1750-78-3

Usage

Uses

Used in Pharmaceutical Industry:
5-(2-methylphenyl)-1,3,4-oxadiazol-2-amine is used as a building block for the synthesis of biologically active compounds due to its unique structure and properties, contributing to the development of new drugs.
Used in Antimicrobial Agents Development:
In the field of antimicrobials, 5-(2-methylphenyl)-1,3,4-oxadiazol-2-amine is used as a key component in the creation of novel antimicrobial agents, leveraging its oxadiazole group for enhanced activity against various pathogens.
Used in Antifungal Agents Development:
Similarly, in antifungal applications, 5-(2-methylphenyl)-1,3,4-oxadiazol-2-amine is utilized as a crucial element in formulating new antifungal agents, capitalizing on its structural attributes to combat fungal infections effectively.
Used in Anticancer Drug Development:
5-(2-methylphenyl)-1,3,4-oxadiazol-2-amine is employed as a component in the development of anticancer drugs, with its oxadiazole group potentially offering new avenues for cancer treatment and management.
These applications underscore the versatility and importance of 5-(2-methylphenyl)-1,3,4-oxadiazol-2-amine in advancing medicinal chemistry and addressing various healthcare challenges.

InChI:InChI=1/C9H9N3O/c1-6-4-2-3-5-7(6)8-11-12-9(10)13-8/h2-5H,1H3,(H2,10,12)

Upstream product

• 506-68-3 bromocyane 
• 7658-80-2 2-methylbenzohydrazide 
• 563-41-7 semicarbazide hydrochloride 
• 529-20-4 2-methylphenyl aldehyde 
• 16269-44-6 2-(2-methylbenzylidene)hydrazine carboxamide 
• 7653-33-0 2-(2-methylbenzoyl)hydrazinecarbothioamide 

Downstream Products

• 53297-63-5 6-(4-chloro-phenyl)-2-o-tolyl-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazine-5,7-dione 
• 37423-10-2 N,N-dimethyl-N'-(5-o-tolyl-[1,3,4]oxadiazol-2-yl)-formamidine 

Relevant academic research and scientific papers

Synthesis, telomerase inhibitory and anticancer activity of new 2-phenyl-4H-chromone derivatives containing 1,3,4-oxadiazole moiety

Based on previous studies, 66 2-phenyl-4H-chromone derivatives containing amide and 1,3,4-oxadiazole moieties were prepared as potential telomerase inhibitors. The results showed most of the title compounds exhibited significantly inhibitory activity on telomerase. Among them, some compounds demonstrated the most potent telomerase inhibitory activity (IC50 50 = 6.41 μM). In addition, clear structure–activity relationships were summarised, indicating that the substitution of the methoxy group and the position, type and number of the substituents on the phenyl ring had significant effects on telomerase activity. Among them, compound A33 showed considerable inhibition against telomerase. Flow cytometric analysis showed that compound A33 could arrest MGC-803 cell cycle at G2/M phase and induce apoptosis in a concentration-dependent way. Meanwhile, Western blotting revealed that this compound could reduce the expression of dyskerin, which is a fragment of telomerase.

Synthesis of N-pyrimidin[1,3,4]oxadiazoles and N-pyrimidin[1,3,4]-thiadiazoles from 1,3,4-oxadiazol-2-amines and 1,3,4-thiadiazol-2-amines via Pd-catalyzed heteroarylamination

An efficient and practical procedure was developed to prepare various N-pyrimidin[1,3,4]oxadiazole and thiadiazole scaffolds using a Buchwald-type coupling. The products of this reaction are otherwise difficult to access and could be used as building bloc

A green approach for the synthesis of biologically active heterocyclic compounds at the platinum electrode

In the present study, 2-amino-5-substituted-1,3,4-oxadiazoles (4a-k) have been synthesized by the electrochemical oxidation of semicarbazone (3a-k) using platinum anode at room temperature under controlled potential electrolysis in an undivided cell assem

Mild and convenient one-pot synthesis of 2-amino-1,3,4-oxadiazoles promoted by trimethylsilyl isothiocyanate (TMSNCS)

A mild, convenient, and efficient one-pot synthesis of amino-1,3,4- oxadiazoles is described. In situ preparation of various thiosemicarbazides by the reaction of different carboxylic acid hydrazides with trimethylsilyl isothiocyanate (TMSNCS), followed by cyclodesulfurization of thiosemicarbazides under basic conditions in the presence of I2/KI resulted in 2-amino-1,3,4-oxadiazoles in high yields (79-94%).

A convenient synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles from corresponding acylthiosemicarbazides using iodine and Oxone

A convenient methodology has been developed for the synthesis of substituted 2-amino-1,3,4-oxadiazoles from corresponding acylthiosemicarbazides using catalytic amount of iodine/KI in the presence of Oxone as a bulk oxidant. This offers the adv

Synthesis and biological activity of 5-substituted-2-amino-1,3,4-oxadiazole derivatives

Electrical energy offers numerous benefits for performing synthesis, including increased reaction rates, enhanced yields, and cleaner chemistries. 5-Substituted-2-amino-1,3,4-oxadiazoles were synthesized directly from the semicarbazone at a platinum elect