1199-02-6

Basic information

• Product Name: 1,3,4-OXADIAZOL-2(3H)-ONE, 5-PHENYL-
• Synonyms: 1,3,4-OXADIAZOL-2(3H)-ONE, 5-PHENYL-;2-PHENYL-1,3,4-OXADIAZOL-2-IN-5-ONE
• CAS NO: 1199-02-6
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.14544
• Mol File: 1199-02-6.mol
• Article Data: 31

Chemical Properties

• Melting Point: 136～138℃
• Boiling Point: 242.1°Cat760mmHg
• Flash Point: 115.6°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 2.06E-05mmHg at 25°C
• Refractive Index: 1.646
• CAS DataBase Reference: 1,3,4-OXADIAZOL-2(3H)-ONE, 5-PHENYL-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-OXADIAZOL-2(3H)-ONE, 5-PHENYL-(1199-02-6)
• EPA Substance Registry System: 1,3,4-OXADIAZOL-2(3H)-ONE, 5-PHENYL-(1199-02-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1199-02-6(Hazardous Substances Data)

Usage

General Description

1,3,4-Oxadiazol-2(3H)-one, 5-phenyl- is a chemical compound with the molecular formula C9H6N2O2. It is an oxadiazole derivative with a phenyl group attached at the 5-position of the oxadiazole ring. 1,3,4-OXADIAZOL-2(3H)-ONE, 5-PHENYL- is known for its diverse array of biological activities, including anticancer, antimicrobial, and antiviral properties. It has also been studied for its potential use as a drug candidate for various medical conditions. The 1,3,4-oxadiazole scaffold is of particular interest in medicinal chemistry due to its unique structural features and promising pharmacological properties, making 1,3,4-oxadiazol-2(3H)-one, 5-phenyl- an important chemical compound for further research and development in the pharmaceutical industry.

InChI:InChI=1/C8H6N2O2/c11-8-10-9-7(12-8)6-4-2-1-3-5-6/h1-5H,(H,10,11)

Upstream product

• 27129-49-3 4-phenylimidazolidin-2-one 
• 89-24-7 5-phenylimidazolidine-2,4-dione 
• 92-52-4 biphenyl 
• 2845-79-6 1-benzoyl semicarbazide 
• 614-22-2 1-benzoylurea 
• 57064-92-3 3-benzoyl-5-phenyl-3H-[1,3,4]-oxadiazol-2-one 
• 75-44-5 phosgene 
• 613-94-5 benzoic acid hydrazide 
• 55084-77-0 2-phenyl-4-isopropoxycarbonyl-1,3,4-oxadiazol-5(4H)-one 
• 613-90-1 benzoyl cyanide 
• 19692-10-5 1-Thia-3,4-diazolidine-2,5-dione 
• 24469-50-9 t-butyl 3-benzylidenecarbazate 
• 546-67-8 lead(IV) tetraacetate 
• 121649-17-0 2-Oxo-5-phenyl-[1,3,4]oxadiazole-3-carboxylic acid N'-phenyl-hydrazide 

Downstream Products

• 100632-34-6 N-benzoyl-N'-(piperidine-1-carbonyl)-hydrazine 
• 57064-92-3 3-benzoyl-5-phenyl-3H-[1,3,4]-oxadiazol-2-one 
• 41763-04-6 5-phenyl-3-hydroxymethyl-1,3,4-oxadiazol-2(3H)-one 
• 41125-77-3 5-(4-nitrophenyl)-1,3,4-oxadiazol-2(3H)-one 
• 117026-14-9 3-(2-dimethylamino-ethyl)-5-phenyl-3H-[1,3,4]oxadiazol-2-one; hydrochloride 
• 55084-83-8 2-phenyl-4-ethoxycarbonyl-1,3,4-oxadiazol-5(4H)-one 
• 199787-50-3 2-oxo-5-phenyl-[1,3,4]oxadiazole-3-carboxylic acid anilide 
• 861070-90-8 3-(4-nitro-benzoyl)-5-phenyl-3H-[1,3,4]oxadiazol-2-one 
• 115213-62-2 3-dimethylaminomethyl-5-phenyl-3H-[1,3,4]oxadiazol-2-one 
• 65975-47-5 4,4-diethyl-1-benzoyl semicarbazide 
• 603-54-3 N,N-diphenylurea 
• 613-94-5 benzoic acid hydrazide 
• 3658-33-1 benzoyl carbohydrazide 
• 41125-85-3 2-(1-methyl-heptyloxy)-5-phenyl-[1,3,4]oxadiazole 

Relevant articles and documents

Formation of oxadiazolones in the oxidative hydrolysis of alkylsulfanyl-1,3,4-oxadiazoles

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Copper-Catalyzed Selective N-Arylation of Oxadiazolones by Diaryliodonium Salts

Here, we report the method for copper-catalyzed N-arylation of diverse oxadiazolones by diaryliodonium salts under mild conditions in high yields (up to 92%) using available CuI as a catalyst. The developed method allows utilizing both symmetric and unsymmetric diaryliodonium salts bearing auxiliary groups such as 2,4,6-trimethoxyphenyl (TMP). We found that the steric effects in aryl moieties determined the chemoselectivity of N- and O-arylation of the 1,2,4-oxadiazol-5(4H)-ones. Mesityl-substituted diaryliodonium salts demonstrated the high potential as a selective arylation reagent. The structural study suggests that steric accessibility of N-atom in 1,2,4-oxadiazol-5(4H)-ones impact to arylation with sterically hindered diaryliodonium salts. The synthetic application of proposed method was also demonstrated on selective arylation of 1,3,4-oxadiazol-2(3H)-ones and 1,2,4-oxadiazole-5-thiol. (Figure presented.).

Synthesis and In Vitro Anticancer Activity of Novel 1,3,4-Oxadiazole-Linked 1,2,3-Triazole/Isoxazole Hybrids

A series of new 1,3,4-oxadiazole-linked 1,2,3-triazole/isoxazole derivatives were designed and synthesized. All the synthesized compounds were screened for in vitro anticancer activity against four human cancer cells: HeLa (cervical), MDA-MB-231 (breast), DU-145 (prostate), and HEPG2 (liver). Among 17 compounds tested, 7a, 7c, and 7d showed potent activity toward four cell lines.