Synthesis of novel IP agonists via N-aminoethyl cyclic amines prepared by decarboxylative ring-opening reactions
| Autor: | Kuniaki Kawamura, Mika Kitsukawa, Masashi Uchida, Mitsuko Miyamoto, Katsuhiko Iseki, Yasuhiro Morita, Ryoji Hayashi, Masafumi Isogaya, Takeshi Ishigaki |
|---|---|
| Rok vydání: | 2011 |
| Předmět: |
Agonist
Magnetic Resonance Spectroscopy Alkylation Stereochemistry medicine.drug_class amines Pharmaceutical Science Spectrometry Mass Fast Atom Bombardment Ring (chemistry) Receptors Epoprostenol Article Analytical Chemistry lcsh:QD241-441 lcsh:Organic chemistry Nucleophile IP agonists Drug Discovery medicine piperidines Physical and Theoretical Chemistry Receptor Short duration heterocycles Chemistry Organic Chemistry anilines Combinatorial chemistry Chemistry (miscellaneous) Cyclization Molecular Medicine Cyclic amines |
| Zdroj: | Molecules Molecules, Vol 17, Iss 2, Pp 1233-1246 (2012) Volume 17 Issue 2 Pages 1233-1246 |
| ISSN: | 1420-3049 |
| Popis: | An efficient synthesis of a highly potent and selective IP (PGI(2) receptor) agonist that is not structurally analogous to PGI(2) is described. This synthesis is accomplished through the following key steps: Nucleophilic ring-opening of 3-(4-chlorophenyl)-oxazolidin-2-one prepared by a one-pot procedure with 4-piperidinol and selective O-alkylation of 1-(2-(4-chlorophenylamino)ethyl)piperidin-4-ol. The obtained compound is a potent and selective IP agonist displaying a long duration of action. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|