72094-29-2

Upstream product

• 68451-87-6 C₁₅H₁₃ClN₂O₂ 
• 74-11-3 para-chlorobenzoic acid 
• 19227-13-5 (Z)-N'-hydroxy-4-methylbenzimidamide 
• 122-01-0 4-chloro-benzoyl chloride 
• 104-85-8 para-methylbenzonitrile 
• 19227-13-5 p-toluamidoxime 
• 104-88-1 4-chlorobenzaldehyde 
• 106-43-4 para-chlorotoluene 
• 62037-06-3 1-chloro-4-(dibromomethyl)benzene 

Downstream Products

• 71944-61-1 5-(4-chloro-phenyl)-3-{4-[4-(1-phenyl-1H-pyrazol-3-yl)-styryl]-phenyl}-[1,2,4]oxadiazole 
• 72094-32-7 2-chloro-N-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-benzylidene}-aniline 
• 72094-03-2 5-(4-chloro-phenyl)-3-{4-[4-(5-phenyl-[1,3,4]oxadiazol-2-yl)-trans-styryl]-phenyl}-[1,2,4]oxadiazole 
• 72094-00-9 5-(4-chloro-phenyl)-3'-phenyl-3,5'-(4,4'-trans-ethene-1,2-diyl-diphenyl)-bis-[1,2,4]oxadiazole 
• 72094-20-3 2-(3-chloro-4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-2H-benzo[1,2,3]triazole 
• 72093-93-7 6-chloro-3-(3-chloro-4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-benzo[d]isoxazole 
• 72094-10-1 5-(4-chloro-phenyl)-3-{4-[2-chloro-4-(5-phenyl-[1,3,4]oxadiazol-2-yl)-trans-styryl]-phenyl}-[1,2,4]oxadiazole 
• 72094-25-8 2-(3-chloro-4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-2H-naphtho[1,2-d][1,2,3]triazole 
• 72093-68-6 2-(4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-benzooxazole 
• 72093-69-7 2-(4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-5-methyl-benzooxazole 
• 72093-81-3 2-(3-chloro-4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-benzooxazole 
• 72093-90-4 4-(4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-naphtho[1,2-d]oxazole 
• 72093-70-0 2-(4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-5-methoxy-benzooxazole 
• 72093-72-2 2-(4-{4-[5-(4-chloro-phenyl)-[1,2,4]oxadiazol-3-yl]-trans-styryl}-phenyl)-6-phenyl-benzooxazole 

Relevant academic research and scientific papers

One-pot synthesis of 3,5-diaryl substituted-1,2,4-oxadiazoles using gem -dibromomethylarenes

1,2,4-Oxadiazole is one of the most promising heterocyclic ring systems in medicinal chemistry. In the present paper, we report the method for an efficient one-pot synthesis of 3,5-diaryl substituted 1,2,4-oxadiazoles using a two-component reaction of gem-dibromomethylarenes with amidoximes in good yields. In this method, gem-dibromomethylarenes are used as benzoic acid equivalents for the efficient synthesis of aryl-substituted 1,2,4-oxadiazoles. It is anticipated that this methodology will have versatile applications in the practical syntheses of various molecules of both medicinal and material chemistry importance.

Base-mediated one-pot synthesis of 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride without addition of extra oxidant

A simple base-mediated one-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride has been developed, in which the aldehydes act as both substrates and oxidants. The reactions include three sequential

Fragmentation of GW4064 led to a highly potent partial farnesoid X receptor agonist with improved drug-like properties

Abstract The ligand activated transcription factor farnesoid X receptor (FXR) is a crucial regulator of several metabolic and inflammatory pathways and its activation by agonistic ligands seems a valuable therapeutic approach for many disorders. Most known non-steroidal FXR agonists however, have limitations that hinder their clinical development and novel FXR ligands are required. Evaluation of the co-crystal structures of the widely used FXR agonist GW4064 and related compounds in complex with the FXR ligand binding domain indicated that their disubstituted isoxazole moiety is especially relevant for FXR activation. By investigation of GW4064-fragments missing the aromatic tail, we discovered a highly potent and soluble partial FXR agonist (14, ST-1892) as well as a fluorescent FXR ligand (15) as potential pharmacological tool.

CYCLIZATION AND ACID-CATALYZED HYDROLYSIS OF O-BENZOYLBENZAMIDOXIMES

Kinetics of formation of 1,2,4-oxadiazoles from 24 substitution derivatives of O-benzoylbenzamidoxime have been studied in sulphuric acid and aqueous ethanol media.It has been found that this medium requires introduction of the Hammett H0 function instead of the pH scale beginning as low as from 0.1percent solutions of mineral acids.Effects of the acid concentration, ionic strength, and temperature on the reaction rate and on the kinetic isotope effect have been followed.From these dependences and from polar effects of substituents it was concluded that along with the cyclization to 1,2,4-oxadiazoles there proceeds hydrolysis to benzamidoxime and benzoic acid.The reaction is thermodynamically controlled by the acid-base equilibrium of the O-benzylated benzamidoximes.