123705-52-2

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 105-34-0 methyl 2-cyanoacetate 
• 37517-81-0 3-chloro-3-oxopropanoic acid methyl ester 
• 119-53-9 2-hydroxy-2-phenylacetophenone 

Downstream Products

• 370562-06-4 methyl (4,5-diphenyloxazol-2-yl)diazoacetate 
• 26820-97-3 2-(4,5-diphenyloxazol-2-yl)acetic acid 
• 147594-07-8 3-(3-tert-Butoxycarbonylmethoxy-phenyl)-2-(4,5-diphenyl-oxazol-2-yl)-propionic acid methyl ester 
• 936551-21-2 C₃₃H₂₇O₃N 

Relevant academic research and scientific papers

Oxaprozin Analogues as Selective RXR Agonists with Superior Properties and Pharmacokinetics

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.

Catalytic asymmetric cyclopropanation of heteroaryldiazoacetates

Rh2(S-DOSP)4-catalyzed decomposition of heteroaryldiazoacetates in the presence of styrene results in highly diastereoselective and enantioselective cyclopropanations. Heteroaryldiazoacetates containing both electron-rich and electron-deficient heterocycles, such as thiophene, furan, pyridine, indole, oxazole, isoxazole, and benzoxazole, are effective in this chemistry. These studies broaden the range of diazo compounds containing both electron-withdrawing and electron-donating groups, which undergo highly diastereoselective cyclopropanations.

Oxazole carboxylic acid derivatives

A novel series of oxazole derivatives is disclosed in the Formula I STR1 wherein Y and Z are independently hydrogen or together form a bond; X is CN, CO2 R1 or CO.NR2 R3 ; R and R1 are independently o

Synthesis of Oxazoles by the Reaction of Ketones with Iron(III) Solvates of Nitriles

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