2845-82-1

Usage

Uses

Used in Pharmaceutical Research and Development:
5-(PYRIDIN-4-YL)-1,3,4-OXADIAZOL-2(3H)-ONE is used as a building block for the synthesis of biologically active molecules, serving as a key intermediate in the development of new drugs and organic compounds. Its unique structure and functional groups allow for the creation of a wide range of pharmaceutical agents with potential therapeutic applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-(PYRIDIN-4-YL)-1,3,4-OXADIAZOL-2(3H)-ONE is used as a valuable intermediate for the design and synthesis of novel compounds with potential medicinal properties. Its chemical properties and structural features make it a promising candidate for the development of new therapeutic agents.
Used in Drug Discovery:
5-(PYRIDIN-4-YL)-1,3,4-OXADIAZOL-2(3H)-ONE is employed in drug discovery processes to identify and develop new pharmaceutical agents with improved efficacy and safety profiles. Its versatility and chemical properties facilitate the exploration of various chemical spaces and the generation of diverse compound libraries for screening and optimization.
Used in Chemical Synthesis:
In the chemical synthesis industry, 5-(PYRIDIN-4-YL)-1,3,4-OXADIAZOL-2(3H)-ONE is used as a versatile intermediate for the preparation of a variety of organic compounds. Its unique structure and functional groups enable the synthesis of complex molecules with potential applications in various fields, including pharmaceuticals, materials science, and agrochemicals.
Used in Academic Research:
5-(PYRIDIN-4-YL)-1,3,4-OXADIAZOL-2(3H)-ONE is utilized in academic research settings to explore its chemical properties, reactivity, and potential applications in various fields. Researchers use 5-(PYRIDIN-4-YL)-1,3,4-OXADIAZOL-2(3H)-ONE to investigate novel synthetic routes, study its interactions with other molecules, and develop new methodologies for the synthesis of biologically active compounds.

InChI:InChI=1/C7H5N3O2/c11-7-10-9-6(12-7)5-1-3-8-4-2-5/h1-4H,(H,10,11)

Upstream product

• 110-86-1 pyridine 
• 75-44-5 phosgene 
• 54-85-3 isoniazid 
• 56863-96-8 isonicotinoyl-urea 
• 2951-21-5 2-(methylthio)-5-(pyridin-4-yl)-1,3,4-oxadiazole 
• 92-52-4 biphenyl 
• 2845-81-0 1-isonicotinoyl semicarbazide 
• 106728-59-0 tert-butyl 2-(pyridin-4-ylmethylene)hydrazinecarboxylate 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 108-88-3 toluene 
• 872-85-5 pyridine-4-carbaldehyde 
• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 15264-63-8 5-(4-pyridinyl)-1,3,4-oxadiazole-2-thiol 

Downstream Products

• 1174903-44-6 3-[[(4-chlorobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-41-3 3-[(benzyl-methyl-amino)methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-50-4 3-[[(3-fluorobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-49-1 3-[[(2-fluorobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-51-5 3-[[(4-fluorobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-45-7 3-[[(2,4-dichlorobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-46-8 3-[[(2-bromobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-48-0 3-[[(4-bromobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-42-4 3-[[(2-chlorobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-43-5 3-[[(3-chlorobenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 1174903-52-6 3-[[(4-methylbenzyl)-methyl-amino]methyl]-5-(pyridin-4-yl)-1,3,4-oxadiazol-2(3H)-one 
• 15563-03-8 N-butyl-2-isonicotinoylhydrazine-1-carboxamide 

Relevant academic research and scientific papers

Identification of the Highly Active, Species Cross-Reactive Complex I Inhibitor BAY-179

Mitochondria are key regulators of energy supply and cell death. Generation of ATP within mitochondria occurs through oxidative phosphorylation (OXPHOS), a process which utilizes the four complexes (complex I-IV) of the electron transport chain and ATP synthase. Certain oncogenic mutations (e.g., LKB1 or mIDH) can further enhance the reliance of cancer cells on OXPHOS for their energetic requirements, rendering cells sensitive to complex I inhibition and highlighting the potential value of complex I as a therapeutic target. Herein, we describe the discovery of a potent, selective, and species cross-reactive complex I inhibitor. A high-throughput screen of the Bayer compound library followed by hit triaging and initial hit-to-lead activities led to a lead structure which was further optimized in a comprehensive lead optimization campaign. Focusing on balancing potency and metabolic stability, this program resulted in the identification of BAY-179, an excellent in vivo suitable tool with which to probe the biological relevance of complex I inhibition in cancer indications.

Propylene oxide assisted one-pot, tandem synthesis of substituted-1,3,4- oxadiazole-2(3H)-ones in water

It has been developed for the synthesis of substituted-1,3,4-oxadiazole- 2(3H)-one derivatives via a novel one-pot, tandem procedure assisted by propylene oxide. The 5-substitued-1,3,4-oxadiazole-2(3H)-ones and 3,5-disubstitued-1,3,4-oxadiazole-2(3H)-ones were, respectively, obtained from three-component reaction of acylhydrazines, carbon disulfide, and propylene oxide, and four-component reaction of acylhydarazines, carbon disulfide, propylene oxide, and organic halides. The reactions were carried out using water as solvent in the presence of potassium phosphate to afford the expected products in good to excellent yields.

Antimycobacterial activity of new 3,5-disubstituted 1,3,4-oxadiazol-2(3H)-one derivatives. Molecular modeling investigations

3H-1,3,4-Oxadiazol-2-one derivatives were synthesized and tested for their in vitro antimycobacterial activity. Oxadiazolone derivatives showed an interesting antimycobacterial activity against the reference strain of Mycobacterium tuberculosis H37Rv. Molecular modeling investigations were performed and showed that the active compounds possess all necessary features to target the protein active site of the mycobacterial cytochrome P450-dependent sterol 14α-demethylase in the sterol biosynthesis pathway as the calculated free energy of binding were in agreement with the corresponding MIC values.

Efficient phosphonium-mediated synthesis of 2-amino-1,3,4-oxadiazoles

We present an efficient, room temperature procedure for the preparation of 2-amino-1,3,4-oxadiazoles. Oxadiazol-2-ones can be activated for SnAr substitution using phosphonium reagents (e.g., BOP). This approach provides convenient access to N,

1,3,4-Oxadiazolin-2-ones from Carbo-t-butoxyhydrazones

5-Substituted-1,3,4-oxadiazolin-2-ones 2 were synthesized by the oxidation of carbo-t-butoxyhydrazones 1 of aromatic aldehydes with lead tetraacetate or, preferably, iodosobenzene diacetate.In some instances 5-acetoxy-1,3,4-oxadiazoles 3 were obtained along with 2.The oxidation of carboethoxyhydrazones 4 gave 2-ethoxy-1,3,4-oxadiazoles 5.