Product Name：2-methyl-3,1-benzoxazin-4-one
CAS Number:525-76-8
Molecular Formula: C9H7NO2
Molecular Weight:161.16
Chemical Properties：
Melting point | 79-82 °C(lit.) |
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Boiling point | 144-145 °C(Press: 12 Torr) |
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density | 1.25±0.1 g/cm3(Predicted) |
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storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
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pka | 2.84±0.20(Predicted) |
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Appearance | Light yellow to brown Solid |
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InChI | InChI=1S/C9H7NO2/c1-6-10-8-5-3-2-4-7(8)9(11)12-6/h2-5H,1H3 |
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InChIKey | WMQSKECCMQRJRX-UHFFFAOYSA-N |
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SMILES | N1C2=CC=CC=C2C(=O)OC=1C |
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EPA Substance Registry System | 4H-3,1-Benzoxazin-4-one, 2-methyl- (525-76-8) |
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Flash Point | 144.7℃ |
Solubility | Slightly soluble in water; soluble in organic solvents such as ethanol, ethyl acetate, dichloromethane, etc. |
Stability | Stable under dry conditions at room temperature; avoid contact with strong oxidants, strong acids and strong bases |
Characteristic Reactions | Can undergo ring-opening/substitution reactions with organic amines to form lactams; can perform nucleophilic addition, aromatic substitution and other reactions for structural modification and derivatization |
Description：
Regarded as the substance corresponding to CAS No.525-76-8,2-methyl-3,1-benzoxazin-4-one is a nitrogen-containing heterocyclic organic compound with a reactive phenol hydroxyl group attached to the pyrimidine ring.Acts as a versatile heterocyclic synthesis building block and key intermediate in organic chemistry,it is widely employed in the targeted synthesis and R&D of pharmaceuticals,sustainable agrochemicals,and fine chemicals.
Uses：
1、Pharmaceutical Synthesis
As a core intermediate,it is utilized to synthesize drug molecules with hydroxypyrimidine heterocyclic structures—such as antitumor agents,anti-inflammatory drugs,antiviral therapeutics,and central nervous system regulators.Hydroxyl groups can participate in acylation,etherification,and condensation reactions to introduce diverse functional groups,while the pyrimidine ring provides a bioactive scaffold that enhances target-binding affinity and pharmacokinetic properties of drug molecules.
2、Agrochemical R&D
It is applied in formulating high-efficiency,low-toxicity herbicides,fungicides,and insecticides.The hydroxypyrimidine backbone exhibits high selectivity to target pest enzymes and plant receptors,and the structural modifiability of hydroxyl groups boosts agrochemical field control effect and persistence,reduces pest resistance risks,aligning with the R&D trend of environmentally friendly pesticides.
3、Fine Chemical Synthesis
This compound acts as a core raw material for synthesizing specialty chemicals such as dye intermediates,heterocyclic ligands,and organic synthesis catalysts.The coexistence of hydroxyl groups and pyrimidine rings enables participation in various organic reactions(e.g.,nucleophilic substitution,coordination reactions),facilitating the preparation of fine chemical products with specific optical,coordination,and electronic properties—with applications in textile dyeing,coordination chemistry,and catalyst manufacturing.
4、Organic Synthesis Building Block
It serves as a dedicated precursor for constructing complex heterocyclic backbones(e.g.,pyrimidine-fused pyrazole,triazine,and quinazoline derivatives)in medicinal chemistry and material science.Suitable for the directional synthesis and screening of various substituted pyrimidine compounds,it plays a critical role in the lead compound optimization stage of new drug R&D,accelerating the development of new functional materials and synthetic methods.
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