929907-70-0

Upstream product

• 3058-39-7 4-iodobenzonitrile 
• 22179-79-9 N′-hydroxy-4-iodobenzimidamide 
• 530-62-1 1,1'-carbonyldiimidazole 
• 22179-79-9 N-hydroxy-4-iodobenzamidine 
• 22179-79-9 (Z)-N’-hydroxy-4-iodobenzimidamide 

Downstream Products

• 1116016-65-9 3-[4-(4-tert-butyl-phenylethynyl)phenyl]-4H-[1,2,4]oxadiazol-5-one 

Relevant academic research and scientific papers

A versatile solid-phase synthesis of 3-aryl-1,2,4-oxadiazolones and analogues

We report here the first method to load acidic heterocyclic compounds (1,2,4-oxadiazol-5-one, 1,2,4-oxadiazol-5-thione and 1,2,3,5-oxathiadazol-2-oxide) on a polymer. Using Mitsunobu conditions, these heterocycles were anchored on a 4-hydroxymethyl-3-methoxyphenoxybutyric acid benzhydrylamine (HMPB-BHA) resin. After diversification, compounds can be recovered by a simple treatment in diluted TFA. To illustrate the utility of this procedure, iodophenyl derivatives were anchored on the same resin. A HRMAS-NMR analysis shed light on the reactivity of these heterocycles in Mitsunobu conditions. A subsequent diversification using a Sonogashira coupling produced a small array of novel (arylethynyl)-phenyl-1,2,4-oxadiazol-5-ones.

NH-acidities and Hammett correlation of 3-para substituted phenyl-1,2,4-oxadiazol-5(4H)-ones and 1,2 λ43,5-oxathiadiazole 2-oxides in nonaqueous media

NH acidities of some 3-(p-substitutedphenyl)-1,2,4-oxadiazol-5(4H)-ones and 4-(p-substitutedphenyl)-1,2 λ43,5-oxathiadiazole 2-oxides were determined in methanol by means of potentiometric titration with sodium methoxide. pKa values of the titl

Novel non-carboxylic acid retinoids: 1,2,4-Oxadiazol-5-one derivatives

We have successfully obtained 1,2,4-oxadiazol-5-one bioisoteres of Am580 or Tazarotene-like retinoids. In particular compound 4 displays an EC50 of 26 nM on RAR-β.