73219-44-0

Basic information

• Product Name: METHYL (2H-1 4-BENZOXAZIN-3(4H)-ONE-2-YL
• Synonyms: METHYL (2H-1 4-BENZOXAZIN-3(4H)-ONE-2-YL;methyl (3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)acetate(SALTDATA: FREE);Methyl 2-(3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)acetate;methyl (3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)acetate
• CAS NO: 73219-44-0
• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.211
• Product Categories: Benzoxazines;Building Blocks;Heterocyclic Building Blocks
• Mol File: 73219-44-0.mol

Chemical Properties

• Melting Point: 144-147 °C(lit.)
• Boiling Point: 391.6°C at 760 mmHg
• Flash Point: 190.6°C
• Appearance: /
• Density: 1.246g/cm³
• Vapor Pressure: 2.44E-06mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: METHYL (2H-1 4-BENZOXAZIN-3(4H)-ONE-2-YL(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL (2H-1 4-BENZOXAZIN-3(4H)-ONE-2-YL(73219-44-0)
• EPA Substance Registry System: METHYL (2H-1 4-BENZOXAZIN-3(4H)-ONE-2-YL(73219-44-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 73219-44-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
METHYL (2H-1,4-benzoxazin-3(4H)-one-2-yl) is used as a potential anti-inflammatory agent for its ability to reduce inflammation, which can be beneficial in treating various inflammatory conditions.
METHYL (2H-1,4-benzoxazin-3(4H)-one-2-yl) is also used as a potential antioxidant agent for its ability to neutralize harmful free radicals, protecting cells from oxidative damage and potentially reducing the risk of various diseases associated with oxidative stress.
Used in Drug Development:
METHYL (2H-1,4-benzoxazin-3(4H)-one-2-yl) is used as a starting material or intermediate in the development of new drugs and therapies for various medical conditions, leveraging its unique chemical and biological properties to create novel treatment options.
Further research is needed to explore the full potential of METHYL (2H-1,4-benzoxazin-3(4H)-one-2-yl) in different industries and applications, as well as to understand its safety and efficacy in various settings.

InChI:InChI=1/C11H11NO4/c1-15-10(13)6-9-11(14)12-7-4-2-3-5-8(7)16-9/h2-5,9H,6H2,1H3,(H,12,14)

Upstream product

• 72889-93-1 N-(2-hydroxy-phenyl)-maleamic acid methyl ester 
• 108-31-6 maleic anhydride 
• 67-56-1 methanol 
• 95-55-6 2-amino-phenol 
• 59256-46-1 (2Z)-4-[(2-hydroxyphenyl)amino]-4-oxobut-2-enoic acid 

Downstream Products

• 915724-95-7 [2-(4-fluoro-phenyl)-4H-5-oxa-3,9b-diaza-cyclopenta[a]naphthalen-4-yl]-acetic acid methyl ester 
• 915724-85-5 {4-[2-(4-fluoro-phenyl)-2-oxo-ethyl]-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl}-acetic acid methyl ester 

Relevant articles and documents

5-phenylpyrrolo-1,4-benzoxazine and 5-phenylpyrrolo-1,4-benzothiazine compounds, process and intermediates for their production and pharmaceutical compositions containing them

Pharmacologically active compounds of formula I STR1 which can be substituted in the phenyl rings and in which R1 denotes hydrogen or lower alkyl, R2 denotes hydrogen or lower alkyl, Y denotes oxygen or sulfur n represents an integer from 1 to 3 Z represents a bond, a CO group or a CH= group, Q denotes nitrogen or the CH group and R7, if Q denotes nitrogen, represents an optionally substituted pyridyl or phenyl radical or, if Q denotes the CH group, represents the N-methyl-N-(4-oxo-3H-pyrimidin-2-yl)amino group, and their acid addition salts and processes and intermediates for their preparation.

The Synthesis of (3'-Oxo-3',4'-dihydro-2'H-1',4'-benzothiazin-2'-yl)acetic Acid and (3'-Oxo-3',4'-dihydro-2'H-1',4'-benzoxazin-2'-yl)acetic Acid Derivatives

Reaction of o-aminophenol with various maleic anhydrides gave first 2-hydroxymaleanilic acids (4-(2'-hydroxyphenylamino)-4-oxobut-2-enoic acids) (1), which were then converted into the 3-oxo-1,4-benzoxazines (1d-h) and (3f-l) under mild basic conditions:

A Convenient and One-Pot Synthesis of Methyl &α-(3,4-Dihydro-3-oxo-2H-1,4-benzoxazin-2-yl)acetates

A convenient and one-step method for the preparation of methyl α-(6-substituted 3,4-dihydro-3-oxo-2H-1,4-benzoxazin-2-yl)acetates (1a, and 8-14) is described.The reaction of appropriately substituted 2-aminophenols with maleic anhydride in the presence of Et3N gives the corresponding benzoxazinylacetates (1a and 8-10) while with methylmaleic anhydride, an initial nucleophilic attack at the more hindered carbonyl group takes place leading to the formation of the corresponding 2-methylbenzoxazinylacetates (11-14) in excellent yields.The antiinflammatory activity of these acetates (1a and 8-14) is also described.