52942-50-4

Basic information

• Product Name: 2-(3,4-dimethoxyphenyl)-2,3-dihydro-4H-1,3-benzoxazin-4-one
• Synonyms: 2-(3,4-Dimethoxyphenyl)-2,3-dihydro-4H-1,3-benzoxazin-4-one; 4H-1,3-Benzoxazin-4-one, 2-(3,4-dimethoxyphenyl)-2,3-dihydro-
• CAS NO: 52942-50-4
• Molecular Formula: C₁₆H₁₅NO₄
• Molecular Weight: 285.2946
• Mol File: 52942-50-4.mol

Chemical Properties

• Boiling Point: 521.1°C at 760 mmHg
• Flash Point: 268.9°C
• Density: 1.229g/cm³
• Vapor Pressure: 5.88E-11mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 2-(3,4-dimethoxyphenyl)-2,3-dihydro-4H-1,3-benzoxazin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-dimethoxyphenyl)-2,3-dihydro-4H-1,3-benzoxazin-4-one(52942-50-4)
• EPA Substance Registry System: 2-(3,4-dimethoxyphenyl)-2,3-dihydro-4H-1,3-benzoxazin-4-one(52942-50-4)

Safety Data

• Hazardous Substances Data: 52942-50-4(Hazardous Substances Data)

Usage

Chemical class

Benzoxazinones

Physical form

White crystalline solid

Molecular weight

285.29 g/mol

Uses

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Biological activities

Anti-inflammatory and antioxidant properties

Potential applications

Treatment of various diseases and disorders

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 65-45-2 salicylamide 

Relevant articles and documents

Synthesis and anticonvulsant activity evaluation of 2-Phenyl-2H-benzo[e][1, 3]oxazin-4(3H)-ones

A series of new 2-phenyl-2H-benzo[e][1,3]oxazin-4(3H)-one derivatives (1a-1t) were designed based on the known anticonvulsant activity of quinolinone derivatives. All target compounds 1a-1t, characterized by IR, 1H NMR and MS, have been evaluated for their anticonvulsant activity against MES-induced seizures. The pharmacological results showed that all the compounds displayed some degree of anticonvulsant activity. Among them, 2-phenyl-2,3-dihydrobenzo[e][1,3]oxazin-4-one (1a) and 2-(2-fluorophenyl)-2,3- dihydrobenzo-[e][1,3]oxazin-4- one (1b) were considerd more promising because of their lower ED50 (34.1 and 28.4 mg/kg) and higher protective index (11.1 and 8.0).

Dihydro benzoxazinones and benzoxazinediones' derivatives : thesis and study as bactericides and fungicides

A series of 3,4 dihydro 2 H 1,3 benzoxazine 2,4 diones and 3,4 dihydro 2 H 1,3 benzoxazine 4 ones were synthesized from several salicylamides and salicylanilides. Their antibacterial and antifungal activities in vitro were studied on Staphylococcus aureus 209 P A.T.C.C. (6538 P), Pseudomonas aeruginosa I.P. C.C.E.B. 481, Escherichia coli K 12 C600 (λ-) and Candida albicans. Always negative on colibacillus, activity on Staphylococcus aureus seems to be conditioned by presence of halogeno or nitro substituents: one of the compounds is notably active. Transformation into the heterocyclic derivative generally lowers or cancels action on Candida albicans; conversely, it frequently provokes action on Bacillus pyocyaneus on which some monoketonic derivatives were quite effective.