5262-95-3

Basic information

• Product Name: 2-phenyl-5-(piperidin-1-yl)-1,3,4-oxadiazole
• Synonyms: 2-phenyl-5-(piperidin-1-yl)-1,3,4-oxadiazole
• CAS NO: 5262-95-3
• Molecular Weight: 229.282
• Mol File: 5262-95-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-phenyl-5-(piperidin-1-yl)-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-5-(piperidin-1-yl)-1,3,4-oxadiazole(5262-95-3)
• EPA Substance Registry System: 2-phenyl-5-(piperidin-1-yl)-1,3,4-oxadiazole(5262-95-3)

Safety Data

• Hazardous Substances Data: 5262-95-3(Hazardous Substances Data)

Upstream product

• 2156-71-0 N-chloropiperidine 
• 825-56-9 2-phenyl-1,3,4-oxadiazole 
• 165276-09-5 N'-(piperidin-1-ylmethylidene)benzohydrazide 
• 165276-09-5 C₁₃H₁₇N₃O 
• 5542-49-4 piperidin-1-yl benzoate 
• 110-89-4 piperidine 
• 1612-76-6 2-amino-5-phenyl-1,3,4-oxadiazole 
• 98-88-4 benzoyl chloride 
• 5351-66-6 benzoyl thiosemicarbazide 
• 7659-20-3 2-chloro-N-(5-phenyl-1,3,4-oxadiazol-2-yl)acetamide 
• 3004-42-0 2-Mercapto-5-phenyl-1,3,4-oxadiazole 
• 613-94-5 benzoic acid hydrazide 
• 10465-97-1 N-benzoyl-N'-ethoxycarbonyl hydrazine 
• 1483-31-4 2-chloro-5-phenyl-1,3,4-oxadiazole 

Relevant articles and documents

Synthesis of 1,3,4-oxadiazoles as selective T-type calcium channel inhibitors

– Neuropathic pain, epilepsy, insomnia, and tremor disorder may arrive from an increase of intracellular Ca2+ concentration through a dysfunction of T-type Ca2+ channels. Thus, T-type calcium channels could be a target in drug discovery for the treatments of neuropathic pain and epilepsy. From rational drug design approach, a group of 2,5-disubstituted 1,3,4-oxadiazole molecules was synthesized and their selective T-type channel inhibitions were evaluated. The synthetic strategy consists of a short sequence of three reactions: (i) condensation of thiosemicarbazide with acid chlorides; (ii) ring closing by 1,3-dibromo-5,5-dimethylhydantoin; and (iii) coupling with various acid chlorides. 5-Chloro-N-(5-phenyl-1,3,4-oxadiazol-2-yl)thiophene-2-carboxamide (11) was found to selectively inhibit T-type Ca2+ channel over Na+ and K+ channels in mouse dorsal root ganglion neurons and/or human embryonic kidney (HEK)-293 cells and to suppress seizure-induced death in mouse model. Consequently, compound 11 is a useful probe for investigation of physiologic and pathophysiologic roles of the T-channel, and provides a basis to develop a novel therapeutic to treat chronic neuropathic and inflammatory pains.

Synthesis of 2-aminobenzoxazoles via copper-catalyzed electrophilic amination of benzoxazoles with O-benzoyl hydroxylamines

An efficient copper-catalyzed electrophilic amination of benzoxazoles with O-benzoyl hydroxylamines is described, employing CuCl catalyst, PPh3 ligand, and LiOtBu base. This simple air-stable copper catalysis enables the preparation of various 2-aminobenzoxazole derivatives at room temperature in good yields.

Amination of benzoxazoles and 1,3,4-oxadiazoles using 2,2,6,6- tetramethylpiperidine-N-oxoammonium tetrafluoroborate as an organic oxidant

No transition metals are necessary to convert benzoxazoles and 1,3,4-oxadiazoles into the corresponding pharmacologically interesting 2-aminated heterocycles by formal direct C(2)-amination using tetramethylpiperidine-N-oxoammonium tetrafluoroborate (TEMPO+BF 4-) as an oxidant (see scheme; TEMP=2,2,6,6- tetramethylpiperidine; TfOH=trifluoromethanesulfonic acid).