185557-63-5

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule of the compound.
2. Heterocyclic compound

Explanation

A heterocyclic compound is a cyclic compound that contains atoms of at least two different elements, in this case, oxygen and nitrogen.
3. Five-membered ring

Explanation

The compound has a ring structure consisting of five atoms.
4. Contains oxygen and nitrogen atoms

Explanation

The five-membered ring of the compound includes both oxygen and nitrogen atoms, which contribute to its unique properties.
5. Potential applications in the pharmaceutical industry

Explanation

Due to its various biological activities, the compound has the potential to be used in the development of pharmaceutical drugs.
6. Exhibits antibacterial, antifungal, and antitumor properties

Explanation

The compound has been found to possess these biological activities, making it a candidate for further research and development in the medical field.
7. Used as a building block in the synthesis of pharmaceutical drugs and agrochemicals

Explanation

The compound can be used as a starting material or intermediate in the synthesis of various drugs and chemicals used in agriculture.
8. Studied for potential role in the treatment of neurological disorders

Explanation

Research is being conducted to explore the compound's potential therapeutic effects on neurological conditions.
9. Acts as a ligand in the development of new metal-based drugs

Explanation

The compound can bind to metal ions, which may be useful in the development of new drugs that incorporate metal ions for various therapeutic purposes.

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 22179-78-8 4-fluoro-benzamidoxime 
• 405-99-2 para-fluorostyrene 
• 541-41-3 chloroformic acid ethyl ester 
• 616-38-6 carbonic acid dimethyl ester 
• 1194-02-1 4-fluorobenzonitrile 
• 530-62-1 1,1'-carbonyldiimidazole 
• 22179-78-8 (Z)-4-fluoro-N'-hydroxybenzimidamide 

Downstream Products

• 1024614-31-0 4-[3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl]morpholine 
• 1262319-87-8 3-(4-fluorophenyl)benzo[e][1,2,4]triazine 

Relevant academic research and scientific papers

Copper-Catalyzed Selective N-Arylation of Oxadiazolones by Diaryliodonium Salts

Here, we report the method for copper-catalyzed N-arylation of diverse oxadiazolones by diaryliodonium salts under mild conditions in high yields (up to 92%) using available CuI as a catalyst. The developed method allows utilizing both symmetric and unsymmetric diaryliodonium salts bearing auxiliary groups such as 2,4,6-trimethoxyphenyl (TMP). We found that the steric effects in aryl moieties determined the chemoselectivity of N- and O-arylation of the 1,2,4-oxadiazol-5(4H)-ones. Mesityl-substituted diaryliodonium salts demonstrated the high potential as a selective arylation reagent. The structural study suggests that steric accessibility of N-atom in 1,2,4-oxadiazol-5(4H)-ones impact to arylation with sterically hindered diaryliodonium salts. The synthetic application of proposed method was also demonstrated on selective arylation of 1,3,4-oxadiazol-2(3H)-ones and 1,2,4-oxadiazole-5-thiol. (Figure presented.).

Cobalt-Catalyzed, Directed Intermolecular C-H Bond Functionalization for Multiheteroatom Heterocycle Synthesis: The Case of Benzotriazine

Transition-metal-catalyzed, directed intermolecular C-H bond functionalization is synthetically useful but heavily underexplored in multiheteroatom heterocycle synthesis. Herein we report a cobalt catalytic method for the formation of a three-nitrogen-bearing benzotriazine scaffold via the coupling of arylhydrazine and oxadiazolone. This synthetic protocol features a low-cost base metal catalyst, a maximum number of heteroatoms built into a heterocycle, a distinct synthetic logic for benzotriazines, a superior step economy, and a broad substrate scope.

SUBSTITUENT-INCLUDING UREA COMPOUND

An object of the present invention is to provide a compound that has a specific chemical structure having an activation effect on SIRT6 and is useful as an active component for preventing and treating inflammatory diseases. The present invention relates to a compound represented by Formula (1) or a pharmaceutically acceptable salt thereof. (Each symbol in Formula (1) has the same definition as that described in the specification.)

