288-90-4

Basic information

• Product Name: 1,2,4-oxadiazole
• Synonyms: 1,2,4-oxadiazole;Azoxime
• CAS NO: 288-90-4
• Molecular Formula: C₂H₂N₂O
• Molecular Weight: 70.05
• Mol File: 288-90-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 69-70 °C(Solv: ethanol (64-17-5))
• Boiling Point: 82.7°C at 760 mmHg
• Flash Point: 12.9°C
• Appearance: /
• Density: 1.193g/cm³
• Vapor Pressure: 86.5mmHg at 25°C
• Refractive Index: 1.416
• PKA: -0.28±0.20(Predicted)
• CAS DataBase Reference: 1,2,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-oxadiazole(288-90-4)
• EPA Substance Registry System: 1,2,4-oxadiazole(288-90-4)

Safety Data

• Hazardous Substances Data: 288-90-4(Hazardous Substances Data)

Usage

Description

1,2,4-Oxadiazole is a five-membered, planar, conjugated, nonbenzonoid, aromatic heterocyclic system comprised of one oxygen atom and two nitrogen atoms at positions 2 and 4 of the oxadiazole ring. The oxadiazole ring has two pyridine-like nitrogen atoms. Positions 3 and 5 are vulnerable for nucleophilic substitution to form 3,5-disubstituted 1,2,4-oxadiazoles. The topography of the 1,2,4-oxadiazole ring reveals that it has a more heterodiene character compared to its aromatic nature. The substituted 1,2,4-oxadiazole ring system was first reported in 1880 but the parent 1,2,4-oxadiazole was not reported until 1962 because of instability of the molecule.

Physical properties

The parent 1H-1,2,4-oxadiazole is highly unstable and its synthesis has not been reported so far. The 3,5-disubstituted 1,2,4-oxadiazoles are stable, while monosubstituted oxadiazoles are less stable and prone to acid- and base-induced hydrolysis. The 13C NMR spectra of 3,5-diaryl-1,2,4-oxadiazoles in CDCl3 showed chemical shift for C3 at 168.8–169.0 ppm and C5 at 174.7–175.8 ppm.

Uses

1,2,4-Oxadiazole can be used in biological study of antitubercular activity of butyrate-specific oxadiazoles against Mycobacterium tuberculosis and their cytotoxicity on monkey kidney cells.

InChI:InChI=1/C2H2N2O/c1-3-2-5-4-1/h1-2H

Upstream product

• 1679-64-7 Monomethyl terephthalate 

Relevant articles and documents

Lipopeptide Compounds and Their Use

The present invention pertains generally to the field of therapeutic compounds, and more specifically to certain lipopeptide compounds comprising a cyclic peptide bearing a lipid side chain (for convenience, collectively referred to herein as “LP compounds”), which, inter alia, are antimicrobial, particularly antibacterial. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to provide an antimicrobial function, particularly an antibacterial function, and in the treatment of diseases and conditions that are mediated by microbes, particularly bacteria, that are ameliorated by the antimicrobial function, particularly an antibacterial function, including bacterial diseases, optionally in combination with another agent, for example, another antibacterial agent.

Trisubstituted heterocyclic compounds and their use as fungicides

Compounds of general formula (I): in which:Het represents a five or six membered saturated, partially unsaturated or aromatic ring containing between one and six heteroatoms of the group N, O, S, in which the heterocycle is substituted in an adjacent manner with -P-Q1-T-Q2, -GZ and Y, such that the substituant -GZ is adjacent to both. the other substituants being as defined in the description,process for preparing these compounds,fungicidal compositions comprising these compounds,processes for treating plants by applying these compounds or compositions.

Heteroaryl-phenyl substituted factor Xa inhibitors

The present application describes heteroaryl-phenyl substituted compounds and derivatives thereof, or pharmaceutically acceptable salt or prodrug forms thereof, which are useful as inhibitors of factor Xa.