54584-06-4

Basic information

• Product Name: 1H-Indole, 3-(5-phenyl-1,3,4-oxadiazol-2-yl)-
• CAS NO: 54584-06-4
• Molecular Formula: C16H11N3O
• Molecular Weight: 261.283
• Mol File: 54584-06-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-(5-phenyl-1,3,4-oxadiazol-2-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-(5-phenyl-1,3,4-oxadiazol-2-yl)-(54584-06-4)
• EPA Substance Registry System: 1H-Indole, 3-(5-phenyl-1,3,4-oxadiazol-2-yl)-(54584-06-4)

Safety Data

• Hazardous Substances Data: 54584-06-4(Hazardous Substances Data)

Upstream product

• 15317-58-5 1H-indole-3-carboxylic acid hydrazide 
• 100-52-7 benzaldehyde 
• 65-85-0 benzoic acid 
• 942-24-5 3-methoxycarbonylindole 
• 82380-78-7 N¹-benzoyl-N²-(3-indolyl)hydrazine 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 1186210-41-2 C₂₂H₁₅N₃O₃S 
• 19747-78-5 indole-3-carboxylic acid ethyl imido ester hydrochloride 
• 613-94-5 benzoic acid hydrazide 

Relevant articles and documents

Neuroprotective evaluation of novel substituted 1,3,4-oxadiazole and aroylhydrazone derivatives

The paper reports on the facile and convenient synthesis of a series of novel 2,5-substituted 1,3,4-oxadiazoles 3a-f and that of aroylhydrazone-based molecular hybrids 5a-g from readily available starting materials. The structure of the compounds was confirmed by IR, 1H NMR, 13C NMR and HRESI-MS spectral data. The toxicological potential of the compounds was evaluated by monitoring the synaptosomal viability and the levels of reduced glutathione in rat brain synaptosomes, isolated by Percoll gradient. The neuroprotective effects were assessed in vitro in a model of 6-hydroxydopamine-induced neurotoxicity. Administered alone, at a concentration of 40 μM, most of the 1,3,4-oxadiazole derivatives and all of the hydrazone derivatives exhibited weak statistically significant neurotoxic effects, compared to the control. Two of the compounds from the novel oxadiazoles 3a and 3d did not have any toxicity. In a model of 6-OHDA-induced oxidative stress, again 3a and 3d and all aroylhydrazone derivatives 5a-g revealed statistically significant neuroprotective effect by preserving the synaptosomal viability and the level of reduced glutathione, against the toxic agent. Some of the compounds may have neuroprotective effects due to possible stabilization of the synaptosomal membrane and/or because of the preserved reduced glutathione. Additionally, all the compounds display a good predicted ADME profile.

An efficient synthesis and biological study of novel indolyl-1,3,4-oxadiazoles as potent anticancer agents

A facile, convenient and high yielding synthesis of a series of novel 5-(3′-indolyl)-2-(substituted)-1,3,4-oxadiazoles from readily available starting materials has been described. The key step of this protocol is oxidative cyclization of N-acylhydrazones