70372-52-0

Basic information

• Product Name: 3-[2-(4-chlorophenyl)-2-oxoethylidene]-3,4-dihydro-2H-1,4-benzoxazin-2-one
• Synonyms: 3-[2-(4-chlorophenyl)-2-oxoethylidene]-3,4-dihydro-2H-1,4-benzoxazin-2-one
• CAS NO: 70372-52-0
• Molecular Formula: C₁₆H₁₀ClNO₃
• Molecular Weight: 299.7085
• Mol File: 70372-52-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-[2-(4-chlorophenyl)-2-oxoethylidene]-3,4-dihydro-2H-1,4-benzoxazin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[2-(4-chlorophenyl)-2-oxoethylidene]-3,4-dihydro-2H-1,4-benzoxazin-2-one(70372-52-0)
• EPA Substance Registry System: 3-[2-(4-chlorophenyl)-2-oxoethylidene]-3,4-dihydro-2H-1,4-benzoxazin-2-one(70372-52-0)

Safety Data

• Hazardous Substances Data: 70372-52-0(Hazardous Substances Data)

Upstream product

• 5814-38-0 ethyl 4-chlorobenzoylpyruvate 
• 95-55-6 2-amino-phenol 
• 58303-62-1 5-(4-chlorophenyl)-2,3-dihydrofuran-2,3-dione 
• 139266-59-4 1,6-bis-p-chlorophenyl-3,4-dihydroxy-2,4-hexadiene-1,6-dione 
• 39847-98-8 (Z)-methyl 4-(4-chlorophenyl)-2-hydroxy-4-oxobut-2-enoate 
• 38053-20-2 4-(4-chlorophenyl)-2,4-dioxobutanoic acid 
• 65356-49-2 ethyl 4-(4-chlorophenyl)-2-hydroxy-4-oxobut-2-enoate 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 152034-32-7 3-(4-Chloro-benzoyl)-benzo[b]pyrrolo[1,2-d][1,4]oxazine-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.

Sulfamic acid as an effective catalyst in solvent-free synthesis of β-enaminoketone derivatives and X-ray crystallography of their representatives

Two types of β-enaminoketone derivatives of 3-(2-oxo-2-arylethylidene) -3,4-dihydro-1H-quinoxalin-2-ones and 3-(2-oxo-2-arylethylidene)-3,4-dihydro- benzo[1,4]oxazin-2- ones were effectively and conveniently prepared in good to excellent yields under solv

Chemistry of 2-methylene-2,3-dihydro-3-furanones 16.* The reaction of 2-acylmethylene-5-aryl-2,3-dihydro-3-furanones with aromatic amines and N-arylideneamines

2-p-Chlorobenzoylmethylene-5-phenyl-2,3-dihydro-3-furanone reacts with arylamines or N-arylideneamines to form the products of ring opening, 1,6-diaryl-1-arylamino-4-hydroxy-1,4-hexadiene-3,6-diones. The reaction of 5-aryl-2-p-chlorobenzoylmethylene-2,3-dihydro-3-furanones with o-aminophenol afforded 3-p-chlorobenzoylmethylene-3,4-dihydro-2H-benzo[b]-1,4-oxazin-2-one. Nucleophilic attack of amines is directed either to electrophilic centers at the C(5) and C(2) atoms or to the carbonyl group of the 2-phenacylidene substituent of the 3-oxofuran ring.