2-Methyl-4H-3,1-benzoxazin-4-one
![2-Methyl-4H-3,1-benzoxazin-4-one Structure](CAS/GIF/525-76-8.gif)
- CAS No.
- 525-76-8
- Chemical Name:
- 2-Methyl-4H-3,1-benzoxazin-4-one
- Synonyms
- NSC 10119;NSC 521353;ACETANTHRANIL;AURORA KA-3785;Acetylanthranyl;ACETYL ANTHRANIL;TIMTEC-BB SBB000135;2-METHYL-3,1-BENZOXAZA-4-ONE;2-methyl-3,1-benzoxazin-4-one;2-methyl-4h-1-benzoxazin-4-one
- CBNumber:
- CB3163296
- Molecular Formula:
- C9H7NO2
- Molecular Weight:
- 161.16
- MOL File:
- 525-76-8.mol
- Modify Date:
- 2024/7/5 11:27:04
Melting point | 79-82 °C(lit.) |
---|---|
Boiling point | 144-145 °C(Press: 12 Torr) |
Density | 1.25±0.1 g/cm3(Predicted) |
storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
pka | 2.84±0.20(Predicted) |
InChI | InChI=1S/C9H7NO2/c1-6-10-8-5-3-2-4-7(8)9(11)12-6/h2-5H,1H3 |
InChIKey | WMQSKECCMQRJRX-UHFFFAOYSA-N |
SMILES | N1C2=CC=CC=C2C(=O)OC=1C |
EPA Substance Registry System | 4H-3,1-Benzoxazin-4-one, 2-methyl- (525-76-8) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H315-H319-H335 |
Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
Hazard Codes | Xi |
Risk Statements | 36/37/38 |
Safety Statements | 26-36 |
WGK Germany | 3 |
HazardClass | IRRITANT |
2-Methyl-4H-3,1-benzoxazin-4-one Chemical Properties,Uses,Production
Uses
2-Methyl-4H-3,1-benzoxazin-4-one is a synthetic antimicrobial agent. It belongs to the quinazolinone class of drugs. It has been shown to be effective against Staphylococcus aureus and other bacteria. Quinazolinones are potent inhibitors of bacterial growth and have been used successfully in the treatment of tuberculosis and other infectious diseases. 2-Methyl-4H-3,1-benzoxazin-4-one has also been shown to inhibit the growth of some Gram-negative bacteria, such as Salmonella typhi and Escherichia coli.
Synthesis Reference(s)
The Journal of Organic Chemistry, 45, p. 363, 1980 DOI: 10.1021/jo01290a038
Synthesis
In 250 mL of RBF took (0.01 mole or 1.37 gm) anthranilic acid (2-amino benzoic acid) to that added 15 mL of acetic anhydride (excess) with porcelain chips. Reflux the solution at 35-40 ℃ for 50-55 min on heating mantle. TLC was done using EA: n-hexane (1:1) solvent system. Then removed the excess solvent (acetic anhydride) at low pressure using rotatory evaporator, To the remaining solid, added petroleum ether (40-60) to extract the 2-methyl-4H-3,1-benzoxazin-4-one. Repeated petroleum ether step to extract the entire product. After drying of petroleum-ether, the crystals of 2-methyl-4H-3, 1-benzoxazin-4-one was obtained and then it was recrystallized with ethanol8. M.P 80-82℃, Yield 79 %.
2-Methyl-4H-3,1-benzoxazin-4-one Preparation Products And Raw materials
Raw materials
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KROMOZOME | +91-91-9650900955 +91-09650900955 | Maharashtra, India | 71 | 58 | Inquiry |
SRIHARIDATTA LABORATORIES Pvt Ltd | +91-8074356448 +91-9966926662 | Telangana, India | 32 | 58 | Inquiry |
CSR Laboratories Pvt Ltd | +91-8712840214 +91-8897651070 | Hyderabad, India | 19 | 58 | Inquiry |
CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
Marvel pharm limited | +8613302302478 | China | 22 | 58 | Inquiry |
Shaanxi Dideu Medichem Co. Ltd | +86-029-81148696 +8615536356810 | China | 943 | 58 | Inquiry |
Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | China | 20361 | 58 | Inquiry |
Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | China | 29798 | 60 | Inquiry |
Supplier | Advantage |
---|---|
KROMOZOME | 58 |
SRIHARIDATTA LABORATORIES Pvt Ltd | 58 |
CSR Laboratories Pvt Ltd | 58 |
CHEMSWORTH | 30 |
A.J Chemicals | 58 |
CLEARSYNTH LABS LTD. | 58 |
Marvel pharm limited | 58 |
Shaanxi Dideu Medichem Co. Ltd | 58 |
Henan Fengda Chemical Co., Ltd | 58 |
Capot Chemical Co.,Ltd. | 60 |
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