41420-90-0

Usage

Uses

Used in Organic Chemistry and Pharmaceutical Research:
2-(4-bromophenyl)-1,3,4-oxadiazole is used as a building block for the synthesis of various pharmaceuticals and organic compounds, due to its versatile reactivity and ability to undergo a range of chemical reactions.
Used in Drug Production:
In the pharmaceutical industry, 2-(4-bromophenyl)-1,3,4-oxadiazole is used as an intermediate in the production of drugs and other fine chemicals, leveraging its unique structure and properties to enhance the development of new medicinal agents.
Used as a Fluorescent Probe in Biochemical and Medicinal Studies:
2-(4-bromophenyl)-1,3,4-oxadiazole is utilized as a fluorescent probe for its fluorescent properties, aiding in the investigation of biochemical processes and the study of medicinal compounds in research settings.

InChI:InChI=1/C8H5BrN2O/c9-7-3-1-6(2-4-7)8-11-10-5-12-8/h1-5H

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 5933-32-4 4-bromobenzoic acid hydrazide 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 149-73-5 trimethyl orthoformate 
• 586-76-5 4-Bromobenzoic acid 
• 73789-56-7 N-isocyaniminotriphenylphosphorane 
• 108-24-7 acetic anhydride 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 100-42-5 styrene 
• 536-74-3 phenylacetylene 
• 589-87-7 1,4-bromoiodobenzene 
• 1258867-73-0 (1,3,4-oxadiazol-2-yl)boronic acid 
• 1895-39-2 sodium chlorodifluoroacetate 
• 5798-75-4 Ethyl 4-bromobenzoate 

Downstream Products

• 197074-72-9 N-(3,4-Dimethyl-5-isoxazolyl)-N-[(2-methoxyethoxy)methyl]-4'-(1,3,4-oxadiazol-2-yl)[1,1'-biphenyl]-2-sulfonamide 
• 944907-15-7 C₉H₅BrN₂O₃ 
• 1236115-26-6 methyl 5-(4-bromophenyl)-1,3,4-oxadiazole-2-carboxylate 
• 276694-22-5 [4-(1,3,4-oxadiazol-2-yl) phenyl]boronic acid 
• 1386231-68-0 potassium 4-(1,3,4-oxadiazol-2-yl)phenyltrifluoroborate 
• 1612156-06-5 tert-butyl 4-(4-(1,3,4-oxadiazol-2-yl)phenyl)piperidine-1-carboxylate 
• 29207-90-7 4-(5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl)morpholine 
• 41421-19-6 5-(4-bromo-phenyl)-[1,3,4]-oxadiazole-2-thiol 

Relevant academic research and scientific papers

Copper-Catalyzed Enantioconvergent Cross-Coupling of Racemic Alkyl Bromides with Azole C(sp2)?H Bonds

The development of enantioconvergent cross-coupling of racemic alkyl halides directly with heteroarene C(sp2)?H bonds has been impeded by the use of a base at elevated temperature that leads to racemization. We herein report a copper(I)/cinchona-alkaloid-derived N,N,P-ligand catalytic system that enables oxidative addition with racemic alkyl bromides under mild conditions. Thus, coupling with azole C(sp2)?H bonds has been achieved in high enantioselectivity, affording a number of potentially useful α-chiral alkylated azoles, such as 1,3,4-oxadiazoles, oxazoles, and benzo[d]oxazoles as well as 1,3,4-triazoles, for drug discovery. Mechanistic experiments indicated facile deprotonation of an azole C(sp2)?H bond and the involvement of alkyl radical species under the reaction conditions.

[4u202f+u202f1] Cyclization of benzohydrazide and ClCF2COONa towards 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d5

A facile synthesis of 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d5 via [4 + 1] cyclization of ClCF2COONa with non-amine compounds containing amino groups is developed. Of note, this is the first time that halofluorinated compounds are used as C1 synthon to construct deuterated nitrogen-heterocyclic compounds. The current protocol features simple operation, readily accessible raw materials, wide substrate scope and valuable products

Ligand-Enabled Palladium-Catalyzed Through-Space C?H Bond Activation via a Carbopalladation/1,4-Pd Migration/C?H Functionalization Sequence

We report, herein, a palladium-catalyzed cascade comprising carbopalladation, 1,4-Pd-migration and C(sp2)?C(sp2) bond formation to construct a variety of bis-heterocyclic frameworks in a single operational step. The methodology provi

GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with a defect in glyoxylate metabolism, for example a disease or disorder associated with the enzyme glycolate oxidase (GO) or alterations in oxalate metabolism. Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.

Method for constructing 2-(4-bromophenyl)-1,3,4-oxadiazole by one step through DMF as carbon source

The invention discloses a method for constructing 2-(4-bromophenyl)-1,3,4-oxadiazole by one step through DMF(N,N-dimethylformamide) as a carbon source. The method is characterized in that bromobenzhydrazide is used as a reaction raw material, DMF(N,N-dime

DMF as Methine Source: Copper-Catalyzed Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles

An unprecedented Cu-catalyzed direct annulation of hydrazides with N,N-dimethylformamide (DMF) was developed, providing an efficient synthesis of valuable 1,3,4-oxadiazoles. This process features the short reaction time and can be safely conducted on gram scale. The reaction also facilitated the convenient synthesis of 1,3,4-oxadiazole-2(3H)-ones. Moreover, the mechanistic studies suggest that the source of CH is from the N-methyl group of DMF. (Figure presented.).

GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme glycolate oxidase (GO). Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.

Synthesis of 1,3,4-Oxadiazoles via Annulation of Hydrazides and Benzene-1,3,5-triyl Triformate under Metal-Free Conditions

A new and efficient method for the synthesis of 1,3,4-oxadiazoles via the annulation of hydrazides with benzene-1,3,5-triyl triformate (TFBen) under metal-free conditions is reported. A broad range of hydrazides were transformed into the corresponding 1,3

Aromatic compound and organic electroluminescent device thereof

The invention provides an aromatic compound and an organic electroluminescent device thereof, and relates to the technical field of organic photoelectric materials. The aromatic compound has a high glass transition temperature, very high electron transmission ability, good stability and high film forming ability, has proper HOMO (Highest Occupied Molecular Orbital) and LUMO (Lowest Unoccupied Molecular Orbital) values, is used as an electron transmission layer in OLED (Organic Light-Emitting Diode) devices, can effectively reduce the driving voltage of a device, improve the luminous efficiencyand brightness of the device, and prolong the service life of the device, and is a kind of organic electroluminescent material with excellent performance.

Iodine-Mediated Domino Oxidative Cyclization: One-Pot Synthesis of 1,3,4-Oxadiazoles via Oxidative Cleavage of C(sp2)-H or C(sp)-H Bond

An I2-promoted, metal-free domino protocol for one-pot synthesis of 1,3,4-oxadiazoles has been developed via oxidative cleavage of C(sp2)-H or C(sp)-H bonds, followed by cyclization and deacylation. In this reaction, the use of K2CO3 as a base is found to be an essential factor in the cyclization and the C-C bond cleavage. This procedure proceeded smoothly in moderate to high yields with good functional group compatibility.