704-56-3

Usage

Uses

Used in Pharmaceutical Industry:
5-pyridin-4-yl-1,3,4-oxadiazol-2-amine is used as a potential drug candidate for the treatment of various diseases, particularly due to its anti-inflammatory and anti-cancer properties. It is being studied for its potential to modulate biological pathways and mechanisms associated with inflammation and cancer, offering a new avenue for therapeutic intervention.
Used in Drug Discovery and Development:
5-pyridin-4-yl-1,3,4-oxadiazol-2-amine is utilized as a target for further research in the field of drug discovery and development. Its unique structure and biological activity make it a valuable compound for the design and synthesis of new pharmaceuticals, with the aim of developing more effective treatments for a range of conditions.
Used in Medicinal Chemistry Research:
In the realm of medicinal chemistry, 5-pyridin-4-yl-1,3,4-oxadiazol-2-amine serves as a subject of study to understand its interactions with biological targets and its potential to influence cellular processes. This research is crucial for identifying new druggable targets and optimizing the compound's properties for improved therapeutic efficacy.

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

• 117616-33-8 [1-(2-Chloro-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 1459140-14-7 1-(3,4-dichlorophenyl)-3-[5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl]urea 
• 1442476-33-6 (S)-3-phenyl-N-(5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)-2-((thiazol-5-ylmethyl)amino)propanamide 
• 117616-42-9 2,4-Dichloro-6-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 
• 117616-31-6 [1-(3-Amino-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-39-4 [1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-49-6 [(E)-3-Phenyl-prop-2-en-(Z)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-40-7 [1-(3,4-Dimethoxy-phenyl)-meth-(E)-ylidene]-(5-pyridin-4-yl-[1,3,4]oxadiazol-2-yl)-amine 
• 117616-45-2 2-Methoxy-4-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 
• 117616-43-0 2-Methoxy-6-{[(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 
• 117616-35-0 2-{[(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 
• 117616-36-1 4-{[(E)-5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 

Relevant academic research and scientific papers

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.

Photocatalytic oxidative heterocyclization of semicarbazones: An efficient approach for the synthesis of 1,3,4-oxadiazoles

Abstract A highly efficient eosin Y catalyzed oxidative heterocyclization of semicarbazones was established under visible-light photoredox catalysis using CBr4 as a bromine source. The protocol renders a rapid, mild, and efficient access to val

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%).

Aminopyrazole-phenylalanine based GPR142 agonists: Discovery of tool compound and in vivo efficacy studies

Herein, we report the lead optimization of amrinone-phenylalanine based GPR142 agonists. Structure-activity relationship studies led to the discovery of aminopyrazole-phenylalanine carboxylic acid 22, which exhibited good agonistic activity, high target selectivity, desirable pharmacokinetic properties, and no cytochrome P450 or hERG liability. Compound 22, together with its orally bioavailable ethyl ester prodrug 23, were found to be suitable for in vivo proof-of-concept studies. Compound 23 displayed good efficacy in a mouse oral glucose tolerance test (OGTT). Compound 22 showed GPR142 dependent stimulation of insulin secretion in isolated mouse islets and demonstrated a statistically significant glucose lowering effect in a mouse model bearing transplanted human islets.

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.

Cephem derivatives and antimicrobial agents containing the same

Herein disclosed are novel cephem compounds represented by the following general formula (I), and antimicrobial agents which contains at least one of such novel cephem compounds as an active ingredient.