Tert-Butyl Nitrite Mediated Synthesis of 1,2,4-Oxadiazol-5(4 H)-ones from Terminal Aryl Alkenes

tert-Butyl nitrite (TBN) mediated synthesis of 3-aryl-1,2,4-oxadiazol-5(4H)-ones has been accomplished using terminal aryl alkenes via a biradical reaction intermediate. Three consecutive sp2 C-H bond functionalizations of styrenes afforded 3-phenyl-1,2,4-oxadiazol-5(4H)-ones via the formation of new C?N, C?O, C-O, and two C-N bonds. Both of the N atoms originate from TBN, while the carbonyl oxygen is from the water (moisture) the other oxygen from the N?O part of the TBN.

Green synthesis method of oxadiazole derivatives

The invention relates to the field of organic chemistry, overcomes disadvantages in the synthesis of oxadiazole derivatives in the prior art, and provides a green synthesis method of the oxadiazole derivatives. The method comprises the following specific steps: (1) adding a basic reagent, dropwise adding a carbonylation reagent, stirring evenly, and back-flowing at 100 DEG C, wherein water is usedas a solvent, N-hydroxybenzamidine or substituted N-hydroxybenzamidine is used as a raw material, the reaction time is 1-5 hours; and (2) after the reaction is finished, cooling, standing, adjustingpH to 3-4 with 1 mol/L diluted HCl acidification reaction solution, performing suction filtration, collecting filter cakes, washing the filter cakes with water, and performing vacuum drying to finallyobtain the oxadiazole derivative. N-hydroxybenzamidine or substituted N-hydroxybenzamidine and a carbonylation reagent are used as the raw materials, under the action of the basic reagent, the oxadiazole derivatives can be synthesized in one step in water, and the two steps of esterification and cyclization are simplified to one step, thus greatly shortening the reaction time and increasing the reaction yield. The method has the advantages of being mild in reaction conditions, convenient to separate and purify, green and environmentally friendly.

Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles

An effective method for the synthesis of fully substituted 5-sulfonamidoimidazoles by Rh(II)-catalyzed transannulation of 1,2,4-oxadiazole derivatives with N-sulfonyl-1,2,3-triazoles is reported. The reaction works well with both aromatic 1,2,4-oxadiazoles and 1,2,4-oxadiazol-5-ones providing a flexible approach to N-(alkoxy/amino)carbonyl- and N-alkyl-substituted imidazoles. Both the disclosed reactions are completely regioselective and provide the first examples of a carbenoid-mediated transformation of N,N,O-heterocycles.

Oxadiazolone-Enabled Synthesis of Primary Azaaromatic Amines

Despite their tremendous synthetic and pharmaceutical utility, primary azaaromatic amines remain elusive for access based on a generally applicable C-H functionalization strategy. An oxadiazolone-enabled approach is reported for convenient entry into N-unsubstituted 1-aminoisoquinolines through Co(III)-catalyzed redox-neutral, step-, atom-, and purification-economic C-H functionalization with alkynes. A 15N labeling experiment reveals the effectiveness of both oxadiazolone N atoms as directing sites. The installed primary amine can be harnessed as a synthetically useful handle for attachment of divergent appendages.

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

Efficient phosphonium-mediated synthesis of 2-amino-1,3,4-oxadiazoles

We present an efficient, room temperature procedure for the preparation of 2-amino-1,3,4-oxadiazoles. Oxadiazol-2-ones can be activated for SnAr substitution using phosphonium reagents (e.g., BOP). This approach provides convenient access to N,

Binding interactions between 3-aryl-1,2,4-oxadiazol-5-ones and a trisimidazoline base

The use of 1,2,4-oxadiazol-5-ones, a recently developed class of bioisosteric replacements for carboxylic acids in medicinal chemistry, as binding ligands in supramolecular complexes is reported and has been exemplified by the formation of non-covalent co