188118-29-8

Basic information

• Product Name: 3,5-bis(4-methoxyphenyl)-1,2,4-oxadiazole 4-oxide
• Synonyms: 3,5-bis(4-methoxyphenyl)-1,2,4-oxadiazole 4-oxide
• CAS NO: 188118-29-8
• Molecular Weight: 298.298
• Mol File: 188118-29-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,5-bis(4-methoxyphenyl)-1,2,4-oxadiazole 4-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-bis(4-methoxyphenyl)-1,2,4-oxadiazole 4-oxide(188118-29-8)
• EPA Substance Registry System: 3,5-bis(4-methoxyphenyl)-1,2,4-oxadiazole 4-oxide(188118-29-8)

Safety Data

• Hazardous Substances Data: 188118-29-8(Hazardous Substances Data)

Upstream product

• 83258-76-8 (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-one oxime 
• 38435-51-7 N-hydroxy-4-methoxy-benzenecarboximidoyl chloride 
• 698-16-8 benzohydroximoyl chloride 
• 74903-79-0 N-hydroxy-4-methoxybenzenecarboximidoyl chloride 
• 188118-37-8 N,N-Diethyl-N'-hydroxy-4-methoxy-benzamidine 
• 69305-79-9 N,N-diethylamino benzamidoxime 
• 15500-73-9 4-methoxybenzonitrile oxide 
• 36298-66-5 4-(diphenylmethylene)-3-phenylisoxazol-5(4H)-one 

Downstream Products

• 1374408-73-7 C₂₀H₂₂N₂O₅ 
• 55667-07-7 3,5-bis(4-methoxyphenyl)-1,2,4-oxadiazole 
• 874-90-8 4-methoxybenzonitrile 
• 100-09-4 4-methoxybenzoic acid 
• 121-98-2 methyl 4-methoxybenzoate 

Relevant articles and documents

Glucose-based spiro-heterocycles as potent inhibitors of glycogen phosphorylase

Glucopyranosylidene-spiro-1,4,2-oxathiazoles were prepared in high yields by NBS-mediated spiro-cyclization of the corresponding glucosyl-hydroximothioates. In an effort to synthesize analogous glucopyranosylidene-spiro-1,2,4-oxadiazolines, with a nitrogen atom instead of the sulphur, attempted cyclizations resulted in aromatization of the heterocycle with opening of the pyranosyl ring. Enzymatic measurements showed that some of the glucose-based inhibitors were active in the micromolar range. The 2-naphthyl-substituted 1,4,2-oxathiazole displayed the best inhibition against RMGPb (Ki = 160 nM), among glucose-based inhibitors known to date.

Cycloadditions of nitrile oxides to amidoximes. A general synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides

The cycloaddition of nitrile oxides to amidoximes is a general method for the synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides with the same or different substituents. The yields are only moderate since an equivalent amount of the nitrile oxide is consumed by reaction with the amine released in the fragmentation of the primary cycloadducts and reforms the amidoxime. With excess nitrile oxides the 1,2,4-oxadiazole-4-oxides undergo a disproportionation reaction to yield nitroso carbonyl intermediates and 1,2,4-oxadiazoles.