32781-12-7

Basic information

• Product Name: 2H-1,4-Benzoxazin-2-one, 3,4-dihydro-3-(2-oxo-2-phenylethylidene)-, (3Z)-
• CAS NO: 32781-12-7
• Molecular Formula: C16H11NO3
• Molecular Weight: 265.268
• Mol File: 32781-12-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2H-1,4-Benzoxazin-2-one, 3,4-dihydro-3-(2-oxo-2-phenylethylidene)-, (3Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,4-Benzoxazin-2-one, 3,4-dihydro-3-(2-oxo-2-phenylethylidene)-, (3Z)-(32781-12-7)
• EPA Substance Registry System: 2H-1,4-Benzoxazin-2-one, 3,4-dihydro-3-(2-oxo-2-phenylethylidene)-, (3Z)-(32781-12-7)

Safety Data

• Hazardous Substances Data: 32781-12-7(Hazardous Substances Data)

Upstream product

• 6296-54-4 ethyl 2,4-dioxo-4-phenylbutyrate 
• 95-55-6 2-amino-phenol 
• 88330-79-4 2-hydroxy-4-oxo-4-phenylbut-2-enoic acid ethyl ester 
• 98-86-2 acetophenone 
• 5817-92-5 2,4-dioxo-4-phenylbutanoic acid 
• 1239902-47-6 3-[4-oxo-6-phenyl-3-cyclohexyl-2-(cyclohexylimino)-3,4-dihydro-2H-1,3-oxazin-5-yl]-2H-benzo[b][1,4]oxazin-2-one 
• 152449-24-6 methyl 4-oxo-4-phenyl-2-p-ethoxyphenylamino-2-butenoate 
• 20577-73-5 methyl 4-phenyl-2,4-dioxobutanoate 
• 143108-61-6 methyl 3-benzoyl-4-hydroxy-2-(o-hydroxyphenylamino)-5-oxo-1-(p-ethoxyphenyl)-2,5-dihydropyrrole-2-carboxylate 
• 143082-97-7 methyl 4-benzoyl-2,3-dioxo-1-(p-ethoxyphenyl)-2,3-dihydro-1H-pyrrole-5-carboxylate 
• 139266-61-8 (2Z,4Z)-1,6-diphenyl-3,4-dihydroxy-2,4-hexadiene-1,6-dione 
• 142071-82-7 3-benzoylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione 
• 143082-98-8 p-(ethoxyphenyl)-3-(2-oxo-3,4-dihydro-2H-1,4-benzoxazin-(Z)-3-ylidene)benzoylpyruvamide 
• 71971-24-9 2,4-dioxo-4-phenyl-butyric acid; monosodium salt 

Downstream Products

• 142071-82-7 3-benzoylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione 

Relevant articles and documents

Design, synthesis and antimycobacterial activity of benzoxazinone derivatives and open-ring analogues: Preliminary data and computational analysis

This study examines in depth benzoxazine nucleus for antimycobacterial property. We synthesized some benzoxazin-2-one and benzoxazin-3-one derivatives, which were tested for activity against a panel of Mycobacterium tuberculosis (Mtb) strains, including H37Ra, H37Rv and some resistant strains. Several compounds displayed a high antimycobacterial activity and the three isoniazid analogue derivatives 8a-c exhibited a MIC range of 0.125–0.250 μg/mL (0.37–0.75 μM) against strain H37Ra, therefore lower than the isoniazid reference drug. Two benzoxazin-2-one derivatives, 1c and 5j, together with isoniazid-analogue compound 8a, also revealed low MIC values against resistant strains and proved highly selective for mycobacterial cells, compared to mammalian Vero cells. To predict whether molecule 8a is able to interact with the active site of InhA, we docked it into the crystal structure; indeed, during the molecular dynamic simulation the compound never left the protein pocket. The more active compounds were predicted for ADME properties and all proved to be potentially orally active in humans.

“On water” ultrasound-assisted one pot efficient synthesis of functionalized 2-oxo-benzo[1,4]oxazines: First application to the synthesis of anticancer indole alkaloid, Cephalandole A

For the first time, an efficient, simple, synthetic green protocol for the one-pot synthesis of functionalized 2-oxo-benzo[1,4]oxazines 24–29 in water under ultrasound irradiation is presented. As compared to conventional methods, the present protocol avo

Five-membered 2,3-dioxo heterocycles: XCVIII.* [4 + 2]-cycloaddition of alkyl vinyl ethers to 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4- triones. A new synthetic approach to heteroanalogs of 13(14→8)-abeo steroids

3-Aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones reacted with alkyl vinyl ethers according to the [4 + 2]-cycloaddition pattern with formation of substituted (1S*,16R*)- and (1R*,16R*)-16-alkoxy-14- aryl-3,15-dioxa-10-azatetracyclo[8.7.0.01,13.04,9