704-56-3

Basic information

• Product Name: 5-pyridin-4-yl-1,3,4-oxadiazol-2-amine
• Synonyms: 5-pyridin-4-yl-1,3,4-oxadiazol-2-amine;5-(4-Pyridyl)-1,3,4-oxadiazol-2-amine;[5-(4-pyridyl)-1,3,4-oxadiazol-2-yl]amine
• CAS NO: 704-56-3
• Molecular Formula: C₇H₆N₄O
• Molecular Weight: 243.07
• Mol File: 704-56-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 262 °C (decomp)
• Boiling Point: 384.9°C at 760 mmHg
• Flash Point: 186.6°C
• Appearance: /
• Density: 1.357g/cm³
• Vapor Pressure: 3.96E-06mmHg at 25°C
• Refractive Index: 1.614
• PKA: 1.28±0.10(Predicted)
• CAS DataBase Reference: 5-pyridin-4-yl-1,3,4-oxadiazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-pyridin-4-yl-1,3,4-oxadiazol-2-amine(704-56-3)
• EPA Substance Registry System: 5-pyridin-4-yl-1,3,4-oxadiazol-2-amine(704-56-3)

Safety Data

• Hazardous Substances Data: 704-56-3(Hazardous Substances Data)

Usage

General Description

5-pyridin-4-yl-1,3,4-oxadiazol-2-amine is a chemical compound with the molecular formula C7H6N4O. It consists of a pyridine ring fused to an oxadiazole ring and an amine group attached to the second carbon of the oxadiazole ring. 5-pyridin-4-yl-1,3,4-oxadiazol-2-amine is of interest in medicinal chemistry due to its potential as a pharmaceutical agent. It has been studied for its anti-inflammatory and anti-cancer properties, with researchers investigating its potential as a drug candidate for the treatment of various diseases. Its unique structure and biological activity make it a promising target for further research and development in the field of drug discovery and development.

InChI:InChI=1/C7H6N4O/c8-7-11-10-6(12-7)5-1-3-9-4-2-5/h1-4H,(H2,8,11)

Upstream product

• 54-85-3 isoniazid 
• 1122-85-6 phenyl cyanate 
• 14397-24-1 2-(pyridin-4-ylcarbonyl)hydrazinecarbothioamide 
• 506-68-3 bromocyane 
• 872-85-5 pyridine-4-carbaldehyde 

Downstream Products

• 117616-34-9 [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-33-8 [1-(2-Chloro-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-38-3 [1-(4-Nitro-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-44-1 2-Methoxy-5-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 
• 117616-32-7 [1-(4-Amino-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-47-4 (5-Pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-[1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-amine 
• 117616-30-5 2-benzalamino-5-(4'-pyridyl)-1,3,4-oxadiazole 
• 117616-36-1 4-{[(E)-5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 
• 117616-46-3 4-<5-<(P-methoxybenzylidene)amino>-1,3,4-oxadiazol-2-yl>pyridine 
• 117616-35-0 2-{[(E)-5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 
• 117616-41-8 [1-(2,4-Dichloro-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-43-0 2-Methoxy-6-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 
• 117616-45-2 2-Methoxy-4-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 
• 117616-40-7 [1-(3,4-Dimethoxy-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 

Relevant articles and documents

Synthesis of a Series of Novel 2-Amino-5-substituted 1,3,4-oxadiazole and 1,3,4-thiadiazole Derivatives as Potential Anticancer, Antifungal and Anti-bacterial Agents

Objective: The objective of the present study was to prepare the 5-substituted 2-amino-1,3,4-oxadiazole and 2-amino-1,3,4-thiadiazole derivatives and evaluate their potential anticancer, antibac-terial and antifungal activities. Methods: Twenty-seven derivatives were synthesized by iodine-mediated cyclization of semicarba-zones or thiosemicarbazones obtained from condensation of semicarbazide or thiosemicarbazide and aldehydes. The structures were confirmed by1H-NMR,13C-NMR and MS spectra. The antibacterial and antifungal activities were evaluated by diffusion method and the anticancer activities were evaluated by MTT assay. Results: Twenty-seven derivatives have been synthesized in moderate to good yields. A number of derivatives exhibited potential antibacterial, antifungal and anticancer activities. Conclusion: Compounds (1b, 1e and 1g) showed antibacterial activity against Streptococcus faecal-is, MSSA and MRSA with MIC value ranging between 4 to 64 μg/mL. Compound (2g) showed anti-fungal activity against Candida albicans (8 μg/mL) and Aspergillus niger (64 μg/mL). Compound (1o) exhibited high cytotoxic activity against HepG2 cell line (IC50 value 8.6 μM) which is compara-ble to the activity of paclitaxel, and is non-toxic on LLC-PK1 normal cell line. The structure activity relationship and molecular docking study of the synthesized compounds have also been reported.

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%).

Calix[4]arene based 1,3,4-oxadiazole and thiadiazole derivatives: Design, synthesis, and biological evaluation

In the present investigation, we describe some novel calixarene based heterocyclic compounds (5a-5i) in which 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives have been coupled with 5,11,17,23-tetra-tert-butyl-25,27- bis(chlorocarbonyl-methoxy)-26,28-dihydroxy calix[4]arene. All the newly synthesized calixarene based heterocyclic compounds have been characterized by elemental analysis and various spectroscopic methods like FTIR, 1H NMR, 13C NMR, and FAB-MS. All the final scaffolds have been subjected to antioxidant activity, in vitro antimicrobial screening against two gram (+ve) bacteria (S. aureus, S. pyogenes), two gram (-ve) bacteria (E. coli, P. aeruginosa) and two fungal strains (C. albicans, A. clavatus) and also have been screened for their antitubercular activity against Mycobacterium tuberculosis H37Rv.