26820-97-3Relevant academic research and scientific papers
Radiosynthesis and Preclinical Investigation of 11C-Labelled 3-(4,5-Diphenyl-1,3-oxazol-2-yl)propanal Oxime ([11C]SZV 1287)
Forgács, Viktória,Németh, Enik?,Gyuricza, Barbara,Kis, Adrienn,Szabó, Judit P.,Mikecz, Pál,Mátyus, Péter,Helyes, Zsuzsanna,Horváth, ádám István,Kálai, Tamás,Trencsényi, Gy?rgy,Fekete, Anikó,Szikra, Dezs?
, p. 2470 - 2476 (2020)
The radiosynthesis, as well as the in vivo and ex vivo biodistribution of the 11C radiolabelled 3-(4,5-diphenyl-1,3-oxazol-2-yl)propanal oxime (6, [11C]SZV 1287) are reported. SZV 1287 is a novel semicarbazide-sensitive amine oxidase
Oxaprozin Analogues as Selective RXR Agonists with Superior Properties and Pharmacokinetics
Schierle, Simone,Chaikuad, Apirat,Lillich, Felix F.,Ni, Xiaomin,Woltersdorf, Stefano,Schallmayer, Espen,Renelt, Beatrice,Ronchetti, Riccardo,Knapp, Stefan,Proschak, Ewgenij,Merk, Daniel
, p. 5123 - 5136 (2021/05/04)
The retinoid X receptors (RXR) are ligand-activated transcription factors involved in multiple regulatory networks as universal heterodimer partners for nuclear receptors. Despite their high therapeutic potential in many pathologies, targeting of RXR has only been exploited in cancer treatment as the currently available RXR agonists suffer from exceptional lipophilicity, poor pharmacokinetics (PK), and adverse effects. Aiming to overcome the limitations and to provide improved RXR ligands, we developed a new potent RXR ligand chemotype based on the nonsteroidal anti-inflammatory drug oxaprozin. Systematic structure-activity relationship analysis enabled structural optimization toward low nanomolar potency similar to the well-established rexinoids. Cocrystal structures of the most active derivatives demonstrated orthosteric binding, and in vivo profiling revealed superior PK properties compared to current RXR agonists. The optimized compounds were highly selective for RXR activation and induced RXR-regulated gene expression in native cellular and in vivo settings suggesting them as excellent chemical tools to further explore the therapeutic potential of RXR.
Regio- and diastereoselective decarboxylative coupling of heteroaromatic alkanes
Waetzig, Shelli R.,Tunge, Jon A.
, p. 4138 - 4139 (2008/01/27)
Allylic esters of heteroaromatic alkanes undergo facile palladium-catalyzed decarboxylative coupling. The resulting C-C bond is formed with high diastereoselectivity and high regioselectivity for coupling at the more substituted allyl terminus. It is proposed that this unusual combination of selectivities results from a tandem allylation/aza-Cope rearrangement sequence. After allylation, decarboxylative dearomatization produces an intermediate for the aza-Cope rearrangement. The subsequent aza-Cope rearrangement occurs under mild conditions because it is driven by rearomatization. Copyright
Synthesis of Oxazoles by the Reaction of Ketones with Iron(III) Solvates of Nitriles
Kotani, Eiichi,Kobayashi, Shigeki,Adachi, Mayumi,Tsujioka, Toshiyuki,Nakamura, Kouji,Tobinaga, Seisho
, p. 606 - 609 (2007/10/02)
Oxazoles having functionalized carbon substituents at the C-2 position were synthesized in one step by the oxidation of ketones with iron(III) solvates of nitriles, i.e., Fe(RCN)6(ClO4)3(solvate A) or Fe(RCN)6)FeCl4)3(solvate B), in the corresponding nitriles.Keywords oxazole; ketone; oxidation; nitrile; iron(III) nitrile solvate
