Chemical Properties And Industrial Applications Of 2-Methyl-4H-3,1-benzoxazin-4-one (CAS 525-76-8)

May 06, 2026 Leave a message

2-Methyl-4H-3,1-benzoxazin-4-one (CAS 525-76-8) is a high-value heterocyclic fine chemical with the molecular formula C₉H₇NO₂ and a molecular weight of 161.16 g/mol. As a pivotal member of the benzoxazinone family, it features a fused benzene-oxazine ring structure that endows it with excellent chemical stability and reactivity, making it a cornerstone intermediate in organic synthesis and industrial manufacturing.
 

Core Chemical & Physical Properties

 

Appearance: White to off-white crystalline solid.

Melting Point: 79–82 °C (literature value).

Boiling Point: 283.5 °C at 760 mmHg; 144–145 °C under 12 Torr.

Density: 1.25±0.1 g/cm³ (predicted).

Solubility: Moderately soluble in organic solvents (DMSO, DMF, ethanol); nearly insoluble in water (1.6 g/L at 25 °C).

Stability: Stable under ambient conditions; store under inert gas (nitrogen/argon) at 2–8 °C to prevent oxidation.

pKa: 2.84±0.20 (predicted), indicating weak acidity.

 

Industrial Applications

 

Pharmaceutical Intermediate: A critical precursor for synthesizing anti-inflammatory, antitumor, and antimicrobial drugs. It serves as a key building block for quinazolinone derivatives, which exhibit potent biological activities such as inhibiting tumor cell proliferation and reducing inflammation.

Agrochemicals: Used in developing high-efficiency herbicides, fungicides, and plant growth regulators. Its derivatives act as protoporphyrinogen IX oxidase (PPO) inhibitors, effectively controlling broadleaf weeds while ensuring crop safety.

Fine Chemicals & Materials: Applied in synthesizing functional polymers, dyes, and biochemical reagents. Its dual reactive sites enable efficient substitution and cyclization reactions, supporting the production of high-value-added fine chemicals with low by-product rates.

Research & Development: A standard reference compound in medicinal chemistry and organic synthesis research, widely used in academic institutions and pharmaceutical R&D centers for new drug discovery and mechanism studies.

 
With the global demand for high-purity pharmaceutical intermediates and green agrochemicals rising, CAS 525-76-8 has emerged as a high-growth product in the fine chemical industry. Its stable performance, wide application range, and mature synthesis process position it as a preferred intermediate for manufacturers and researchers worldwide.

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