42966-95-0

Usage

Type of compound

Heterocyclic aromatic organic compound

Structure

Contains an oxygen atom and two nitrogen atoms

Applications

a. Building block in the synthesis of pharmaceuticals and agrochemicals

Potential biological activities

antifungal, antibacterial, antiviral, and antitumor
c. Production of dyes and pigments
d. Stabilizer in the manufacture of plastics and rubber

Safety precautions

Handle with caution and follow proper safety procedures due to potential hazardous properties and health risks upon exposure

InChI:InChI=1/C9H8N2O2/c1-12-8-5-3-2-4-7(8)9-11-10-6-13-9/h2-6H,1H3

Upstream product

• 7466-54-8 2-methoxybenzoylhydrazine 
• 149-73-5 trimethyl orthoformate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 122-51-0 orthoformic acid triethyl ester 
• 579-75-9 2-Methoxybenzoic acid 
• 2476-35-9 5-bromo-2-methoxybenzoic acid 
• 536-74-3 phenylacetylene 
• 100-42-5 styrene 
• 1008-65-7 2-(1,3,4-oxadiazol-2-yl)-phenol 
• 74-88-4 methyl iodide 

Downstream Products

• 896740-87-7 C₁₉H₂₇N₃O₅ 
• 1414598-53-0 2-(2-methoxyphenyl)-5-(4-methylphenylthio)-1,3,4-oxadiazole 
• 1446317-71-0 2-(2-methoxyphenyl)-5-(pentafluorophenyl)-1,3,4-oxadiazole 
• 1446317-80-1 2-(2-methoxyphenyl)-5-(1-trifluoromethyl-2,3,5,6-tetrafluorophenyl)-1,3,4-oxadiazole 
• 1008-65-7 2-(1,3,4-oxadiazol-2-yl)-phenol 
• 240115-75-7 2-(1,3,4-oxadiazol-2-yl)phenyl benzoate 
• 1398814-74-8 (2-methoxy)-2-phenyl-1,3,4-oxadiazolyldiphenylphosphine 

Relevant academic research and scientific papers

Spectral-Luminescent Properties of 2-Aryl-1,3,4-oxadiazoles

Refluxing equimolar amounts of acylhydrazides with triethyl orthoformate in o-xylene yielded 2-aryl-1,3,4-oxadiazoles luminescing with high quantum yields in polar and nonpolar solvents (λm fl ax 299–349 nm, φ 0.20–0.62). The only exception was 2-(1,3,4-o

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.

COMPOUND HAVING ZNF143 INHIBITORY ACTIVITY AND USE THEREOF

PROBLEM TO BE SOLVED: To provide a compound having a ZNF143 inhibitory activity as well as to provide a ZNF143 inhibitory agent and pharmaceutical composition containing the same. SOLUTION: Provided is a compound represented by formula (I) or a salt thereof as well as a ZNF143 inhibitory agent containing the same and a pharmaceutical composition having the same as an active ingredient. A-B-C-D (I)[A is H, a methyl group, a naphthyl group, a phenyl group or a nitrogen-containing heterocyclic ring; B is as shown below, and C is an amide bond or a heteroaromatic ring containing N and O; D is a substituted/unsubstituted phenyl group or a monocyclic heteroaromatic ring containing N or S; and C and D are both fused heterocyclic ring or the like optionally having a substituent group.]. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPOandINPIT

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

Transition metal-free direct C-H bond thiolation of 1,3,4-oxadiazoles and related heteroarenes

A convenient transition metal-free procedure for the direct thiolation of 1,3,4-oxadiazole C-H bonds using diaryl disulfides has been developed. Other substrates including indole, benzothiazole, N-phenylbenzimidazole, and caffeine were also thiolated in this manner, providing the corresponding products in good to excellent yields. This journal is

Keto-1,3,4-oxadiazoles as cathepsin K inhibitors

We have prepared a series of cathepsin K inhibitors bearing the keto-1,3,4-oxadiazole warhead capable of forming a hemithioketal complex with the target enzyme. By modifying binding moieties at the P1, P2, and prime side positions of the inhibitors, we have achieved selectivity over cathepsins B, L, and S, and have achieved sub-nanomolar potency against cathepsin K. This series thus represents a promising chemotype that could be used in diseases implicated by imbalances in cathepsin K activity such as osteoporosis.