16672-19-8

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-BROMOPHENYL)-1,2,4-OXADIAZOL-5(4H)-ONE is used as an intermediate in the synthesis of various pharmaceuticals for its versatile chemical structure and potential in developing new drugs with antifungal, antibacterial, and anticancer properties.
Used in Agrochemical Industry:
3-(4-BROMOPHENYL)-1,2,4-OXADIAZOL-5(4H)-ONE is used as an intermediate in the synthesis of various agrochemicals, leveraging its versatile chemical structure to develop new compounds with potential applications in agriculture for pest and disease control.
Used in Medicinal Chemistry Research:
3-(4-BROMOPHENYL)-1,2,4-OXADIAZOL-5(4H)-ONE is used as a valuable tool in medicinal chemistry research for its unique molecular structure and functional groups, which facilitate the exploration of new drug candidates and the enhancement of existing therapeutic agents.

InChI:InChI=1/C8H5BrN2O2/c9-6-3-1-5(2-4-6)7-10-8(12)13-11-7/h1-4H,(H,10,11,12)

Upstream product

• 104849-78-7 C₁₀H₁₁BrN₂O₃ 
• 590-28-3 potassium cyanate 
• 29203-58-5 4-bromo-N-hydroxybenzenecarboximidoyl chloride 
• 19227-14-6 p-bromobenzamidoxime 
• 530-62-1 1,1'-carbonyldiimidazole 
• 127-19-5 N,N-dimethyl acetamide 
• 69113-23-1 (E)-4-bromo-N'-hydroxybenzimidamide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 616-38-6 carbonic acid dimethyl ester 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 19227-14-6 (Z)-4-bromo-N′-hydroxybenzimidamide 

Downstream Products

• 1454814-36-8 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-[1,2,4]oxadiazol-5(4H)-one 
• 1262319-85-6 3-(4-bromophenyl)benzo[e][1,2,4]triazine 

Relevant academic research and scientific papers

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.

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.

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.

TrkA KINASE INHIBITORS, COMPOSITIONS AND METHODS THEREOF

The present invention is directed to substituted indole compounds of formula (I) which are tropomyosin-related kinase (Trk) family protein kinase inhibitors, and hence are useful in the treatment of pain, inflammation, cancer, restenosis, atherosclerosis, psoriasis, thrombosis, adisease, disorder, injury, or malfunction relating to dysmyelination or demyelination or a disease or disorder associated with abnormal activities of nerve growth factor (NGF) receptor TrkA.

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

Heterocycles from Nitrile Oxides. 3. 1,2,4-Oxadiazol-5(4H)-ones

The reaction of nitrile oxides with potassium cyanate gives 3-aryl-1,2,4-oxadiazol-5(4H)-ones (5).These heterocycles are also obtained by cyclization of the corresponding O-carbethoxyamidoximes (7) with sodium ethoxide.