Biological evaluation confirmed activity on the chemokine CCR8 receptor and provided initial structure-activity-relationship (SAR) information for this new ligand series, with the most potent member displaying full agonist activity with single-digit nanomolar potency. To the best of our knowledge, this represents the first published example of efficient use of multistep flow synthesis combined with biological testing and SAR studies in medicinal chemistry. Copyright
A multistep continuous-flow system for rapid on-demand synthesis of receptor ligands
Petersen, Trine P.,Ritzen, Andreas,Ulven, Trond
supporting information; experimental part, p. 5134 - 5137 (2009/12/28)
A multistep continuous-flow system for synthesis of receptor ligands by assembly of three variable building blocks in a single unbroken flow is described. The sequence consists of three reactions and two scavenger steps, where a Cbz-protected diamine is reacted with an isocyanate, deprotected, and reacted further with an alkylating agent.
