330459-31-9

Usage

Uses

Used in Pharmaceutical Industry:
3-phenyl-5-(thiophen-2-yl)-1,2,4-oxadiazole is used as a potential drug candidate for its potential biological activities. Its unique structure allows for the development of new drugs with diverse therapeutic applications.
Used in Agrochemical Industry:
3-phenyl-5-(thiophen-2-yl)-1,2,4-oxadiazole is used as a potential active ingredient in agrochemicals, such as pesticides or herbicides, due to its unique chemical properties and potential biological activities.
Used in Materials Science:
3-phenyl-5-(thiophen-2-yl)-1,2,4-oxadiazole is used in the development of new materials with specific properties, such as electronic, optical, or magnetic materials, due to its unique structure and properties.
3-phenyl-5-(thiophen-2-yl)-1,2,4-oxadiazole is a promising candidate for further research and development in these fields, as its diverse synthetic pathways and potential applications make it a valuable compound for the creation of innovative products and solutions.

Upstream product

• 1448510-50-6 3-phenyl-5-(2-thiophenyl)-1,2,4-oxadiazole-4-oxide 
• 53370-51-7 N'-hydroxythiophene-2-carboximidamide 
• 698-16-8 benzohydroximoyl chloride 
• 27757-85-3 2-Aminomethylthiophene 
• 932-90-1 Benzaldoxime 
• 100-52-7 benzaldehyde 
• 1261288-18-9 2-(dibromomethyl)thiophene 
• 613-92-3 N-hydroxyl-benzamidine 
• 98-03-3 thiophene-2-carbaldehyde 
• 613-92-3 N-hydroxybenzamidine 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 100-47-0 benzonitrile 
• 5271-67-0 2-Thiophenecarbonyl chloride 

Relevant academic research and scientific papers

Electrochemical synthesis of 1,2,4-oxadiazoles from amidoximes through dehydrogenative cyclization

A convenient and efficient method for the generation of the iminoxy radical through anodic oxidation was developed for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles fromN-benzyl amidoximes. The transformation proceeds through 1.5-Hydrogen Atom Transfer (1,5-HAT) and intramolecular cyclization. The process features simple operation, mild conditions, broad substrate scope and high functional group compatibility, and provides a facile and practical way for the preparation of 1,2,4-oxadiazoles.

Convenient one-pot synthesis of 1,2,4-oxadiazoles and 2,4,6-triarylpyridines using graphene oxide (GO) as a metal-free catalyst: Importance of dual catalytic activity

A convenient and efficient process for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles and 2,4,6-triarylpyridines has been described using an inexpensive, environmentally benign, metal-free heterogeneous carbocatalyst, graphene oxide (GO). GO plays a dual role of an oxidizing agent and solid acid catalyst for synthesizing 1,2,4-oxadiazoles and triarylpyridines. This dual catalytic activity of GO is due to the presence of oxygenated functional groups which are distributed on the nanosheets of graphene oxide. A broad scope of substrate applicability and good sustainability is offered in this developed protocol. The results of a few control experiments reveal a plausible mechanism and the role of GO as a catalyst was confirmed by FTIR, XRD, SEM, and HR-TEM analysis.

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.

METHOD FOR PRODUCING 1,2,4-OXADIAZOLE DERIVATIVE

The invention provides a production method of a 1,2,4-oxadiazole derivative represented by formula (A), which comprises reacting a compound represented by formula (B) and a compound represented by formula (C) in the presence of a basic compound: wherein Ar is an aromatic group or an aromatic group having substituent(s); W, X, Y and Z are each independently —S—, —N═, —CH═ or —CR═, and one selected from W, X, Y and Z is —S—; and R is an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a haloalkyl group having 1 to 3 carbon atoms, a haloalkoxy group having 1 to 3 carbon atoms or a halogen atom.

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

Synthesis of 1,2,4-Oxadiazoles via DDQ-Mediated Oxidative Cyclization of Amidoximes

An oxidative cyclization of amidoximes to form 1,2,4-oxadiazoles, mediated by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), is described. A range of alkyl, aryl, and heteroaryl substrates are tolerated under these conditions. This reaction serves as an alternate approach for the synthesis of functionally diverse oxadiazoles via a rapid and straightforward synthetic procedure.

PROCESSES FOR THE PREPARATION OF 3,5-DISUBSTITUTED-1,2,4-OXADIAZOLES

Provided herein are processes for the preparation of 3,5-disubstituted-1,2,4-oxadiazoles and salts thereof comprising reacting a N-hydroxyamidine with an acyl chloride in a reaction mixture comprising a water-immiscible organic solvent and an aqueous base

HNO made-easy from photochemical cycloreversion of novel 3,5-heterocyclic disubstituted 1,2,4-oxadiazole-4-oxides

A variety of symmetric and asymmetric 3,5-heterocyclic disubstituted 1,2,4-oxadiazole-4-oxides have been prepared through cycloaddition of aromatic and heteroaromatic nitrile oxides to heteroaromatic amidoximes. A library of novel, fully characterized, 1,

PHARMACEUTICAL COMPOSITIONS

This invention relates to novel pharmaceutical compositions comprising therapeutically effective combination of a positive allosteric modulator of nicotine receptors; and a cognitive enhancer selected from the group consisting of a nicotine acetylcholine

NOVEL OXADIAZOLE DERIVATIVES AND THEIR MEDICAL USE

This invention relates to novel oxadiazole derivatives of formula (I) which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of disease