147807-45-2

Basic information

• Product Name: 2-[4-(benzyloxy)phenyl]-5,6-dihydro-5-oxo-4H-1,3,4-oxadiazine-4-propanenitrile
• Synonyms: 2-[4-(benzyloxy)phenyl]-5,6-dihydro-5-oxo-4H-1,3,4-oxadiazine-4-propanenitrile
• CAS NO: 147807-45-2
• Molecular Weight: 335.362
• Mol File: 147807-45-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-[4-(benzyloxy)phenyl]-5,6-dihydro-5-oxo-4H-1,3,4-oxadiazine-4-propanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[4-(benzyloxy)phenyl]-5,6-dihydro-5-oxo-4H-1,3,4-oxadiazine-4-propanenitrile(147807-45-2)
• EPA Substance Registry System: 2-[4-(benzyloxy)phenyl]-5,6-dihydro-5-oxo-4H-1,3,4-oxadiazine-4-propanenitrile(147807-45-2)

Safety Data

• Hazardous Substances Data: 147807-45-2(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 56441-55-5 ethyl 4-(benzyloxy)benzoate 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 100-39-0 benzyl bromide 
• 128958-65-6 4-benzyloxyphenylhydrazide 
• 32122-11-5 4-benzyloxy-benzoic acid methyl ester 
• 79-04-9 chloroacetyl chloride 
• 147807-60-1 1-<4-(benzyloxy)benzoyl>-2-(cyanoethyl)hydrazine 

Relevant articles and documents

Synthesis and biological screening of 2-substituted 5,6-dihydro-5-oxo-4H-1,3,4-oxadiazine-4-propanenitriles and of their intermediates

To evaluate the effect of substituents on biological activities of electron-rich N-containing heterocycles, the variably 2-substituted 5,6-dihydro-5-oxo-4H-1,3,4-oxadiazine-4-propanenitriles 26-33 were synthesized and evaluated for antibacterial, antifungal, and enzyme-inhibition activities. The target compounds were obtained from alkyl 4- or 3-hydroxy benzoates 1 and 2, respectively, and from methyl indoleacetate 3. The phenolic OH group of benzoates 1 and 2 were substituted with p-toluenesulfonyl (→ 4 and 5), benzoyl (→ 6 and 7), and benzyl groups (→ 8 and 9) and then converted to 5,6-dihydro-5-oxo-4H-1,3,4-oxadiazine-4-propanenitriles. To establish structure-activity relationships (SAR), a pharmacological screening of the intervening intermediates was also conducted, which revealed that the intermediate hydrazide 11 possesses significant antimicrobial and MAO-A inhibiting properties and intermediates 12, 24, 28, and 29 appreciable antifungal activities. Compound 7 inhibits α-chymotrypsin.