838-51-7

Usage

Chemical structure

A heterocyclic compound containing an oxadiazole ring and a 1,1'-biphenyl group.

Applications

Used in the synthesis of various pharmaceuticals, agrochemicals, and materials.

Biological activities

Exhibits diverse biological activities, making it a versatile building block for the development of new compounds.

Medicinal chemistry

Has potential applications in the field of medicinal chemistry due to its unique structure and functional groups.

Therapeutic uses

Being studied for its potential anti-cancer, anti-inflammatory, and antimicrobial properties.

Industrial uses

Has potential applications in materials science and drug discovery.

Scientific interest

The chemical is of significant interest in the scientific community for its potential applications in drug discovery and materials science.

Upstream product

• 92-92-2 biphenyl-4-carboxylic acid 
• 73789-56-7 N-isocyaniminotriphenylphosphorane 
• 18622-23-6 4-phenylbenzohydrazide 
• 1895-39-2 sodium chlorodifluoroacetate 
• 68-12-2 N,N-dimethyl-formamide 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 14002-51-8 4-biphenyl-carboxylic acid chloride 
• 720-75-2 methyl 4-phenylbenzoate 
• 149-73-5 trimethyl orthoformate 
• 454692-81-0 N'-formyl-biphenyl-4-carboxylic hydrazide 
• 122-51-0 orthoformic acid triethyl ester 

Relevant academic research and scientific papers

[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

Method for constructing 2-(4-biphenyl)-1,3,4-oxadiazole in one step by using DMF as carbon source

The invention discloses a method for constructing 2-(4-biphenyl)-1,3,4-oxadiazole in one step by using DMF (N, N-dimethylformamide) as a carbon source. The method includes taking 4-biphenylcarboxylicacid hydrazide as a reaction raw material, and taking DM

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.).

Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles via Oxidative C(CO)-C(Methyl) Bond Cleavage of Methyl Ketones

A new strategy for the synthesis of 1,3,4-oxadiazoles was established through direct annulation of hydrazides with methyl ketones. It was found that the use of K2CO3 as a base achieves an unexpected and highly efficient C-C bond clea

Novel, fast and efficient one-pot sonochemical synthesis of 2-aryl-1,3,4-oxadiazoles

Ultrasound promoted synthesis of 2-aryl-1,3,4-oxadiazoles at ambient temperature is reported. The remarkable features of the new procedure are shorter reaction time, excellent yields, cleaner reaction profile and simple experimental and workup procedure.

17O NMR studies of substituted 1,3,4-oxadiazoles

Three series of substituted 1,3,4-oxadiazoles were studied by 17O NMR spectroscopy. Chemical shifts values were correlated with empirical Hammett parameters as well as calculated bond lengths and chemical shielding values.

Characterization of 2-aryl-1,3,4-oxadiazoles by 15N and 13C NMR spectroscopy

15N NMR chemical shifts of 2-aryl-1,3,4-oxadiazoles were assigned on the basis of the 1H-15N HMBC experiment. Chemical shifts of the nitrogen and carbon atoms in the oxadiazole ring correlate with the Hammett σ-constants of substituents in the aryl ring (r2 ≥ 0.966 for N atoms). 15N NMR data are a suitable and sensitive means for characterizing long-range electronic substituent effects. Additionally, 13C NMR data for these compounds are presented. Copyright

Discovery of 4,5-diphenyl-1,2,4-triazole derivatives as a novel class of selective antagonists for the human V(1A) receptor.

In the search for a novel class of selective antagonists for the human V(1A) receptor, high-throughput screening (HTS) of the Yamanouchi chemical library using CHO cells expressing the cloned human V(1A) (hV(1A)) receptor led to the discovery of 5-(4-biphenyl)-4-(2-methoxyphenyl)-3-methyl-1,2,4-triazole (3) which possessed the novel 4,5-diphenyl-1,2,4-triazole structure. Subsequent structure-activity relationships studies on a series of the 4,5-diphenyl-1,2,4-triazole derivatives related to 3 revealed that the 4,5-diphenyl-1,2,4-triazole structure played an essential role in exerting high affinity for the hV(1A) receptor and that introduction of a basic amine moiety to the methoxy part of the 4-phenyl ring was effective in the improvement of both affinity for the hV(1A) receptor and selectivity versus the hV(2) receptor. Compound 3 and the 2-(morphorino)ethoxy derivative (11b) were shown to be antagonists for the hV(1A) receptor, from their effects on AVP-induced [Ca(2+)](i) response in CHO cells expressing the hV(1A) receptor.