57459-36-6

Basic information

• Product Name: (3-PHENYL-1,2,4-OXADIAZOL-5-YL)ACETONITRILE
• Synonyms: 1,2,4-oxadiazole-5-acetonitrile, 3-phenyl-
• CAS NO: 57459-36-6
• Molecular Formula: C₁₀H₇N₃O
• Molecular Weight: 185.18
• Mol File: 57459-36-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 372.4°Cat760mmHg
• Flash Point: 179°C
• Appearance: /
• Density: 1.233g/cm³
• Vapor Pressure: 9.62E-06mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: (3-PHENYL-1,2,4-OXADIAZOL-5-YL)ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-PHENYL-1,2,4-OXADIAZOL-5-YL)ACETONITRILE(57459-36-6)
• EPA Substance Registry System: (3-PHENYL-1,2,4-OXADIAZOL-5-YL)ACETONITRILE(57459-36-6)

Safety Data

• Hazardous Substances Data: 57459-36-6(Hazardous Substances Data)

Usage

General Description

(3-Phenyl-1,2,4-oxadiazol-5-yl)acetonitrile is a chemical compound with the molecular formula C10H6N4O. It is a derivative of oxadiazole, which is a heterocyclic compound containing one oxygen and two nitrogen atoms in its five-membered ring structure. (3-Phenyl-1,2,4-oxadiazol-5-yl)acetonitrile has potential applications in the pharmaceutical and agricultural industries, where it may be used as an intermediate in the synthesis of various bioactive compounds and agrochemicals. It also has potential uses in materials science and organic electronics. Additionally, (3-Phenyl-1,2,4-oxadiazol-5-yl)acetonitrile may have biological activity and could be of interest for medicinal chemistry research.

InChI:InChI=1/C10H7N3O/c11-7-6-9-12-10(13-14-9)8-4-2-1-3-5-8/h1-5H,6H2

Upstream product

• 1198-98-7 5-methyl-3-phenyl-1,2,4-oxadiazole 
• 57459-31-1 (3-phenyl-[1,2,4]oxadiazol-5-yl)-ethenetricarbonitrile 
• 80532-88-3 5-cyano-4-(methylthio)-2-phenyl-1,3-oxazine-6-thione 
• 100-63-0 phenylhydrazine 
• 873-67-6 benzonitrile oxide 
• 36140-83-7 1-cyanoacetyl-3,5-dimethylpyrazole 
• 932-90-1 Benzaldoxime 
• 100-47-0 benzonitrile 
• 16130-58-8 cyanoacetic acid chloride 
• 613-92-3 N-hydroxybenzenecarboximidamide 

Downstream Products

• 931333-79-8 5-(hydroxymethyl)-8-methyl-3-(3-phenyl-[1,2,4]oxadiazol-5-yl)-2H-pyrano[2,3-c]pyridin-2-one 
• 1228017-87-5 C₁₇H₉ClN₆O₂ 
• 1228017-86-4 C₁₇H₁₀N₆O₂ 
• 866865-94-3 1-phenyl-4-(3-phenyl-1,2,4-oxadiazol-5-yl)-1H-1,2,3-triazol-5-amine 

Relevant articles and documents

Small Molecule Inhibition of MicroRNA miR-21 Rescues Chemosensitivity of Renal-Cell Carcinoma to Topotecan

Chemical probes of microRNA (miRNA) function are potential tools for understanding miRNA biology that also provide new approaches for discovering therapeutics for miRNA-associated diseases. MicroRNA-21 (miR-21) is an oncogenic miRNA that is overexpressed in most cancers and has been strongly associated with driving chemoresistance in cancers such as renal cell carcinoma (RCC). Using a cell-based luciferase reporter assay to screen small molecules, we identified a novel inhibitor of miR-21 function. Following structure-activity relationship studies, an optimized lead compound demonstrated cytotoxicity in several cancer cell lines. In a chemoresistant-RCC cell line, inhibition of miR-21 via small molecule treatment rescued the expression of tumor-suppressor proteins and sensitized cells to topotecan-induced apoptosis. This resulted in a >10-fold improvement in topotecan activity in cell viability and clonogenic assays. Overall, this work reports a novel small molecule inhibitor for perturbing miR-21 function and demonstrates an approach to enhancing the potency of chemotherapeutics specifically for cancers derived from oncomir addiction.

Synthesis of 5-hydroxymethyl-8-methyl-3-(3-aryl-[1,2,4]oxadiazol-5-yl)-2h- pyrano[2,3-c]pyridin-2-ones and their esters

New 5-hydroxymethyl-8-methyl-3-(3-aryl-[1,2,4]oxadiazol-5-yl)-2H-pyrano-[2, 3-c]pyridin-2-ones and their esters were synthesized. The structure of obtained compounds was determined through a complete 1H NMR analysis. Copyright Taylor & Francis Group, LLC.