5711-64-8

Basic information

• Product Name: 5-[3-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2-AMINE
• Synonyms: 5-[3-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2-AMINE
• CAS NO: 5711-64-8
• Molecular Formula: C₉H₆F₃N₃O
• Molecular Weight: 229.16
• Mol File: 5711-64-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 330.8°C at 760 mmHg
• Flash Point: 153.9°C
• Appearance: /
• Density: 1.434g/cm³
• Vapor Pressure: 0.000162mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: 5-[3-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[3-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2-AMINE(5711-64-8)
• EPA Substance Registry System: 5-[3-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2-AMINE(5711-64-8)

Safety Data

• Hazardous Substances Data: 5711-64-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H6F3N3O/c10-9(11,12)6-3-1-2-5(4-6)7-14-15-8(13)16-7/h1-4H,(H2,13,15)

Upstream product

• 7653-35-2 2-(3-(trifluoromethyl)benzoyl)hydrazinecarbothioamide 
• 2251-65-2 3-(Trifluoromethyl)benzoyl chloride 
• 454-89-7 3-Trifluoromethylbenzaldehyde 
• 563-41-7 semicarbazide hydrochloride 

Relevant articles and documents

Synthesis, telomerase inhibitory and anticancer activity of new 2-phenyl-4H-chromone derivatives containing 1,3,4-oxadiazole moiety

Based on previous studies, 66 2-phenyl-4H-chromone derivatives containing amide and 1,3,4-oxadiazole moieties were prepared as potential telomerase inhibitors. The results showed most of the title compounds exhibited significantly inhibitory activity on telomerase. Among them, some compounds demonstrated the most potent telomerase inhibitory activity (IC50 50 = 6.41 μM). In addition, clear structure–activity relationships were summarised, indicating that the substitution of the methoxy group and the position, type and number of the substituents on the phenyl ring had significant effects on telomerase activity. Among them, compound A33 showed considerable inhibition against telomerase. Flow cytometric analysis showed that compound A33 could arrest MGC-803 cell cycle at G2/M phase and induce apoptosis in a concentration-dependent way. Meanwhile, Western blotting revealed that this compound could reduce the expression of dyskerin, which is a fragment of telomerase.

Synthesis of 2-amino-1,3,4-oxadiazoles and 2-Amino-1,3,4-thiadiazoles via sequential condensation and I2-mediated oxidative C-O/C-S bond formation

2-Amino-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were synthesized via condensation of semicarbazide/thiosemicarbazide and the corresponding aldehydes followed by I2-mediated oxidative C-O/C-S bond formation. This transition-metal-free sequential synthesis process is compatible with aromatic, aliphatic, and cinnamic aldehydes, providing facile access to a variety of diazole derivatives bearing a 2-amino substituent in an efficient and scalable fashion.

A convenient synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles from corresponding acylthiosemicarbazides using iodine and Oxone

A convenient methodology has been developed for the synthesis of substituted 2-amino-1,3,4-oxadiazoles from corresponding acylthiosemicarbazides using catalytic amount of iodine/KI in the presence of Oxone as a bulk oxidant. This offers the adv