62507-54-4

Usage

Structure

Heterocyclic compound containing an oxadiazole ring, a chlorophenyl group, and a nitrophenyl group

Applications

a. Building block in the synthesis of pharmaceuticals
b. Building block in the synthesis of agrochemicals
c. Building block in the synthesis of organic electronic materials

Biological activity

a. Antimicrobial properties
b. Anti-inflammatory properties

Potential use

a. Drug development
b. Development of organic semiconductors for electronic devices

Upstream product

• 536-40-3 4-chlorobenzoic acid hydrazide 
• 62-23-7 4-nitro-benzoic acid 
• 339274-02-1 N-(4-chloro-benzoyl)-N'-(4-nitro-benzoyl)-hydrazine 
• 636-98-6 p-nitrobenzene iodide 
• 23289-10-3 2-(4-chlorophenyl)-1,3,4-oxadiazole 
• 4291-13-8 2-(4-nitrophenyl)-1,3,4-oxadiazole 
• 74-11-3 para-chlorobenzoic acid 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 122-04-3 4-nitro-benzoyl chloride 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 51771-31-4 4-nitro-benzoic acid-(4-chloro-benzylidenehydrazide) 

Downstream Products

• 101094-89-7 4-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl) aniline 

Relevant academic research and scientific papers

Design, synthesis, modelling studies and biological evaluation of 1,3,4-oxadiazole derivatives as potent anticancer agents targeting thymidine phosphorylase enzyme

A series of novel 1,3,4-oxadiazole derivatives with substituted phenyl ring were designed and synthesized with an objective of discovering newer anti-cancer agents targeting thymidine phosphorylase enzyme (TP). The 1,3,4-oxadiazole derivatives were synthesized by simple and convenient methods in the lab. Chemical structure of the all the synthesized compounds were characterized by IR, 1H NMR and mass spectral methods and evaluated for cytotoxicity by MTT method against two breast cancer cell lines (MCF-7 and MDA-MB-231). Further, results of TP assay identified that 1,3,4-oxadiazole molecules displayed anti-cancer activity partially by inhibition of phosphorylation of thymidine. The TP assay identified SB8 and SB9 as potential inhibitors with anti-cancer activity against both the cell lines. The molecular docking studies recognized the orientation and binding interaction of molecule at the active site amino acid residues of TP (PDB: 1UOU). Acute toxicity studies of compound SB8 at the dose of 5000 mg/kg has identified no signs of clinical toxicity was observed. The SARs study of synthesized derivatives revealed that the substitution of phenyl ring with electron withdrawing group at ortho position showed significant TP inhibitory activity compared to para substitution. The experimental data suggests that 1,3,4-oxadiazole with substituted phenyl can be taken as a lead for the design of efficient TP inhibitors and active compounds which can be taken up for further studies.

A pharmaceutical intermediate the body is wicked oxadiazole compound synthesis method (by machine translation)

The present invention provides a following formula (I) of the oxadiazole compound shows wickedly synthetic method, said method comprising: in the organic solvent, the catalyst organic copper compound, in the presence of alkali and activator, a compound of formula (II) compound of formula (III) in the reaction in an inert atmosphere, thus formula (I) compounds, wherein R1 And R2 Are each independently H, C1 - C6 Alkyl, C1 - C6 Alkoxy, halogen or nitro; X is halogen. The method through the catalyst, alkali, organic solvent activator and the appropriate selection/combined, but to a high yield of the objective product, in the medical intermediate synthesis field and has a wide application and great industrial. (by machine translation)

Ligand-free copper(0) catalyzed direct C-H arylation of 1,2,4-triazoles and 1,3,4-oxadiazoles with aryl iodides in PEG-400

A ligand-free copper catalyzed approach has been developed to the synthesis of 3,4,5-triaryl-1,2,4-triazoles and 2,5-diaryl-1,3,4-oxadiazoles by the direct arylation of corresponding 3,4-diaryl-1,2,4-triazoles and 2-aryl-1,3,4-oxadiazoles with aryl iodides using PEG-400 as reaction medium. The procedure is experimentally simple and free from addition of external chelating ligands or co-catalysts.

C-H arylation of azaheterocycles: A direct ligand-free and Cu-catalyzed approach using diaryliodonium salts

An efficient and high yielding Cu-catalyzed direct C-H arylation of azaheterocycles including oxadiazoles, thiadiazoles, benzoxazoles and benzothiazoles has been achieved by employing easily accessible diaryliodonium salts. the Partner Organisations 2014.

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.

Synthesis, anti-HIV, and antifungal activity of new benzensulfonamides bearing the 2,5-disubstituted-1,3,4-oxadiazole moiety

A series of novel chiral and achiral N-[1-(1,3,4-oxadiazol-2ylthio)alkyl]- 4-methyl/chloro/methoxybenzenesulfonamides 5a-l were prepared by the reaction of 4-(4-methyl, chloro, methoxyphenylsulfonamido)alkyl carboxylic acid hydrazides 4a-l with CS2 and KO

Zirconium(IV) chloride mediated cyclodehydration of 1,2-diacylhydrazines: A convenient synthesis of 2,5-diaryl 1,3,4-oxadiazoles

Zirconium(IV) chloride was invented as a mild catalyst for the cyclodehydration of 1,2-diacylhydrazines. Efficient synthesis of several 2,5-disubstituted 1,3,4-oxadiazoles is reported.

N,N-Dimethylchlorosulfitemethaniminium chloride as a dehydrating agent - An efficient one-pot synthesis of 1,3,4-oxadiazoles and 4H-3,1-benzoxazin-4-ones

Aroylhydrazines (3) on treatment with carboxylic acids (1) in the presence of N,N-dimethylchlorosulfitemethaniminium chloride (2) yields directly 1,3,4-oxadiazoles (4).Reaction between anthranilic acid (6) and carboxylic acids (5) in the presence of 2 affords 4H-3,1-benzoxazin-4-ones (7).

Fusion of Aroylhydrazines with Acids - A New Synthesis of 2,5-Diaryl-1,3,4-oxadiazoles

Aroylhydrazines and aromatic acids when heated together at 240 deg C for 6 hr yield 2,5-diaryl-1,3,4-oxadiazoles (V) in one step.Permanganate oxidation of 1-aroyl-2-arylidenehydrazines is also shown to be a superior method for preparing 1,3,4-oxadiazoles (V).